caribbean sailboat charters crewed

Welcome to Caribbean Crewed Yacht Charters

Book an awesome vacation today

Caribbean Crewed Yacht Charters provide the Ultimate Luxury Vacation

Caribbean Crewed Yacht Charters provide the ultimate luxury vacation aboard a private yacht. A professional captain and chef will tend to your every need. For the best Caribbean vacation book a boutique hotel afloat with Caribbean Crewed Yacht Charters. Most importantly we have an amazing selection of yachts that come with professional crew to look after you. Furthermore we can help you plan your destination and find the best yacht that suits your needs.

Besides that, no previous sailing experience is required. That is to say that your crew will look after you and your private yacht. In addition if you’re unsure as to the type of yacht you would like to charter for your vacation we can help you. Above all we have a great selection of  Catamarans , Motor Yachts, Power Catamarans and Sailing Yachts. Similarly we also have some amazing Superyachts available for charter.

Most importantly, our staff have a minimum of 15 years experience in the industry. That is to say we have the knowledge to offer unbiased advice. Above all we look forward to listening to your vacation requirements. As a result we will recommend yachts with professional crew that will meet your requirements. After that we will assist you throughout the charter booking process. Most importantly, we are available during your charter to assist you in any way.

So let us help you find the perfect yacht for your best vacation ever. Our advice is FREE!

WHAT IS A CARIBBEAN CREWED YACHT CHARTER?

A crewed yacht charter is the best way to experience the finest destinations in the Caribbean, from the Grenadines to the Virgin Islands.  Explore with a private yacht and experienced professional captain and personal chef who will satisfy your every request.

DESTINATIONS

Caribbean Crewed Yacht Charters can help you select the perfect yachting destination for your Caribbean sailing vacation. Our team will share their intimate knowledge on all of the Caribbean islands, which has been gained over the years of living and working throughout the Caribbean.  Therefore we offer our free advice so that you can choose the Caribbean island that best suits your needs for that perfect vacation. Regardless of what type of vacation you prefer there is a Caribbean island waiting for you to explore.

St Barths Yacht Charter

St Barths Yacht Charter is perfect if you want to maximize your time ashore during your vacation and you enjoy a lively chic vibe. Saint Barthelemy often referred to as the St Tropez of the Caribbean offers chic bars and restaurants and luxury designer stores. Therefore this chic French West Indies Island is certainly the place to celebrity spot during your vacation. Chill out and enjoy a delicious glass of chilled French wine as you people watch. Most importantly this tiny island offers a multitude of restaurants and bars to visit during the evening. With fantastic beaches offering kitesurfing on the windward side of the island, to sheltered beaches offering Seabob rental on Shell beach near to Gustavia. In addition Colombier on the northern coast, which is simply stunning and only accessible via your charter yacht. Therefore, take a closer look at   St Barths to find out more information about this amazing Caribbean yachting destination.

Discover the Virgin Islands

Discover the Virgin Islands on a Crewed Yacht Charter. That is to say that you can combine both a BVI and USVI Yacht Charter to get the best of both worlds on your vacation. Find out more about  Island Hopping  in the Caribbean for an amazing adventure afloat.

BVI Yacht Charter

BVI Yacht Charter offers an awesome vacation for families, couples and groups of friends. Most importantly regardless of whether you want a quiet vacation exploring unspoiled white sandy beaches or visiting local beach bars and dancing beneath the stars the BVI can deliver the perfect vacation for you. The British Virgin Islands are made up of a number of tiny Caribbean islands that offer semi-sheltered sailing, which is fantastic especially when the Christmas Trade Winds are blowing during the winter months. Therefore, let Caribbean Crewed Yacht Charters provide you with more information about a  BVI Yacht Charter .

USVI Yacht Charter

USVI Yacht Charter gives you a chance to explore the stunning laid-back island of St John. That is to say that this island never disappoints with its stunning white sandy beaches, palm trees and crystal blue seas. Therefore you can swim with turtles straight from your yacht in Maho Bay, it’s awesome! In addition you can hike around some of the many trails on St John and visit the Annaberg Sugar Plantation. Furthermore the island even has wild donkeys and deer strolling around. Find out more information about what a  USVI Yacht Charter  has to offer you and your family and friends for that ultimate vacation to the Virgin Islands.

Windward Islands

Windward Islands start at Martinique and include the islands of St Lucia, St Vincent and the Grenadines and Grenada. Therefore we can help tailor the perfect itinerary for you to cruise around the stunning Grenadines.

Grenadines Yacht Charter

Grenadines Yacht Charter you can visit the famous island of Mustique where the rich and famous own luxury villas, Tobago Cays where you can swim with turtles from your luxury yacht and the beautiful island of Bequia. Read more about what a  Grenadines Yacht Charter  has to offer, for that perfect vacation.

St Lucia Yacht Charter

St Lucia Yacht Charter provides the opportunity to sail to the awesome Pitons. The Pitons are two giant volcanic mountains towering out of the Caribbean Sea. Most importantly your charter yacht can moor in-between the Pitons for an amazing experience. In addition St Lucia is also blessed with many waterfalls and is home to the famous Hotel Chocolat . Therefore you can visit this working cocoa plantation and sample their delicious hand made chocolates, how good is that! Explore what a  St Lucia Yacht Charter  has to offer and read more about this stunning tropical island in the Caribbean.

Grenada Yacht Charter

Grenada Yacht Charter enables you to visit this unique island often referred to as Spice Isle due to the vast quantity of Nutmeg and spices grown on this lush tropical island. Most importantly this Caribbean island is blessed with numerous waterfalls, lakes, and rum distilleries.  After that Grenada is also famous for its amazing flora and fauna and the island frequently wins a Gold award at the famous Chelsea Flower Show held annually in London. In conclusion this Caribbean island is stunning. Therefore discover what a  Grenada Yacht Charter  has to offer you for that ultimate vacation to paradise!

Martinique Yacht Charter

Martinique Yacht Charter provides the opportunity to explore this amazing island. That is to same that this island offers both fantastic French cuisine and wines ashore, lots of locally grown produce, and great beaches. Above all offering stunning anchorages in Saint Pierre, Anse Mitan, Grand Anse d’Arlet, Marin and Saint Anne there’s so many bays to explore. In addition the scuba diving and snorkeling is awesome! Therefore if you love to explore ashore and enjoy delicious French cuisine at extremely reasonable prices then a yacht charter to Martinique is for you. Finally, find out more information here about a  Martinique Yacht Charter  you will be amazed at what this Caribbean island has to offer.

Leeward Islands

Leeward Islands include Anguilla, St Martin, St Barths, Antigua and Barbuda, St Kitts and Nevis, Guadeloupe and Dominica. Likewise each island has so much to offer on a Caribbean Crewed Yacht Charter.

Anguilla Yacht Charter

Anguilla Yacht Charter enables you to explore miles of white sandy beaches on this coral atoll. Therefore, discover more about an  Anguilla Yacht Charter  and what this stunning island has to offer. Likewise the neighboring island of St Martin on the French side of this shared French/Dutch Island offers fantastic French restaurants. For examples Grand Case which is located directly on a stunning white sandy beach boasts a main street which is lined with bars, restaurants and art galleries. Therefore for a perfect vacation you can combine a visit to St Barths , Anguilla and St Martin on the same trip. To sum up we can help you plan this great adventure. Finally, find out more about   Island Hopping  in the Caribbean for that ultimate vacation.

Antigua Yacht Charter

Antigua Yacht Charter offers the famous Nelsons Dockyard at English Harbour to explore. After that Five Islands located on the west side of Antigua near to Jolly Harbour. In addition to escape to turquoise waters visit the beautiful Green Island on the east coast of Antigua. Similarly the neighboring island of Barbuda offers miles of deserted beautiful white sandy beaches to explore. Discover more about an  Antigua Yacht Charter  and what this yachting destination has to offer.

St Kitts Yacht Charter

St Kitts Yacht Charter enables you to visit both the mainland of St Kitts and the stunning neighboring island of Nevis. Similarly both islands offer fantastic golf courses that you can visit and pay to play. In addition both islands offer pretty anchorages where you can explore Brimstone Fort on St Kitts or visit Admiral Lord Nelson’s marriage site on Nevis. Most importantly beach bars are plentiful on both islands offering fantastic rum drinks. For example on St Kitts you have the trendy Salt Plage part of the new Christophe Harbour development. Salt Plage is the perfect sundowner spot offering unprecedented sunset views. Therefore, find out more about a  St Kitts Yacht Charter  and what the stunning Caribbean island of Nevis has to offer you.

Guadeloupe Yacht Charter

Guadeloupe Yacht Charter offers both the main island with some great anchorages to explore like Deshaies, Pigeon Island and Pointe-a-Pitre.  Most importantly Pigeon Island is home to the famous Jacques Cousteau’s Underwater Reserve. Therefore you can enjoy awesome scuba diving. In addition you can explore the stunning islands of Isle des Saintes often referred to as the St Barths of 30 years ago are located just to the south of Guadeloupe. Discover more about a  Guadeloupe Yacht Charter  to plan your vacation to paradise.

Dominica Yacht Charter

Dominica Yacht Charter provides you with the opportunity to explore this stunning island. Firstly Dominica is renowned for its citrus fruits that it supplies to other islands throughout the Caribbean chain. Consequently this tropical island has numerous waterfalls, historic buildings and awesome scuba diving. However Dominica is also famous for its Whale Watching. That is to say that Sperm Whales mate and rear their calves in the deep safe waters surround this Caribbean island. Find out more about a  Dominica Yacht Charter we can help you plan your trip of a lifetime to this enchanting Caribbean island.

Island Hopping Yacht Charter

Island Hopping Yacht Charter enables you to fully explore the amazing islands of the Caribbean. Caribbean Crewed Yacht Charters will help you select your Caribbean islands and plan your itinerary. Most importantly, we have an extensive knowledge of all of the Caribbean islands that you can visit and our advice is free! Therefore instead of visiting one Caribbean destination you can enjoy Island Hopping instead.  

For instance in the Leeward Islands you can join your crewed charter yacht in Sint Maarten after that visit St Barths , followed by Anguilla before you return to Sint Maarten. Similarly for a Windward Islands trip you can depart from St Lucia then cruise around the Grenadines and finish your vacation in Grenada. Finally in the Virgin Islands start your trip in the US Virgin Islands of St Thomas, then visit St John before cruising the British Virgin Islands and then finish your vacation in St Thomas.

In conclusion there are so many combinations available and we can help you plan your trip, so that you can enjoy the best vacation ever Island Hopping throughout the Caribbean!

Book your Caribbean Vacation today

Book your Caribbean vacation today! Click on the photographs above and discover what each amazing Caribbean island has to offer for your next adventure afloat with Caribbean Crewed Yacht Charters.

Caribbean Crewed Yacht Charters are here to help you select the perfect yacht to suit your family vacation, your fun trip with a group of friends, or a romantic getaway for two.

That is to say you may already know the type of yacht that you would like to charter. A Motor Yacht, Catamaran, Sailing Yacht, Power Catamaran, Classic Yacht or a Superyacht. Above all we can recommend a hand-picked selection of yachts for you to check out, so that you can select the perfect yacht and crew for your vacation.

Most importantly we are based in the Caribbean and we are constantly refreshing our local knowledge with regards to the professional crew that look after the yachts. Therefore we can recommend and dovetail the yacht and crew that will best suit your group to ensure that you have the perfect vacation afloat.

Motor Yacht Charter

Motor Yacht Charter offers the luxury of a boutique hotel afloat. Above all Motor Yachts offer more watersports equipment including jet-skies, waterskiing, wake boarding, tubing, SUPs, and kayaks. Therefore this type of yacht is perfect for a group of friends. Discover more about a  Motor Yacht Charter  as this type of yacht offers lots of fun for everyone!

Catamaran Yacht Charter

Catamaran Yacht Charter is a great family vacation option, or works well for a group of friends looking to share the cost of their vacation. Most importantly the majority of Catamarans offer similar cabins so it is easy for a group of friends to enjoy a fun time afloat on this type of yacht – without arguing about who gets the master cabin! In addition Catamarans offer twice the amount of space both above and below the water. In other words this means a great selection of watersports equipment including SUPs, tubing, waterskiing, wakeboarding, and kayaks. Likewise most Catamarans offer free Scuba Diving for certified divers and some offer tuition aboard for a nominal charge. After that we even have yachts offering Kitesurfing. Therefore find out more about what a  Catamaran Yacht Charter  has to offer.

Power Catamaran Yacht Charter

Power Catamaran Yacht Charter has become very popular as these yachts combine the benefits of both a Motor Yacht and a Catamaran. Therefore they offer twice as much space with the speed of a motor yacht. Find out more information about a  Power Catamaran Yacht Charter  this type of yacht is being extremely popular throughout the Caribbean.

Sailing Yacht Charter

Sailing Yacht Charter is the classic monohull yacht charter. Above all these yachts offer great family fun especially if you’d like your kids to learn about sailing. Similarly they are also great for couples especially for a honeymoon or romantic getaway. However Sailing Yachts offer less space so consequently they cannot offer as many watersports as a Catamaran. Most importantly they do however offer silence! Therefore you will glide through the Caribbean Sea with just the wind to power you aboard your very own private yacht. Why not discover more about a  Sailing Yacht Charter  this type of yacht can explore the whole Caribbean island chain.

Classic Yacht Charter

Classic Yacht Charter is for the connoisseur who enjoys sailing a monohull but prefers the ‘olde world’ charm of a classic wooden hull sailing yacht. Most importantly we have a selection of stunning classic beauties for your vacation to the Caribbean. Find out more about a  Classic Yacht Charter  and enjoy a unique sailing experience in the Caribbean.

Superyacht Charter

Superyacht Charter offers the ultimate in a luxury vacation afloat. Superyachts are defined as yachts that are greater than 100ft in length. Therefore they can be Motor Yachts, Sailing Yachts, Catamarans or Power Catamarans. We have a selection of amazing yachts available for luxury yacht charter. Most importantly Superyachts provide enhanced watersports equipment and some yachts even offer toys like a waterslide or climbing wall. In addition your yacht will also offer a luxury tender to take you ashore. Discover the ultimate vacation aboard a Superyacht Charter our specialist team are ready to help you plan your vacation of a lifetime.

Book your Luxury Crewed Yacht Charter today

Book your Luxury Crewed Yacht Charter today. Caribbean Crewed Yacht Charters can recommend the perfect yacht for your next Caribbean vacation. Contact us today our advice is FREE!

What our clients say

We had the most awesome vacation ever in the Grenadines. Thanks for recommending the best yacht with fantastic crew!

The Virgin Islands are still our favorite spot and despite the hurricanes we had an awesome adventure. Glad we returned to sail in paradise. We'll back next year to book with you again.

Read about Caribbean Crewed Yacht Charters and how our experienced team can help you book the perfect vacation in paradise!

caribbeancrewedyachtcharters

Caribbean Crewed Yacht Charters sepcialize in arranging luxury yacht charters throughout the Caribbean. We can help you choose your dream yacht

• Inquire Now
• YACHT SEARCH
• Motor Yachts
• Sailing Yachts
• $1 – $25,000 Yachts
• $26,000 – $50,000 Yachts
• $50,000 – $100,000 Yachts
• $101,000 – $200,000 Yachts
• $200,000 – ∞ Yachts
• Virgin Islands
• Leeward Islands
• Turks and Caicos
• Spain & Balearic Islands
• New England
• Tahiti & South Pacific
• More destinations
• Charter Advice

Find Caribbean Crewed Yachts for the Vacation of a Lifetime

The Caribbean is one of the most popular destinations for yacht charters in the world, featuring crystal-blue waters, white-sand beaches, and more than 5,000 islands and cays to explore. With so many islands to choose from, your Caribbean yacht charter itinerary can be tailored to your preferences, giving you the perfect opportunity to island-hop and explore everything the tropical islands have to offer while comfortably kicking back inside luxurious accommodations on the water.

On your private yacht charter , you will be able to explore lively harbors, secluded beaches, tropical rainforests, world-class dive sites, and much more. The possibilities are endless!

Caribbean Yacht Charter Highlights

• More than 5,000 islands and cays to explore
• A great winter destination
• Crystal-clear, sparkling blue waters
• Long stretches of white-sand beaches
• Luxury hotels, five-star restaurants, and spas
• Islands with their own unique cultures and cuisines
• A large selection of crewed yachts for charter

Showing 1–4 of 92 results

282.2ft / 84m

239.6ft / 71m

228.6ft / 68m

223.7ft / 67m

Caribbean Yachting Season

The Caribbean high season for yacht charters runs from mid-December to early May, with Christmas and New Year’s the most popular and busiest times of the year. But due to the islands’ locations near the equator, temperatures remain ideal throughout the year, making off-season charters just as enjoyable.

Keep in mind, however, that there is an increased chance for storms and hurricanes during the summer season, mainly from mid-August to mid-November. Most charter yachts leave the area during that time.

Caribbean Crewed Motor Yacht Charters

Remember ...

162ft / 48m

Sweet Escape

130ft / 39m

116ft / 34m

Caribbean Catamaran Charters

105ft / 31m

Serenity Now

Caribbean Crewed Sailing Yacht Charters

Area Guide: Caribbean Charter Destinations

Are you ready to explore all that the Caribbean has to offer? There are three main island areas in the Caribbean, all fantastic destinations for Caribbean charter yacht vacations.

The Grenadines

The Grenadines are untouched by mass tourism and industry, and they are the perfect charter destination if you are looking for solitude and you enjoy exploring remote areas. A great combination of lush rain forests and sandy beaches awaits!

This is a great summer charter destination because the islands aren’t usually affected by hurricanes.

The Leeward Islands

Leeward Islands yacht rentals offer the perfect combination of luxury and solitude. You can visit the glitzy islands of St. Maarten and St. Barts one day and get lost in the remoteness and tranquility of Anguilla the next day.

These islands are rich in history and offer great restaurants, upscale resorts, and trendy harbors.

The Virgin Islands

The Virgin Islands are the perfect location for first-time charterers and families because of their calm waters, protected natural anchorages, and short distances between the islands.

The BVI are a great destination for a catamaran or sailing yacht charter. Caribbean locations here have constant yet mild trade winds year round, and the area offers fantastic diving and snorkeling.

Where Can I Charter a Yacht?

When you choose Worldwide Boat as your Caribbean yacht charter broker, we can help you charter a luxury boat anywhere in the Caribbean or anywhere else you’d like to go, from the Mediterranean to Alaska to the Galapagos Islands.

How Do I Book a Private Yacht?

The best Caribbean yacht charters can be booked in just a few easy steps:

• Choose our experienced yacht charter specialists to assist you through the process of booking a yacht.
• Search by destination or by boat, or use our advanced search tool to filter your options by the number of guests, yacht type, destination, and/or your budget.
• Pick the option that best fits your needs and your dream vacation.
• Reserve your yacht by signing a contract with the yacht owner.
• Enjoy your vacation!

How Much Does it Cost to Charter a Yacht in the Caribbean?

Weekly rates for Caribbean boat charters are dependent on a number of factors, including the type of yacht, the season, and your destination. Motor yachts, for example, typically range from $15,000 (yachts up to 80 feet) to $150,000 or more (yachts over 150 feet) per week.

During the Caribbean high season (Christmas, New Year’s, and January/February), yacht charter Caribbean prices tend to increase slightly. Areas with large charter fleets, like St. Martin, tend to have more competitive pricing than areas with smaller fleets.

How Much Does it Cost to Charter a Catamaran in the Caribbean?

Most catamarans offer all-inclusive rates, which start at $10,000 for catamarans under 50 feet and run up to $50,000 or more for catamarans of 80 feet or more. The Caribbean is an ideal destination for a catamaran charter, and across the region, you’ll find a variety of sailing and power cats available for charter.

Ultimately, the cost of a catamaran charter is dependent on the time you visit, where you go, local taxes, and the number of ports you visit. A luxury yacht charter in the Caribbean’s high season (New Year’s or Christmas) will cost significantly more than a catamaran charter in summer.

Can I Rent a Yacht for a Day?

Rates for yacht rentals are usually weekly, but when you talk to a Caribbean yacht charter broker at Worldwide Boat, we can look at your budget, plans, and interests to help you get the best experience possible.

Caribbean Yachting Hotspots

Caribbean sailing charters give you access to white-sand beaches and laid-back island vibes, but they can also offer action-packed itineraries. From island-hopping and hiking to snorkeling and cliff-jumping, adventure awaits on a Caribbean yacht charter!

Some of the region’s must-see destinations include:

• St. Martin : Known for its upscale eateries and amazing cuisine, as well as high-end spas, shopping and casinos, St. Martin is the yachting capital of the Caribbean. This island is part French and part Dutch, and it’s close to islands like St. Barts and Anguilla, making it a favorite jumping-off point for island-hopping adventures.
• St. Barts : St. Barts (sometimes called St. Barths) beckons A-listers to its posh beach clubs, fashionable shops, and five-star eateries. Visitors will find a collection of truly spectacular powdery beaches, Michelin-starred restaurants, and excellent shoreside amenities, all within cruising distance of St. Martin.
• Antigua : Antigua epitomizes the relaxation and bliss of the Caribbean. Known for its 365 beaches (one for every day of the year), the tiny island is a sailor’s dream, offering warm waters, steady winds, safe anchorages, and a lively regatta calendar.
• Grenada : Grenada is revered for its beautiful beaches, abundant marine wildlife, and vibrant cuisine (spiced with local nutmeg, mace, and allspice). Spend a day relaxing on Grand Anse Beach, which is consistently ranked one of the best in the world. Island-hop to neighboring isles like Petite Martinique, or spend a day snorkeling one of Grenada’s famous reefs.
• Anguilla : Anguilla is one of the most tranquil Leeward islands. Escape to Dream Bay or one of the numerous nearby coral cays for some supreme R&R. A diving and snorkeling mecca, Anguilla is home to some of the Caribbean’s best shipwreck dives. Plus, the island boasts a calendar of must-see festivals and events, including a jazz festival in November and Carnival in August.

Why Charter a Yacht in the Caribbean?

The best Caribbean yacht charters offer a bit of everything: Relaxation, sun-soaked beaches, delicious culinary treats, refreshing rum-infused cocktails, and calm waters for cruising. Here are some highlights:

The Inescapable Beauty of White-Sand Beaches

Caribbean beaches have almost a mythical quality to them. It’s no wonder explorers were once willing to board wooden ships and travel thousands of miles just to see them in person.

Every island offers a selection of untouched and charming beaches for you to explore. From one-of-a-kind places like “Pig Beach” in the Bahamas to the cosmopolitan Great Bay Beach in Philipsburg, St. Martin, the beaches across the Caribbean offer legendary sights and attractions.

Colorful Celebrations and Friendly Faces

The Caribbean is known for its parades, bars, nightclubs, and parties, not to mention world-famous cocktails. When you want to step off of your luxury yacht charter, Caribbean shores and islands offer a world of fun to immerse yourself in.

A few must-see events include the St. Barth’s Bucket (if you’re into superyacht racing), the annual Carnival celebration, and the St. Lucia Jazz & Arts Festival .

Amazing Wildlife and Adventure

If snorkeling in vibrant and colorful coral reefs, diving into underwater museums, or parasailing over clear waters are some of the items on your bucket list, you can certainly get it all done during your visit to the Caribbean.

You’ll find a variety of unique adventures, from the underwater sculpture park of the Grenadines to the natural seaside baths in Virgin Gorda and hiking the Pitons in St. Lucia. The Caribbean gives you to plenty of chances to get outside and enjoy yourself.

Nonstop Relaxation

Because the area is so close to the equator, the Caribbean offers warm weather to lounge in all year round. Feel pampered aboard a luxury crewed rental yacht, and then feel calm while sinking your toes into soft, powdery white sand. Enjoy the spas, rum cocktails, and quiet, isolated beaches: Charter guests can experience supreme relaxation in the Caribbean.

Book Your Caribbean Charter With Worldwide Boat

Discover the beauty of the Caribbean with a luxury crewed yacht charter. Contact a broker with Worldwide Boat today to learn more about available yachts and itineraries for the Caribbean.

Last edited by Katja Kukovic

Caribbean yachts by type

Caribbean yachts by budget.

• $1 - $25,000 Yachts
• $26,000 - $50,000 Yachts
• $50,000 - $100,000 Yachts
• $101,000 - $200,000 Yachts
• $200,000 - ∞ Yachts

Caribbean charter areas

182ft / 54m

142ft / 42m

Set your search criteria to find the perfect yacht

• Alaska Australia Bahamas BVI Caribbean Croatia Florida France Galapagos Greece Indonesia Italy Malaysia Maldives Mexico Mediterranean New England Norway Spain Thailand Tahiti Turkey
• Motor Yacht Catamaran Sailing Boats
• 2 4 6 8 10 12 12+

Search by yacht name

Yacht Charter Bookings

St. thomas, virgin islands, tel: 340-774-5630.

Email: [email protected]

• Power Yachts
• Day Charter Boats
• Destinations
• Yacht Sales
• Yacht Charter FAQs
• Sample Yacht Charter Itinerary
• All Inclusive Yacht Charters
• Spend the Day on a Yacht Charter
• Why choose a Yacht Charter vacation?

LUXURY YACHT CHARTERS & SAILING VACATIONS

All-Inclusive Yacht Charters

All-Inclusive Yacht Charters are with a captain and your own personal chef they tailor your charter for a needs and requests. allows you enjoy sailing in beautiful large vessels such as; Catamarans, Monohulls and Power Yachts designed for comfort.

Kayak, snorkel, sail, scuba dive, paddle-board, fish, island hop, or simply relax aboard a Caribbean yacht charter. We’ve listed just a few reasons below:

Fully Crewed, Catered & Private Sailing Yacht Charters Tailored for You & Your Guests

• Private Sailing Vacation
• Create Your Own Custom Itinerary
• Visit Untouched Islands
• Different Caribbean Destinations
• Unforgettable Memories
• Fully Prepared Meals by Your Own Private Chef
• Underwater Adventures with Sea Life

We Look Forward to Welcoming You Aboard!

Explore Destinations like the British Virgin Islands, St. John, Grenadines, Bahamas, and St. Marten!

All-Inclusive Yacht Charters are with a captain and your own personal chef they tailor your charter for a needs and requests. allows you enjoy sailing in beautiful large vessels such as; Catamarans, Monohulls and Power Yachts designed for comfort.  For more information, please visit our: Frequently Asked Questions.

Choose a vessel from our inventory:

FEATURED YACHT CHARTERS

• Sleeps 12 Guests
• 7 Kings, 1 Twin

• 157′ Mega Yacht
• 2 Kings, 2 Queens,
• 2 Doubles, 2 Twins, 2 pullman

• Sleeps 8 Guests
• 3 Queens, 1 Twin

BLUE HORIZON

• Sleeps 6 Guests
• 2 Kings, 1 Queen

POPULAR YACHT DESTINATIONS

Other Yacht Charter Destinations

• Florida Key’s
• St. Thomas, USVI
• British Virgin Islands

DAY CHARTER BOAT RENTALS

Scout in the Virgin Islands

Full-day charters 9:30 – 4:30 PM. US Virgin Islands or the British Virgin Islands $1800. Bar hop or visit exclusive beaches while you stop and snorkel along the way!

Our 38′ Scout comfortably holds 6+ passengers, allowing plenty of room to lay out on the sun deck or relax in the shade while enjoying a drink and listening to your favorite music.

1/2 Day or Full Day Charters

• Captain and Crew
• Complementary snorkel equipment and fins
• Coolers stocked with Ice, water and assorted beer.
• Abundance of cushioned seating and lounging areas in shade or sun.
• Dry storage for your personal items and gear.
• Full size restroom
• All required USCG approved safety equipment, and extra features not required by law.
• Food, Liquor, Fuel and Crew Gratuity is NOT included.

Fishing in the Virgin Islands

Everyday is a great day to book a fishing excursion. We can give you the fishing trip of a lifetime. Whether you are an experienced fisherman or just getting started the  mahi-mahi, tuna, wahoo, and big marlin await.

We have all the latest and best fishing gear, outriggers, navigation and sonar, along with some of the best and most experienced captains in the islands. Whether you choose a half day (3.5 hours) or a full day (7 hours) off shore trip, you’re guaranteed to have a good time.

ALREADY KNOW WHAT YOU WANT?

Send message

• USA:-1.866.492.4768
• UK:-0800.011.2492
• How We Help Clients
• How to book a charter?
• Why Use Our Company
• Where our Charters Go
• Why Charter a Yacht
• Decades of Experience
• Meet our staff
• Contact us now
• Search charter yachts online
• What type of yacht should I charter?
• About Luxury Yacht Charter
• Charter a Mega Yacht
• Charter a Motor Yacht
• Charter a Crewed Catamaran
• Charter a Sailboat
• Yacht charter Blog
• About Caribbean Yacht Charters
• Virgin Islands

Leeward Islands

• Windward Islands
• Yachts in the Caribbean
• About Bahamas Yacht Charters
• Bahamas weather
• Yachts in the Bahamas
• Western Mediterranean Yacht Charters
• Eastern Mediterranean Charters
• Browse Yachts in the Mediterranean
• South of France
• Spain, Mallorca, Ibiza
• Italy, Sicily, Naples & Amalfi
• Corsica and Sardinia
• New England
• Pacific Islands
• Sample Charter Itineraries
• Destinations Blog
• How to choose a yacht charter broker?
• How to book a yacht charter?
• What is special about yacht charter?
• What yacht charter costs are there ?
• Are there all inclusive charters?
• Why charter a yacht?
• What kinds of yacht can I charter?
• Where do yacht charters go?
• What defines luxury yacht charter?
• How to rent a yacht?
• How We Help
• 5 Common Yacht Charter Questions
• How to choose the right yacht?
• When is the best time to charter?
• All Yacht Charter Destinations
• What can you do on a yachting vacation?
• What to expect on a luxury charter?
• What contracts are used to book?
• Even more questions about chartering a yacht
• Crewed charter reviews
• Caribbean Reviews
• BVI Reviews
• Bahamas Reviews
• Mediterranean Reviews
• Email or Call Us

Find Your Perfect Yacht

Caribbean yacht charters - one resource for every luxury charter yacht

The proven resource for crewed yacht charter in the caribbean.

From the moment you contact us, you will be helped by an experienced and knowledgeable specialist who will take the time to understand your unique needs and preferences for your caribbean vacation. They will be your dedicated specialist and our exceptional personal service will answer every question.

The largest choice of crewed Caribbean yachts?

Absolutely, with our relationships built over decades we truly do have access to EVERY crewed private charter yacht based in, or visiting, every part of the Caribbean.

Whatever the type of yacht for your Caribbean charter, your vacation budget, or the size of your party, our specialists will guide you in choosing the ideal yacht for your Caribbean charter. It's your vacation to explore the islands the very best way possible - on a Caribbean charter yacht.

Browse different types of Charter Yachts in the Caribbean

Motor Yachts

This category of Caribbean yachts include mega yachts, super yachts, and all sizes of power yachts. With the maximum space for guests, both inside and out, these types of yachts offer excellent vacations. You can choose from a fast, agile yacht, one that is high-end and luxurious, a yacht with a classic design, or one that is contemporary. This is one of the many choices you’ll have when you plan your vacation. See some yachts:-

Crewed Catamarans are very popular in the Caribbean , especially in the BVIs. Catamarans offer ample deck space that allows everyone to relax together during their charter, sharing the same views throughout the voyage. Caribbean catamarans can typically accommodate between 6 and 12 guests. See some yachts:-

Sailing Yachts

If you are looking for a winter getaway, there is no better place to charter a sailing yacht than the Caribbean! Feel the warm, tropical breeze on your face. Experience the exhilaration as the wind fills the sails and the yacht is suddenly moved along by just the wind. Savor the magnificent beauty of the Caribbean as you sail silently from one island to the next. Although typically offering smaller spaces for guests, sailboats deliver a truly unique caribbean charter vacations . See some yachts:-

Sample Charter Yachts in the Caribbean

ODYSSEA. The 59' sailing catamaran Odyssea is ready to take you and your guests on your next adventure. Throughout she offers relaxing areas to lounge and enjoy the voyage, while enjoying the company of others or absorbing the serenity of the sea. Her spacious cockpit area offers large dining table, sun pad across the back, and wet bar. See ODYSSEA:-

SOUTH. Get ready for adventure when you step on board the 180' mega yacht South. You and your guests will find plenty to do, as she offers plentiful spaces for lying out to enjoy the sun, enjoying a movie or game in the sky lounge, working out in the Techno gym with an amazing view, or enjoying the on deck Jacuzzi and watersports. See SOUTH:-

IMPULSE. The beautifully maintained motor yacht Impulse offers 87 feet of opulence at sea. She features three well-appointed cabins, a main salon, a bow with sunpads, flybridge with Jacuzzi, and a full complement of watersports including water skis, wakeboard, standup paddleboards, fishing gear, and the list goes on. See IMPULSE:-

LIQUID SKY. The 67' sailing catamaran Liquid Sky was launched in 2024 by Fountaine Pajot. With four cabins, she accommodates as many as eight guests, and offers a number of places for you to hang out and enjoy the journey, including on the bow soaking in the in deck Jacuzzi, up on the flybridge taking in the views, or on the aft deck with al fresco dining. See LIQUID SKY:-

MARIAH PRINCESS III. The 77' Lagoon built sailing cat Mariah Princess III was built in 2020. She offers two queen cabins and two king cabins, all en-suite. The master cabin has a private deck, the flybridge offers an on deck Jacuzzi, and she has a generous complement of watersports, including onboard SCUBA. See MARIAH PRINCESS III:-

TRUE STORY. The 67' sailing catamaran True Story is ready to give you and your guests a fun and exciting charter in the beautiful waters of the Caribbean. She offers a spacious main salon, large cockpit with al fresco dining and lounge, and flybridge with conversational area. You and your guests can also enjoy a long list of water toys throughout your journey. See TRUE STORY:-

The British Virgin Islands include Tortola, Jost Van Dyke, Virgin Gorda, and more. There’s no better way to experience the waters and beaches of the BVI's than on a private Caribbean charter with a full crew to pamper you. Of all the islands in the Caribbean, the Virgins are furthest north. This makes them very convenient due to the proximity to San Juan and due to their direct flights from the United States. Catamaran sailing vacations and crewed sailing charters are very popular in the islands, and their protected waters make them a favorite spot for guests that are taking their first private Caribbean yacht charter. To learn more about them:

The U.S. Virgin Islands consist mainly of the three large islands of St. Thomas, St. Croix, and St. John. With lovely bays, long beaches, lush nature preserves, fabulous diving spots, and excellent, onshore evening entertainment, many choose to vacation in the USVI’s. Caribbean charters often visit both the BVI’s and USVI’s during the same week, as they are close to one another and the waters are generally calmer than in other parts of the Caribbean. They in general are also home to the largest fleet of crewed, all-inclusive, luxury catamarans. To find out more about them:

The Leewards are situated in the middle of the Caribbean Island chain. The major airports are located on St. Maarten and Antigua. Due to the English, Dutch, and French influences everywhere you look, they exhibit the best example of cultural sophistication anywhere within the Caribbean. If you are looking to see where the rich and famous go on vacation, you will want to visit the island of St. Barts; for many this is a must stop for a Caribbean yacht charter. Many mega yachts are available for rental in St. Maarten, as it has become a popular mega yacht Caribbean base for the winter. To learn more about the Leewards:

The Grenadines are also called The Windward Islands. Oftentimes our guests will choose a sailing charter over a motor yacht when in the Grenadines, due to the more constant tropical breezes that occur. The islands are much less developed than the rest of the Caribbean, and the inhabitants live on their own time schedule, which enhances the feeling of getting away. The northern most island accessible by air is ST. Vincent, while the southern tip’s major airport is on Grenada. There are fewer Caribbean charter yachts based here; however, occasionally some charter yachts are happy to relocate in order to offer a vacation that happens a little off the beaten path. To find out more about the Grenadines:

What Type of Charter Yacht?

There are all types of Caribbean yacht charters available, including mega yachts, power yachts, catamarans, and sailboats. We have helped countless clients choose the right charter yacht, learning what features and amenities make a difference on caribbean charter yachts. Learn more about different types of Caribbean yachts.

Where Can You Go?

Typically you’ll choose between the Virgins, Leewards, and the Grenadines to charter your yacht. Beyond the region, it is your Caribbean to explore. It’s important for you to remember that there is no cruise ship itinerary to worry about! Your itinerary will be custom designed specifically for you, with you, and is flexible to changes during your charter. We have put together some samples for you to get an idea of what you might like to do while on vacation in the Caribbean. Interested in seeing a sample cruise itinerary ?

Find Your Perfect Yacht for a Caribbean yacht charter

To see the Caribbean yachts we have in our online database, please select a yacht type and your budget below. Please keep in mind that we do not have every available yacht online. There are many more yachts available for you to choose from when you contact one of our specialists.

For your personalized selection including yachts not online:- Email us now

Caribbean Charters - When To Go.

One of the lovely things about the Caribbean is that the temperatures remain consistent throughout the year; however, there are some other weather considerations that you will want to factor in when making your caribbean yachting vacation plans. Read More....

Vacations here are most popular between November and July.

If you are thinking of a megayacht, you will want to keep in mind that many of these private yachts which are Caribbean based in winter leave in the late spring and early summer months. They will return again in early winter; however, this does limit their availability. To charter a mega yacht, you will want to make sure that you do so well in advance.

Motor, sail, or catamaran yachts, on the other hand, often have selections available year round. Holidays like Christmas, New Year’s, and Easter do need to be planned for as early as possible as these are very popular charter times.

The availability for Caribbean charters can also be affected by the weather in other climates, for instance, when the severity of the weather is bad in the United States or Europe, especially between January and February, the charters are often booked. This is due to many clients looking for a break from the cold.

What Do Our Clients Say About The Caribbean?

Are you excited yet? You should be! Our clients have enjoyed fantastic Caribbean vacations. There is an endless number of places to visit in the Caribbean, from smaller islands to absolutely must be seen locations like St. Barts. Read some of our Caribbean charter reviews from clients who booked a Caribbean charter with us.

Ready to learn more about Caribbean charters?

We are specialists who will make your trip a reflection of our expertise! We know clients need to be confident in their charter vacation plans, so we encourage our clients to benefit from the knowledge base we’ve been building for years. You’ll speak to an authority on Caribbean charters without any obligation on your end.

Test our expertise with your questions!

Contact a specialist - available 7 days a week.

Yacht Name Search

Do you have a particular yacht in mind? We likely have it online and if not, email or call us for details. Search for it online by name here:

These may also be of interest:

• Why is crewed charter so unique?
• Why use a charter broker
• Can one Broker have access to all yachts?
• Why you should choose us

International Yacht Charter Group Inc. does not guarantee the accuracy of any information or images displayed. Both are subject to change and may not be current. All information contained herein is not contractual. Continue reading for more details: 2003 - 2023 © All Rights Reserved. Privacy Policy Site map

All-Inclusive Crewed Yacht Charters

It's time to getaway relax escape cruise, all inclusive crewed yacht charters, british virgin islands | bahamas | st. martin | st. barts | the grenadines.

KINGS RANSOM

Starting at $52,000 p/wk

Starting at $25,500 p/wk

TRANQUILITY

Starting at $54,950 p/wk

Starting at $30,833 p/wk

ALL INCLUSIVE

Crewed caribbean yacht charters, sheer yachting is a no charge booking concierge service for all-inclusive private, crewed yacht charters in the caribbean. each yacht has a permanent crew of at least 2 (captain & chef) or more depending on the size and amenities available onboard. your crew provides top luxury service, prepares all meals, and handles the yacht’s course. the knowledge of these experienced crew members make all the difference when perfecting a yacht vacation., sheer luxury, in any destination, from the alluring waters of the british virgin islands to the volcanic peaks of the grenadines, our crewed caribbean yacht charters are available wherever your bucket list takes you., what to expect, on your crewed charter yacht, our luxury charter yachts in the caribbean bring you an ultimate, all-inclusive vacation aboard your own private yacht. each of our boats is complete with a professional captain and gourmet chef. enjoy spacious accommodations, personalized itinerary, and premium amenities for your closest friends and family..

Many yacht rentals in the Caribbean rely heavily on charter yacht brokers, like Sheer Yachting, to book charters and handle the entire booking process. Finding an experienced and professional yacht charter broker is key, and this service comes at absolutely no charge to you!

Your sheer yachting charter broker, michelle, will facilitate the entire booking process between you and the caribbean yacht charter of your choice. with hundreds of yachts throughout the area to choose from, your broker’s extensive insight is pertinent to finding the perfect crewed charter yacht for your needs., check out our blog ....

Luxury Defined: What’s Included in an All-Inclusive Yacht Charter

Exploring the Cost of a Crewed Yacht Charter

Is it Safe to Visit The Bahamas?

Booking is easy, with sheer yachting, find your yacht.

Let us know what you're looking for and we will find you the perfect match! We will contact the yachts to confirm pricing & availability.

Lock in your Dates

Reserve your charter dates by telling your broker to place a complimentary 10 day hold on the yacht of your choice.

sign a contract

Confirm your charter by signing a standard charter agreement and paying a 25% deposit. Then, do you happy dance; you're booked!

Get ready to go!

Fill out a preference sheet provided by your broker so your crew can stock the yacht with all of your favorite foods & drinks!

see more of us on instagram

Let's Get In touch

Fill out the contact form below and we will get back to you as soon as possible! Call +1 (954) 232-5884 for immediate assistance.

Stay in the Know

Join our monthly e-newsletter for Exclusive insights, Special Offers, Inspiring Content and Expert Advice!

Welcome Back

Sign in to your account

By continuing, you agree to our Terms of Service , and Privacy Policy

Don't have an account? Sign up

Create an account to get started

Already have an account? Log in

Reset Password

Enter your username or email to reset your password.

Remembered your password? Log in

Submit Favorites

Once you submit your favorites, we will begin the process of matching you with your perfect yacht.

We will be in touch shortly with more information. In the meantime, you can continue to add or remove selections.

Not ready just yet? Manage favorites

All done for now? Log out

• -->(207) 882-7855
• Sign Up | Log In

Caribbean Crewed Yacht Charter Vacations

5+ Night Charters

Imagine a crewed yacht vacation, sailing with your friends and family in comfort, with first class food and service. The Caribbean is home to some of the world’s best sailing adventures. Whether you’re looking to enjoy clear blue waters and countless white sandy beaches in the Virgin Islands or longer sails in the Grenadines down to breathtaking Grenada, the Caribbean is the perfect destination for a private crewed yacht charter vacation.

Request info, or start by browsing our collection of Yachts

First-hand Knowledge

There is no substitute for many years of experience and personal knowledge of each charter yacht and its crew. We regularly attend Crewed Yacht Charter Boat Shows where we personally inspect the yachts and meet the crews. Our 50+ years of industry experience and first-class reputation provide us access to endless Client feedback from previous charters as well as a network of other industry professionals to ensure we recommend the most suitable crews and yachts for your crewed yacht charter vacation.

Impartial Advice

We are an independent booking agency for crewed yacht charter vacations. For several decades we have been offering clients suitable choices for a crewed yacht charter vacation handpicked from thousands of individual private crewed yachts. With no ties or commitments to any company or yacht we’re able to provide impartial advice on how different crewed yachts and crews compare so the customer can make an informed decision for a memorable crewed yacht charter vacation.

Start your Caribbean yachting adventure today

• Bareboat Charters
• Bareboat Yacht Search
• Bareboat Companies
• Why Book A Bareboat Charter with Us?
• Am I Qualified To Charter a Bareboat?
• Bareboat Specials
• Crewed Charters
• Crewed Yacht Search
• Cruise Ship vs. Private Yacht Charter
• Why Book a Crewed Charter with Us?
• Crewed Specials
• Megayacht Search
• Charter Destinations
• Nassau – Exumas
• Spanish Virgin Islands
• St. Vincent and the Grenadines
• French Riviera
• French Polynesia
• New England
• Plan Your Charter
• 3 Ways to Charter a Yacht
• First Time Charterers
• Import Restrictions
• Passport Requirements
• BVI Fishing License
• BVI Ferry Schedule
• Learn to Sail
• Scuba Diving
• Caribbean Weddings
• External Resources
• Request Boat Info
• Give Feedback

What does 'All Inclusive' mean?

All inclusive rates typically include: all your breakfasts, lunches, dinners, snacks and Standard Ship's Bar, which includes your alcoholic and non alcoholic beverages. Excluded are airport transfers costs, onshore excursions and tours, as well as any food or beverages purchased ashore. Although optional, crew gratuity is customary at 15% - 20% of the charter rate for the Caribbean and 10% - 15% for the Mediterranean. *Inclusions and exclusions vary by yacht, as each offers unique terms. Please contact us for a custom proposal that details the yacht’s availability, pricing, as well as the list of the inclusions and exclusions for that particular yacht.

What does 'Plus Expenses' mean?

Included are the Yacht and its onboard equipment as well as the Captain, Chef and Crew’s services.Excluded are food and beverages, fuel for the yacht and its tender, any dockage, airport transfers costs, onshore excursions and tours, as well as any cruising permits, licenses and other charter related expenses. Crew gratuity, although optional is customary at 15% - 20% of the charter rate for the Caribbean and 10% - 15% for the Mediterranean. *Inclusions and exclusions vary by yacht, as each offers unique terms. Please contact us for a custom proposal that details the yacht’s availability, pricing, as well as the list of the inclusions and exclusions for that particular yacht.

The Best Crewed Yachts ‍ For Your Perfect Vacation.

Plan Your Next Adventure

Book an unforgettable yacht charter vacation.

Sail Play Dine Yacht Charters is here to help you plan a trip you’ll never forget. Experience the vacation of a lifetime aboard a luxury, all-inclusive, professionally crewed charter yacht in the US and British Virgin Islands, Bahamas, and beyond! We take care of your every need to match you with the right boat and crew at the best rate guaranteed. We offer a large range of boats that suit every budget and our trusted service comes at no extra cost to you!

How it Works

Tell us about your perfect vacation. Destination, preferences, budget, who will be joining you, and what you would like to see and do.

Our team will be in touch with an initial proposal that we’ll refine together. The yacht charter vacation proposal will include our top recommendations tailor-made to match your interests.

Once you decide on your preferred yacht, we can put a complementary hold to secure your dates while you finalize your travel plans. Complete your reservation by paying a deposit fee.

Featured Yachts

The best crewed yachts carefully vetted by our team.

Special Offer

Plus Expenses

Plus Expenses Charters generally don't include food and beverages as well as fuel for the yacht. Inclusions and exclusions vary by yacht, please contact us for a custom proposal.

All Inclusive

All Inclusive Charters typically include food and beverages you consume in the yacht. Inclusions and exclusions vary by yacht, please contact us for a custom proposal.

Book with Confidence.

This was one of the very best trips we’ve ever taken and by far the best vacation we’ve taken in the Caribbean.  We have been to many islands and resorts over the last 30 years; all wonderful experiences, but pale in comparison to this vacation.

Beatriz was great in assisting us to choose the right catamaran for 8 of us including two kids on relative short notice and very helpful In answering all kinds of question about the boat, the crew , contract and the possible route.Definitely recommend you use their expertise in choosing your boat and crew  as I will also do the next time I do a charter in the islands .

Jorge Canellas

Fabiola took all the time I needed to choose the perfect yacht vacation for my friends and I for my special birthday.  In the end, all of my needs were met and we had the vacation of a lifetime.  She was extremely patient in explaining all the ins and outs and what to look for as I was choosing the perfect yacht and I so appreciate that.  She also made all the paperwork and pre-vacation planning a breeze.  Thank you Sail Play Dine Yacht Charters!

Esther Kuznetz

Beatriz & Sail Play Dine was wonderful to work with. Top notch service and answered my endless questions regarding this type of vacation that was completely new to me. I highly recommend them!

Karen Skayhan

Why Choose Sail Play Dine?

Our trusted service comes at no extra cost to you! Our commission is paid by the yacht owner and there is no additional cost to you.

Our recommendations are personalized and hand selected. We look forward to working with you to make the right choice.

We are with you every step of the way. Before, during and after your vacation, to make sure it is unforgettable. We are available 24/7 by phone, text, whatsapp, social media or email. Or you could send us a message in a bottle, and we’d respond to that.

Where would you like to go

Incredible destinations, tailored to your dream vacation.

Download the ultimate all-inclusive yacht charter vacation guide.

Discover the top tips for planning your perfect dream vacation

Frequently Asked Questions

Absolutely! In fact, we recommend it. This type of vacation is typically booked 12-18 months in advance, especially when booking during school vacation (Spring Break) and holidays (Christmas and NYE).

Yes, you can! While most charter yacht pricing is based on a weeklong charter, some yachts offer daily rates, allowing you to customize the duration of your trip. However, please note that some yachts may apply a surcharge for charters shorter than 6 nights. The flexibility of charter durations varies by yacht. We’ll discuss your specific needs and give you recommendations.

The Caribbean is a great destination year-round. Temperatures range from around 79°F in December to March to around 84°F from May to October. Winds are slightly higher in winter, and rates may be higher during holiday weeks, particularly from Thanksgiving through Easter. Christmas and New Year's charters are often booked well in advance.

It's unlikely. The rates on Sail Play Dine are provided directly by the charter yacht management. We are promptly informed of any discounts or special offers. Our team at Sail Play Dine maintains strong relationships with all yacht agents. If you're looking for a better rate, contact us, and we'll work with the agents on your behalf to explore available options.

Crewed yacht charters range from $20,000 to $100,000 per week, depending on the yacht's size, age, and capacity. Fees may be all-inclusive or include additional running expenses and APA (Advanced Provisioning Allowance) for luxury motor yachts.

• +1 (954) 228 -  2864
• [email protected]

• Our Yacht Collection
• The Experience
• Destinations

Proud Member Of

By using our site you accept the terms of our Cookie Policy and our Privacy Policy .

All prices are subject to change and are based on availability.

CARIBBEAN YACHT CHARTERS

1226 boats available for bareboat or crewed charter

Yachts from professional fleet operators in Caribbean

Free cancellation of reservation without obligations within 4 days

Most popular boats For rent in CARIBBEAN

Bali Catspace (2024)

Fountaine Pajot Elba 45 - 4 cab. (2024)

Fountaine Pajot Ipanema 58 - 6 + 2 cab. (2016)

Bali 4.6 - 3 cab. OW (2023)

Bali 4.5 - 4 + 2 cab. (2018)

Sun Odyssey 440 (2018)

Bali 4.6 (2023)

Bali Catspace (2023)

Pogo 44 (2024)

Bali 4.1 - 4 + 2 cab. (2019)

Top destinations in caribbean for boat rental.

449 boats for charter

from ₽119,160 per week

256 boats for charter

from ₽110,610 per week

THE BAHAMAS

131 boats for charter

from ₽152,010 per week

US VIRGIN ISLANDS (USVI)

107 boats for charter

from ₽133,200 per week

97 boats for charter

from ₽167,580 per week

79 boats for charter

from ₽107,100 per week

• Grenada 79 boats in Grenada 79
• Antigua 49 boats in Antigua 49
• St. Vincent 37 boats in St. Vincent 37
• St. Lucia 29 boats in St. Lucia 29
• Puerto Rico 6 boats in Puerto Rico 6

Types of boats available for rent in Caribbean

Catamaran charter

953 catamarans available for rent in Caribbean, form ₽110,610 for 1 week charter. Ideal option for group of friends or family vacation.

Sailboat charter

There are 210 sailboats available for charter in Caribbean, prices start from ₽107,100 per week. Most budget friendly option for a vacation.

Power boat charter

35 powerboats available in Caribbean for rent, starting from ₽148,500 per week. Bareboat or crewed options available for sailing vacations.

Trimaran charter

10 trimarans available for rent in Caribbean, with prices from ₽305,550 per week. Great option for skippers looking for performance boats.

Gulets charter

Currently not available for charter in this country. Check other boat types.

Houseboat charter

Yacht charter types available in Caribbean

Bareboat charter, crewed yachts, by the cabin charter, skippered boats, cost of boat rental in caribbean.

Average yacht charter cost in Caribbean starts from ₽373,680 per week. Graphic below represents fluctuation of charter prices in Caribbean during the year, based on a sample of 50 boats ranging from 40 to 50-foot. This graphic shows months with lowest prices during the year as well high season when prices are above average. Before booking the boat at lowest rate, please check sailing conditions as usually best prices are during off season.

Caribbean Yacht Charter Reviews with 12knots

Sally McLaughlin

“Everything was perfect”

Everything was perfect from start to finish. Responses to my questions were fast, clear and reliable. We were confident when we arrived at the marina that everything would go as planned. And it did. We were greeted at the hotel, driven to the marina …

Oscar Serra

“We tried to make the most of it, but it was far from ideal”

Hey Grigory, thanks for asking. The boat was not in good condition. For example, there were no mooring, deck or motoring lights, so we feared a boat would hit us while we slept, and were not complying with the law while sailing at night. The anchor w…

“Everyone had a very nice time”

Thank you - it was a really nice experience. You were very helpful during our departure and arrival. The boat was amazing, well outfitted, and everyone had a very nice time. I'll be sure to send you some photos over the weekend. We also have some dro…

United States

“A pleasure to work with!”

Very Professional, Knowledgeable and Informative. A pleasure to work with!!

Douglas Ball

“We had a fantastic Cruise”

We had a fantastic Cruise using 12 Knots. I found everyone quite accomidating and were able to assist me completly in having a perfiect sail trip with our family. We had 10 on board. 7 adults and 3 children ages 16,13,and 10.

Steven Castle

“Easiest experience I have had”

As I was searching for a charter, I found 12 Knot via Google search. From initial finding to securing a great boat, was easiest experience I have had in bareboat chartering. Julia was great to work with and bridge with Marian contact when my arrival …

Visitors also search for:

• bvi yacht charters bareboat
• charter boats in the bahamas
• bareboat charters in greece
• boat charter in greece
• bareboat charters croatia
• yachts for charter mediterranean
• boat rentals nassau
• charter sailboat italy
• tortola yacht charters
• boat charter in phuket
• yacht charters spain
• rent a yacht santorini
• spain sailing
• dubrovnik yacht charter
• st vincent charter yacht

Sailing Around Windward and Leeward Islands of the Caribbean

The  Caribbean covers a huge region of widely spread islands 2,000 miles (3,218 km) long.

The larger ones have become sovereign countries with broad range of amenities for sailors, while the smaller ones still preserve its untouched rural charm and tranquility.

From the western tip of Cuba to the Leewards in the east, then south to the top of South America and along Venezuela’s north coast – this chain of islands has created a hook-like shape around the Caribbean Sea. Location like this is always an enticing bait for sailing - perfect climate and  array of diverse cultures, customs, cuisines and experiences, water sports and an unlimited number of other attractions.

Planning sailing vacations in Caribbean, you may wish to consider these groupings of the islands as points of your itinerary, as they contain many popular cruising areas and harbor stops. There is no doubt that in the scope of Caribbean bareboat or skippered yacht charters  both groups have their charms and countless reasons to explore, which definitely makes it a great sailing destination.

Caribbean yacht rentals

12 Knots offers eleven yacht charter bases in the Caribbean region, each with unique individual character, providing sailing experience for everyone, from a novice to an experienced sailor. This region comprises more than 700 hundred islands and islets, so you can choose Caribbean sailing vacations with shot and easy hops or more challenging passages.

Taking Caribbean sailing vacations, you will find warm and steady trade winds in picturesque surroundings; discover plenty of great bars and authentic cuisine!

It’s up to you, choosing between the Leeward Caribbean islands with short and easy hops with line-of-sight sailing and the Windward with more challenging open water passages. Wherever you go, you will return home relaxed, refreshed and ready to start planning your next Caribbean sailing adventure.

The Windward islands

Windward Islands located at the southern end of the Caribbean island chain and stretch for over 300 miles to the south-eastern end of the Caribbean Sea. The Windward Islands are simply called so due to their position as they are exposed to the northeast trade winds. For experienced sailors, it can be right choice to sail among the four main islands: Martinique, St. Lucia, St. Vincent and Grenada. They lay far apart each other allowing open ocean sailing and while steady easterly trade winds, make passages north or south easy. With constant 12 to 25 knots wind, Caribbean sailing is among best in the world. Night anchorages in peaceful and protected areas give sailors freedom to explore and soak up British and French island culture. The islands of St. Lucia, St. Vincent and Grenada  were British colonies until they gained independence during the 1970s. Martinique is still an overseas department of France.

The climate of the Windward Islands is definitely a marine one.

When tropical heat reaches its peak, steady trade winds and daily sea breezes come to rescue.

Typically, dry and wet seasons go hand in hand here. Although the priority of more rainfalls is given to the eastern side of the islands mainly due to the prevailing north-east trade winds there.

The islands east of Puerto Rico were called “Windward Islands” by the Spanish, while the islands south of Puerto Rico were named as “Leewards “. And Dominica positions itself right on the border line between the Windward and the Leeward Islands.

Long time ago some of the islands used to be French colonies, subsequently gained its name as The French Antilles.

The population of the Windward Islands is mostly of African origin, with some exceptions of Chinese and Caucasians. The present day Windward Islands will welcome tourists with upscale resorts, stunning beaches and pleasant sunny weather.

After cruising through the Windward Islands, you may wish to set sails to the Leeward Islands.

The Leeward islands

The Leeward islands are located on the eastern edge of the Caribbean Sea and form the northeastern boundary between Caribbean and Atlantic Ocean, extending from Puerto Rico to the Windward Islands, forming part of the Lesser Antilles chain.

Although 700 miles long stretch of these magnificent isles mostly constitute the whole body of the Leewards, it provides the abundance of enjoyment: quaint fishing spots, ancient ruins and delicious authentic cuisine.

Blessed with balmy temperatures all around the year, The Leeward Islands are called leeward because they're away from the wind or downwind (in the "lee"). Leeward group of Caribbean islands includes: the U.S. Virgin Islands, the British Virgin Islands, Anguilla, Saint Martin, Saint-Barthelemy, Saba, Sint Eustatius, Saint Kitts, Nevis, Barbuda, Antiqua, Redonda, Montserrat and Guadeloupe.

One of two "sister islands", St Kitts and Nevis, provides a brilliant Caribbean experience, from their picture-perfect beaches and volcanic mountains to friendly locals and layers of history to explore. For the water sport lovers, there are numerous aquatic activities that include fishing, diving, windsurfing and surfing.

St.Kitts and Nevis

Switch from sailing to inland for a change and St.Kitts and Nevis will deliver the most exceptional hiking in the Caribbean. The dormant volcano of Mount Liamuiga is considered to be the toughest to climb. And with the experienced guide you may even try to descend in its crater!

The unspoiled landscape of dry littoral forest and rainforest will present memorable show of fauna and flora. Many plants are of culinary and medical use, and some even used in black magic, as informative guides would point out its botanical value.

The wild life-lovers will not be disappointed with variety of different types of exotic animals.

Actually, the Great Salt Pond has become famous for its largest habitat of green velvet monkeys.

St. Kitts and Nevis will keep you captivated with majestic view of huge conical shells, remains of old sugar mills, along with some other plantation ruins, built in the 18 th century.

Back to water activities, and tourists will be pleased with what these two island can offer: deep-water fishing, snorkeling, scuba diving and more.

Then in order to satisfy your growing appetite visit two popular restaurants: Carambola and the Shipwreck Bar and Grill to enjoy its delicious local meals.

A yacht charter in the Caribbean Leeward Islands offers sailors an unrivalled remarkable experience. Enjoy tropical landscapes, pristine palm-lined beaches and azure waters — all the joys of marine life.

Sailing over the Leeward Islands may have all the pleasures to offer: the Tropical rainforests, glittering coral reefs, and luxury sand beaches. That’s probably why most of the known tourist resorts on these islands play a critical role in their economy, as do banking and fishing. Many of them also rely on their status as a tax haven to promote offshore financial services as a source of government revenue. But there is much more to discover in the Leeward Islands. These Caribbean islands provide great variety of yachts for charter and pleasant sailing vacations. Most of the Leeward Islands are located close to each other with moderate winds from 10 to 15 knots and rather low wavers. BVI is the most popular area for Caribbean charters either bareboat or luxury crewed vacations. This is the right place for the novice sailor’s easy passages in line-of-sight sailing.

The climate of the Caribbean Leeward Islands can be described as tropical, but much drier than in Windward Islands. Though the climate does vary from island to island and can even be different in different parts of the same island. Rainfall increases with elevation and in more southerly latitudes. In some cases trade winds look like refreshing tonic to the tropical heat. There is minor seasonal variation, although the second half of the year, the wet season, is slightly warmer and rainier. The best time for sailing in the Caribbean may be the first half of the year. At this time the temperatures usually range between 81°F (27°C) and 95°F(35°C). Annual rainfall averages about 40 to 50 inches (1016 to 1270 mm). Keep in mind, that nearly every island had been severely damaged by hurricane activity in its recent history.

English is the most widespread language all around the islands, plus many of the people speak French and Dutch on the St Martin Island. Both English-based and French-based Creole are also spoken. The prevailing currency is The East Caribbean dollar. But St Martin is odd man out again, circulating the Netherlands Antilles guilder in the Dutch area and the Euro in the French region. Nevertheless, the US dollar is widely accepted throughout the islands.

If you eager to take part in sporting activities, then you may be pleased to know that cricket is widely played and followed in the former British territories. Besides, as in the rest of the Caribbean, music is also always a big part of local life. Enjoy the magical sounds of calypso, soca, steelpan, reggae, salsa and jazz — all of the mentioned has their adherents.

During your Caribbean yacht charter, you may wish to participate in some major holiday celebrations, including the St Kitts Christmas, New Year carnaval, the annual music festival, as well as Anguilla’s Emancipation Day and Culturama festival on August 1st.

The culture of the Leeward Islands is varied by different influences, including French, Dutch and West Indian. Due to that sailing around the Leeward Islands provides a wonderful choice of cuisine and some great restaurants to satisfy your affection for the finest dishes. By the way, the island of Anguilla offers true gastronomic feasts. When sailing in the Caribbean Leeward Islands, be sure to try freshly caught lobsters with a glass of wine.

Sailing the Caribbean With 12 Knots

So, while planning a Caribbean charter it is highly recommended to decide on how many islands you would like to visit in a given time frame. Research Caribbean boat rentals and determine which island you would like to have as a starting base. Then you can plan an itinerary for the week or ten days, taking into consideration distances between the islands and activities you would like to have, like island tracking, scuba diving, snorkeling, volcano hiking, or even shopping.

12 Knots team will give you plenty of useful information not only on the bareboat charter in Caribbean, but also itineraries, places of interest and peculiarities of each island.

Taking a yacht charter in the Caribbean is just a perfect combination of sailing and relaxation, authentic culture and a range of water sport activities. In a few words, this area may always offer something for everyone in these amazing islands’ surrounding.

Crewed luxury yacht charters

Quality time awaits on board, top favorite destinations.

The Grenadines

Virgin Islands

Amalfi Coast

Corsica & Sardinia

St Martin, St Barts, & Anguilla

Featured yachts.

Sleeps 6 guests in 3 Cabins

Size: 46 Ft

Sleeps 8 guests in 4 Cabins

Size: 62 Ft

Sleeps 12 guests in 5 Cabins

Size: 125 Ft

Size: 50 Ft

WIND CHASER I

Size: 58 Ft

Words from our customers

Aug 02 2024

" Excellent. Great suggestions and service. Loved it and highly recommend the experience. "

BLUE GRIFFIN - WINTER

Jul 28 2024

" Our Ritzy broker was very patient with me and able to answer all our questions since it was our first charter experience. Stephanie found the perfect fit for our family and celebration with the Infinity and its crew. We were so pleased with her recommendation. It was a vacation of a lifetime, exactly what we wanted. "

Jul 25 2024

" Lindsey was amazing! We had never done anything like this before and she was available, attentive and professional. She answered questions as needed leading up to the trip and checked in during and after to make sure we had everything we needed. We're already thinking about doing this again next year! We truly had an amazing trip and loved every moment! "

Jul 23 2024

" This was our second time using Ritzy Charters and we would certainly recommend them. Our experience was fantastic. It is our sincere hope to charter again in the near future "

Jul 21 2024

" First time using Ritzy Charters and would definitely use them again and certainly recommend to others. Florencia was on top of everything and made the entire process super smooth! 5 stars all around and cannot wait to go back! "

RELENTLESS 60

Main charter areas.

Other Locations

Mediterranean

At a glance.

yachts listed

destinations

Featured articles

Exploring Luxury Yachting Cuisine: MEDYS & EMMYS Winners 2024

Gourmet Cuisine on Private Yacht Charters

5 Celebrity Yacht Charter Destinations You Can’t Miss

Understanding the Different Types of Charter Yachts

What Does it Cost to Charter a Yacht?

Welcome to CYI

Luxury crewed yacht charters.

Your Luxury Crewed Yacht

Happy charter clients, island nations to visit, beaches to discover.

Caribbean Crewed Yacht Charters

Culebra, Puerto Rico

Take a dip off the stern of your private crewed charter yacht in the Spanish Virgin Islands.

St. John, USVI

Make some new friends on your holiday as you sail from St. Thomas to St. John aboard your luxury crewed catamaran.

Tortola, BVI

Scuba dive in the azure waters of the British Virgin Islands where visibility is 60 feet on a normal day.

British Virgin Islands

Leeward Islands

Spanish Virgin Islands

US Virgin Islands

We choose to be here for you, because the truth is, we love what we do.

Charter yacht specialist, lauren hodgins.

With over 20 years experience in the yachting industry, Lauren is eager to share the abundant natural beauty of the Caribbean with you.

"On a scale from 1 to 10, it was a 15!" --Sam from New York

"Never in my wildest dreams did I ever think I would get to experience such an amazing vacation! Thank you so very much again for an absolutely perfect trip!" --Diana from Maine

"We were extremely satisfied with the entire process and we do appreciate all of your hard work and helpful correspondence." --Josh from Kansas

"I feel that you went above and beyond my expectations of what you could do to help us with the trip. We all had a fabulous time!" --Janet from Kansas

"They were prompt, had nice cold beverages waiting and made sure all transitions were without delays. Everything was just perfect!" --Dan from Kansas

"One of the best vacations we have ever been on! Thanks to Lauren, everything was hassle free which is kind of a big deal." --Denise from Kansas

• Mediterranean
• South Pacific & Oceania
• South-East Asia
• Indian Ocean
• Northern Europe
• Bareboat Monohulls
• Bareboat Motor Yachts
• Bareboat Catamarans
• Crewed Yachts
• How our services work
• Multi-Database Searching
• Boat Charter Price Guidelines
• Free Charter Guide
• About Sail Connections
• Client Charter Reviews

Sail the Caribbean

• Location Guide
• Sample Cruise

Color and Contrast: the Complete Sailboat Vacation

Simply the perfect place to take a bareboat or skippered sailing holiday. Such a diverse collection of islands dotting the clear blue sea, each with its own unique appeal. Local cultures that fascinate and entertain, offering a welcome that keeps charterers returning to these waters year after year. With its 7,000 Islands and 28 Island nations, reliable trade winds and long sailing season, the Caribbean is a region that offers an endless amount of holiday enjoyment.

At Sail Connections, we work with all the best charter operators in the Caribbean, sorting through all the available boats and presenting all the best options to suit your vacation plans. Some of our operators offer extra services that are unique to their destinations. We personalize your proposal and give you the benefit of our knowledge and local contacts, to deliver a fabulous sailing holiday wherever there's a boat to charter in the Caribbean. 

Charter Sailing in the Caribbean

The Caribbean's numerous islands give you so many fabulous places to explore, so many diverse cultures to experience, that the permutations for planning a sailing charter are simply too numerous to list. The sailing distances between territories can be very short, and there are countless yacht charter bases scattered across the region. That opens the door to all manner of opportunities – from a seven-day sail around one distinct island nation to a multi-week one-way charter that takes in a wide variety of cultures and geographical features.

The Caribbean yacht charter season is busy from November through July. The peak season is mid-December to March, when winter escapees from North America and Europe arrive in their greatest numbers.

The hurricane season arrives late July and can last until early October, although storms here are rare and tend to deflect northwards towards the USA rather than hit the Caribbean. These months have their advantages in that they are the least costly for chartering, particularly in the British Virgin Islands. At that time of year it is in fact more likely to encounter light winds than it is storms.

As with many yacht charter locations, the shoulder season can be the best time to charter a yacht. In the Carribean that's from April to July. There are less shore-based visitors then, yet you can expect settled and sunny weather with warm, steady breezes prevailing.

We have access to over 30 charter bases in the region, from where you can take a sailboat vacation like no other. We select from the best boats available and guide you into the ideal sailing adventure that matches your interests and level of experience. The sailing options here are just about endless. Hopefully these pages will help you on your way to your much-anticipated Caribbean sailing holiday.

Regional Map of the Main Charter Sailing Areas

A one-way cruise: martinique to grenada, there are quite simply countless itinerary options for sailing the caribbean. for many charterers a downwind cruise offers the crew conditions for maximum enjoyment. so here's a sample north to south course plan that gives you the prevailing breeze abaft. .

Waterfront at Fort de France, Martinique's largest town

Sailing from Martinique to Grenanda you can expect winds primarily from the northeast, especially around peak season either side of Christmas. Sailing this course involves short stretches of open water, with a stiff and steady breeze on your aft quarter. That makes for quick passages with most enjoyable sailing to a choice of Islands, whether it be for a lunch stop and a snorkel, or an overnight stay.

The eastern Caribbean islands that form a distinctive arc on the map are collectively the Lesser Antilles, a mixture of soverign states and territories governed by various powers. A trip along some of this chain exposes the voyager to a wide variety of cultures and customs in places that all sit in the idyllic picture-postcard surroundings of the movies and travel brochures. 

Starting in Martinique and sailing south, you are exploring the Windward Island group of the Antilles.

Wildlife viewing at its finest in the Tobago Cays

Like most of this group, Martinique was orginally colonised by France, and French flair is still in evidence there today. Martinique offers excellent on-shore facilities for the visitor, and is a popular base for boat charters. The island is mountainous, but with plenty of white sandy beaches to enjoy, especially in the south.

The next island is St Lucia. It's some 30 nautical miles to Rodney Bay on St Lucia's northwest, so to get there requires an early start. There are several top spots to visit down the island's sheltered western coast. Take time out to investigate Les Deux Pitons.

Another long but relaxing sail to St Vincent and the Grenadines, so-named because of their joint French and British colonial history. St Vincent has its Blue Lagoon that you'll probably overnight in, while the Grenadines island group, some of which confusingly belong to Grenada, provide numerous anchoring options.

Happy charterers enjoying their time ashore in the Grenadines

The Grenadines stretch all the way to Grenada, your final port of call, making this part of the voyage very convenient for a leisurely sail. Call in at one of the uninhabited Tobago cays for a real taste of desert island living, if only for a few hours.

Once offshore Carriacou you are in Grenadan territory. Grenada, like St Lucia & St Vincent and the Grenadines, is now an independent member of the British Commonwealth, but with historical French influence. This is the 'Island of Spice' where nutmeg and mace production are important to the economy. As is tourism, and there is plenty to entertain you before concluding your vacation and departing these fabulous sailing waters.

Once you have experienced all the pleasures of sailing the Caribbean, chances are you'll be back one day for more.

The Best Caribbean Charter Sailing Destinations

British Virgin Islands

US Virgin Islands

Puerto Rico & Spanish Virgin islands

Cayman Islands

St Martin, St Barts, Anguilla, St Kitts & Nevis

Antigua & Barbuda

Martinique, St Lucia & The Grenadines

Latest Blog Posts

Sailing charter versus resort stay: comparing the costs

A sailing holiday frequently combines with a land-based resort stay. How many nights aboard charter boat and how many nights onshore, or foregoing one or the other due to cost, is often a discussion point. So we did an exercise on the price comparisons between boat and resort. The cost benefits of a sailing holiday are clear

Charter catamarans for modest sailing holiday budgets

Here we highlight some smaller catamarans finding favour with our charterers in the Mediterranean and elsewhere. Robert is our expert evaluator when it comes to helping you select the right boat for your sailing charter, and the following is his personal take on recent introductions to the charter boat market.

The popular Bali Catamaran in all its variations

The Bali catamaran, designed and built specifically with chartering in mind, has become so popular that it’s been hard to keep up with all the new models, hard to spot which one has just the right size and amenities to perfectly fit your group's sailing holiday charter needs. We can help you there.

The value of after-charter destination and boat reviews

At Sail Connections we offer a personal service based on long experience in the business and close attention to what's happening in the destinations we offer. We have also sailed a large number of those places, and can often speak from personal experience.  But we can't be everywhere.

Chartering in Turkiye: feedback we just have to share

Turkey is one of those charter destinations that doesn't fail to pleasantly surprise. We're always delighted when we receive such good reports as we did recently from a New Zealand client.

The Sail Connections Guarantee

One contact - every option - advice you can trust.

• Matching any competitive offer
• Sourcing boats with discounts available
• Personalising our proposal just for you
• Qualifying the operator as well as the boat
• Advising without bias based on 25+ years of experience
• We do more than just book yachts!

We will match any discount website offer on charter boat price, and still provide our customary high level of service.

The Essential Guide to Sailing Holiday Charters

The Sail Connections Essential Guide to Bareboat and Crewed Sailing Holiday Charters is packed full of useful tips for getting the most out of your next boat charter. And it is FREE to download.

Enquire about a charter...

For a personal proposal structured to meet your needs, with advice on all aspects of your sailing charter.

Caribbean Vacation on a Crewed Yacht Charter!

• Caribbean Yacht Charters

Your Caribbean crewed yacht charter is an affordable, all-inclusive Caribbean charter vacation aboard a private yacht ( sailing or motor yacht), with a friendly, knowledgeable, and attentive crew (captain and chef/stewardess) to take care of your every need. Your gourmet meals (designed with your chef to meet your preferences), snacks, refreshing beverages, wines, and cool tropical cocktails are included in the price of a crewed yacht charter, as well as the use of all of the boat’s water toys such as fins and snorkels, paddleboards, kayaks, floating mats, waterskis and wakeboards, fishing equipment, even dive equipment on designated Caribbean dive charters. A crewed yacht charter is completely customized to what you would like to do on your vacation! You will have be able to select the menu as well as the itinerary (if you need help your crew at Mainsail or the yacht will be more than happy to make suggestions). This truly is the most relaxing vacation you will ever take!With Mainsails staff of experienced brokers and our in-house yacht charter travel agent we can assist with all your travel arrangements from flights to hotels to private transportation upon your arrival in paradise. We make your vacation seamless – we are there every step of the way making sure your vacation is perfect. With over 16 years in the Caribbean Yacht Charter Industry Mainsail has become one of the most recognized and respected brokers in the Caribbean.  Take advantage of our service and experience – best of all our expertise and experience is FREE to you. Try us and see what Mainsail can do for you!  Our crew looks forward to welcoming you aboard your own Private Yacht Charter… soon!

Mainsail Yacht Charters

Additional Links

MainSail Yacht Charter Trawick Safe Travels Main MainSail Yacht Charter Trawick Safe Travels Voyager MainSail Yacht Charter Trawick Safe Travels Outbound MainSail Yacht Charter Trawick Safe Travels Journey MainSail Yacht Charter Trawick Safe Travels Flex Reviews Sample Itineraries Privacy Policy

Payment Options

Website design by Charternet Web Solutions

• Power Yachts
• Sailing Yachts
• Mediterranean Yachts
• Yacht Search
• Diving Charters
• Honeymooners
• Corporate Charters | Retreats
• US Virgin Islands Yacht Charters
• British Virgin Islands Yacht Charters
• Bahamas Yacht Charters
• The Spanish Virgin Islands
• Grenadines Yacht Charters
• New England Yacht Charters
• Greece Yacht Charters
• Croatia Yacht Charters
• Trawick Safe Travels Main
• Trawick Safe Travels Voyager
• Trawick Safe Travels Outbound
• Trawick Safe Travels Journey
• Trawick Safe Travels Flex
• 603-472-2502
• [email protected]
• TALK TO A CHARTER SPECIALIST
• google-plus

Crewed Catamaran charter vacations in the Caribbean

The most popular style of crewed, all-inclusive yacht to charter is a sailing catamaran. Sailing catamarans offer a broad, stable platform with private en-suite guest cabins which are spaced out by the hulls and plenty of space in between. Catamarans also have easy access to the water via the sugar scoops and a number of different outdoor areas including trampolines forward, shaded cockpit with dining table aft and some catamarans also have upper fly bridge decks. A sailing catamaran is the best choice for great value and comfort.

The Caribbean offers crewed charter catamarans for many budgets and party sizes – click the "sort by" links below to find a catamaran that fits your group's specifications or use the search form if you have specific travel dates in mind.

Some of our favorite crewed Catamarans available for charter in the Caribbean:

Sort by Price     Sort by Length     Most Guest Cabins First

View full details

Please use a modern browser to view this website. Some elements might not work as expected when using Internet Explorer.

• Why Charter Homepage
• Luxury Yacht Vacation Types
• Corporate Yacht Charter
• Tailor Made Vacations
• Luxury Exploration Vacations
• ALL 3,700 Yachts For Charter
• Motor Yachts
• Sailing Yachts
• Classic Yachts
• Catamaran Yachts
• Special Offers
• by Destination
• Yacht Reviews
• Destination Guides
• Inspiration & Features
• Mediterranean Charter Yachts
• France Charter Yachts
• Italy Charter Yachts
• Croatia Charter Yachts
• Greece Charter Yachts
• Turkey Charter Yachts
• Bahamas Charter Yachts
• Caribbean Charter Yachts
• Australia Charter Yachts
• Thailand Charter Yachts
• Dubai Charter Yachts
• Destination News
• New To Fleet
• Charter Fleet Updates
• Industry News
• Yacht Shows
• Corporate Charter
• Charter Advice
• Why Use a Yacht Broker
• Charter Costs Explained
• Add my yacht
• Yacht Charter Destinations

• Ideas & Tips
• Itineraries
• See & Do
• Eat & Drink

797  Crewed Luxury Yachts for Charter in the Caribbean

• Caribbean Yacht Charter

A Caribbean yachting vacation incorporates vast expanses of crystalline waters and endless clusters of idyllic paradisical islands, making for a picture-perfect family getaway. With its beautiful climate and spectacular coastlines that comprise iconic superyacht hotspots like the  Virgin Islands ,  St Barts  and  Antigua , a yacht rental in the Caribbean has an alluringly evergreen appeal.

Caribbean Yacht Booking Guide:

Caribbean Yacht Charters: At a Glance

Are the bahamas and the caribbean the same thing, popular destinations for yacht rentals in the caribbean, popular sub-regions in the caribbean, highlights of a caribbean yacht charter, who goes on a caribbean yacht charter, history and culture, types of yacht charters in the caribbean, how much does it cost to charter a yacht in the caribbean, when is the best time for caribbean yacht charters, where should i begin my caribbean yacht charter, popular marinas and moorings in the caribbean, how to book your yacht charter in the caribbean.

The Caribbean Sea comprises more than 7,000 islands, islets, reefs and cays, and is divided into three island arcs: that of the Greater Antilles in the north, the Lesser Antilles in the south, and the Leeward Antilles to the east.

• Ideal winter destination Boasting all-year-round pleasant weather, its powdery sand beaches and alluringly clear waters make it an especially popular choice for winter yacht charters.
• Easy-to-reach The Caribbean is well-connected to the US, with a high number of international airports flying directly into the region.
• Secluded anchorages With more than 7,000 islands and only a small percentage being inhabited, the world is your oyster when it comes to finding serenely beautiful anchorages.
• Snorkeling and diving paradise The Caribbean is home to some of the world's most impressive snorkeling and diving sites, meaning plenty of exciting underwater adventures where your eyes will be wide with wonder.
• Excellent superyacht marinas The Caribbean has numerous well-provisioned superyacht marinas to take your pick from, many of which have fantastic dining and shopping opportunities.

While the Bahamas is technically part of the Caribbean region, it is an island nation in its own right, forming part of the Lucayan Archipelago in the Atlantic. That said, the Caribbean is a vast area occupied by thousands of islands, coral reefs and islets, of which the Bahamas forms a part, along with strong political and cultural ties that have created a natural bond with its Caribbean neighbour. 

Practically speaking, however, if you are interested in cruising  the Bahamas  in conjunction with your Caribbean yacht charter, it is highly unlikely you'll be able to manage the distance during a typical 7-day charter, especially for itineraries that incorporate East Caribbean destinations such as Antigua and Saint Martin. You will need to decide which destination you prefer to spend your time in, or extend your charter vacation to incorporate both. 

To find out more about chartering in the region, check out our in-depth Bahamas destination guide for more information.

The most popular destinations for renting a yacht in the Caribbean are those located in the Lesser Antilles region, primarily the island groups of the Leeward Islands.  and the  Windward Islands .

For Leeward Island yacht rentals , Antigua, the Virgin Islands, St Martin, St Barts and St Kitts and Nevis garner the most attention, thanks to not only their splendid tropical landscapes but also their extremely well-provisioned superyacht marinas, fine dining options, impossibly hip bars and medley of designer boutiques bound to keep guests entertained from dawn till dusk.

Scattered like pearls along the aquamarine seas, you'll find sun-drenched Martinique, gorgeous Grenada and the ultra-secluded St Vincent and the Grenadines  are the top picks for slow-paced  Windward Island yacht charters .

Although not as popular, the islands that form the Greater Antilles , such as Jamaica, Cuba and Puerto Rico , are just as beautiful and offer an array of spectacular destinations to explore and discover on a luxury yacht charter.

Looking for the best superyacht hotspots in the Caribbean? These are the spellbinding locations guests find most enticing. If you are interested in any of these cruising grounds, we strongly advise booking as far in advance as possible.

• Antigua: the jet-set adore its unbelievable scenery, intriguing historical landmarks, lavish shopping options and a cluster of ivory-white sands coupled with gin-clear waters.
• St Martin/Sint Maarten : French and Dutch sides of the island combine to bring a fascinating fusion of influences, replete with outstanding diving spots and awe-inspiring topography. 
• St Lucia : considered the tropical jewel of the Windward Islands, it's virtually unspoiled. Bordered by lush rainforest and dark volcanic sands, it makes for a truly unique anchorage spot. 
• Grenada : known as the Isle of Spice thanks to being one of the world's largest exporters of mace and nutmeg, its capital St George is regularly called the Caribbean's most picture-perfect town. 
• St Barts : Well-known for its moniker "St Moritz of the Caribbean" due to its unique Swedish-French colonial heritage, this iconic tiny island is synonymous with glamour, movie stars and designer shopping. 
• St Croix, US Virgin Islands : The largest of the USVIs boasts a National Park, breath-taking scenic beauty and some of the best dive spots in the Caribbean.
• Puerto Rico : Affectionately known locally as the ‘island of enchantment’, Puerto Rico is a profusion of vibrant Latin culture entwined with the laid back rhythm of the Caribbean, with pristine beaches, excellent diving spots and exquisite local dishes.

A yacht rental vacation in the Caribbean delights guests with its truly endless number of things to see and do. Here are our top picks:

Don't Miss:

• Eden Rock St. Barts : one of the most in-demand hotels in the Caribbean, with a seven-star bar and spa.
• Hermitage Bay, Antigua : kick back and relax on this tropical beach that delivers on sensational views.
• Bagatelle, St. Barts : overlooking the glittering Gustavia harbor, this sophisticated bar and restaurant is a hugely popular superyacht spot, showcasing the finest of French-Caribbean cuisine.
• Basil's Bar, Mustique : legendary bar and restaurant designed by Philippe Starck, frequented by royals, supermodels and rockstars for decades.
• The Cotton House, Mustique : a wellness center unsurpassed in beauty.
• Watermelon Cay, St John, US Virgin Island s: dreamy islet surrounded by coral reefs and a veritable snorkeling wonderland
• Rhone Marine Park, British Virgin Islands : the wreck of the RMS Rhone is the BVIs' most popular dive site, and arguably one of the best in the Caribbean.
• Trunk Bay, St John, US Virgin Islands : all dazzling white sand lapped by the bluer-than-blue ocean, this island paradise ranks consistently among the world’s top 10 beaches.
• Jardines del Rey archipelago, Cuba : known locally as the ‘King’s Gardens’, this collection of islands is a registered UNESCO Biosphere Reserve and an island-hopper's paradise, offering myriad secluded beaches and sensational sunsets.

For anyone looking to get a dose of serious sunshine during the Northern Hemisphere winter, a yacht charter in the Caribbean is a seriously enticing prospect, with St Barts being the clear favorite for Christmas and New Year's Eve, thanks to the showstopping celebrations that take place in Gustavia Harbour.

For avid island hoppers, the Windward islands offer an enchanting itinerary full of sun-kissed isles and laid back charm juxtaposed with chic resorts and heavenly French-based cuisine, not to mention unrivalled vistas and sultry sunsets accompanied by warm rum-laced winds. 

Across all Caribbean destinations, keen divers and snorkelers will be in for a subaquatic treat, and you'll find a wide range of designer boutiques and ultra-high-end resorts peppered across the isles wherever you go.

The Caribbean is a mesmerizing melting pot of cultures and influences, rooted in its rich heritage and undeniably shaped by its history of colonization and waves of immigration. Each island group is highly diverse in terms of its language, music, customs, architecture and cuisine, but it's mainly English, Dutch, French or Spanish colonial influences that are keenly felt. While the mix of languages spoken will differ between island groups, English is widely spoken.

Caribbean cuisine sees influences from Africa, Europe, Latin America and Spain, Meat, seafood, coconut, potatoes, beans and tomatoes tend to feature heavily in local dishes.

Locals are friendly and regularly celebrate their culture, with music, food and wildly colorful festivals held throughout the year.

A luxury yacht rental vacation in the Caribbean is, without doubt, the most sublime way to experience this region, giving you exclusive access to heavenly anchorages that are otherwise impossible to reach or are far from the typical tourist trail.

Guests have boundless fleet options when it comes to a crewed Caribbean charter. If you don't know whether to go for a motor yacht, sailing yacht or catamaran to cruise Caribbean waters, we've laid out the main points worth considering.

Motor Yacht Charters in the Caribbean

A  luxury motor yacht charter  in the Caribbean is a seven-star way of uncovering the epic beauty of the Caribbean in total privacy. 

For regions with minimal water depth the ideal choice is a motor yacht with low draft, perfect for accessing shallow lagoons and secluded bays.

For those who have their heart set on a superyacht without a shallow draft, dropping anchor further out into deeper waters and then getting a tender ride ashore, so you can get up close and personal to exquisite island reefs and blue lagoons, is the preferred option.

Sailing Yacht Charters in the Caribbean

Chartering a sailing yacht in the Caribbean is ideal for guests looking for a slower pace to fully lap up the Caribbean rays with more outdoor deck space, and add a little old-school charm to their cruising adventure.

Even better, the majority of sailing charter yachts come equipped with a retractable keel, meaning reaching turquoise shallows is a breeze. But, if you are keen to charter a larger sailing yacht, keep in mind that some may still find their draft too deep for some areas, even with the keel up. 

Catamaran Charters in the Caribbean

Luxury catamaran charters are a firm guest favourite for those embarking on Caribbean vacation, especially in the Bahamas and the Virgin Islands. Thanks to their shallow draft, catamarans give you the ability to get close to cays and islets guests can savor the thrilling feeling of being able to jump off-board at almost any point. 

The charter cost of a motor yacht, sailing yacht or luxury catamaran rental in the Caribbean will vary according to the vessel's size, age, type, number of crew, as well as the location and duration of the vacation as well as the season it takes place. 

With so many options available, there’s something to suit every type of budget. For convenience we have listed the average prices for motor yacht and sailing yacht charters in the Caribbean below;

• For motor yacht rentals in the Caribbean, prices can range from $39,167 to $1.4m per week, plus expenses
• For luxury sailing yacht rentals in the Caribbean, prices can go from $29,855 to $276,495 weekly, plus expenses

The best time for luxury yacht charters in the Caribbean is between November and March, when guests can expect clement weather and vividly blue cloudless skies.

Another aspect to keep in mind is that this is also the time when you will have the largest selection of yachts to choose from, as most charter yachts descend on the Caribbean around November after the Mediterranean season has ended and any yacht maintenance has been carried out, before returning back to the Mediterranean in March/April.

The most popular starting point for a Caribbean yacht rental is usually in either Saint Martin/Sint Maarten or  Antigua,  both of which have international airports.

It is certainly possible to begin your charter in other Caribbean destinations, providing this has been agreed with the Owner and charter broker .

Where to End a Caribbean Yacht Charter

For most private Caribbean yacht charters, there isn't one definitive place where to disembark given the vastness of the region. However, what is likely is that you will finish your yacht rental vacation in the same location that you started. For example, the majority of  British Virgin Island yacht charters will begin and end in St Thomas, while for Antigua yacht charters , it'll be the iconic English Harbour.

sample itineraries

The Caribbean offers some of the most spellbinding berthing spots in the world. These tropical, barefoot hotspots are of the finest calibre, surrounded by jaw-dropping scenery, and often feature award-winning restaurants, hip boutiques, beach bars and more.

But which marinas are the best? Below are some charter favorites:

• Falmouth Harbour, Antigua: impressive marina facilities and scenery, catering to yachts up to 100m.
• Marina Fort Louis, Saint Martin: offers 150 berths for yachts up to 79m.
• Crown Bay in St Thomas (USVI): full-serviced marina with 99 slips, including 16 berths for superyachts up to 60m
• Port Louis Marina, Grenada: idyllically located, with 227 moorings for yachts up to 91m.
• Port de Gustavia, Saint Barts: widely regarded as one of the most beautiful natural harbours in the world, accommodating up to 152 yachts up to 152m.
• Puerto Del Rey, Puerto Rico : conveniently located as a jumping off point for yacht charters incorporating the Virgin Islands and Lesser Antilles, this marina has plentiful wet slips, including capacity for yachts up to 200ft (60m) LOA.

We strongly advise booking through a qualified  yacht charter broker at least three months in advance for all Caribbean yacht charters. By doing so, you will increase the likelihood of securing your preferred dates and you will have a greater selection of yachts on offer to choose from.

This also ensures your yacht broker has enough time to craft a carefully curated itinerary and secure an overnight berth in the most popular Caribbean marinas.

related articles

Start Planning - Speak with a Charter Expert

Our yacht charter experts will:

• Discuss your vacation plans
• Check availability & shortlist suitable yachts
• Negotiate booking & prepare your itinerary

Need Advice?

Speak to a Charter Broker

Explore the Caribbean

Guide to Bahamas

Guide to Virgin Islands

Guide to Leeward Islands

Guide to Windward Islands

Guide to Greater Antilles

Guide to Turks & Caicos Islands

Guide to Barbados

Guide to Trinidad & Tobago

The caribbean yacht charter itineraries.

Make every moment count during your superyacht vacation with our carefully curated yacht charter itineraries, tailored so you can experience the very best of the paradisiacal islands of the Caribbean and ensure your yacht charter is a truly memorable one. Designed by yachting experts, we've cultivated itineraries that will satisfy a range of requirements.

For yacht charter guests seeking a little glitz and glamour on their vacation, a 7-day charter around the Leeward Islands is a must, comprising Caribbean gems such as Saint Barthelemy, renowned for its A-list celebrity culture and designer shopping, as well as the perennial favourite Antigua. For sheer unadulterated bliss, incorporate the Virgin Islands on a 14-day yacht charter, promising idyllic stretches of pristine sands lapped by waters in every shade of blue.

Discover the Caribbean

Winter Getaways, Tropical Paradise Islands, Snorkeling & Scuba Diving, Crystal Clear Waters, Beautiful Secluded Anchorages, Well-Provisioned Superyacht Marinas

When to Go:

December - March

International Airports:

• Princess Juliana Airport (St. Maarten)
• V.C. Bird Airport (St. John's, Antigua)
• Luis Muñoz Marín Airport (Carolina, Puerto Rico)
• Grantley Adams Airport (Bridgetown, Barbados)
• Lynden Pindling Airport (Nassau, The Bahamas)

Luxury Yachts for Charter in the Caribbean 2024 & 2025

Crewed charter yachts in the caribbean.

• My Yacht Shortlist
• Save My Search
• Main Photo Main Photo
• Interior Interior
• Lifestyle Lifestyle
• Most Relevant

Image View Options

Length Options

Currency Options

Sort Search

• View Shortlist
• Save Search

92m   Neorion

from $1,094,000 p/week ♦︎

115m Lurssen

115m   2021

from $2,874,000 p/w eek ♦︎

Black Pearl 14

105m Oceanco

105m   2018

Christina O 34

99m Canadian Vickers

99m   1943/2020

from $774,000 p/w eek ♦︎

Carinthia VII 12

97m Lurssen

97m   2002/2023

from $1,547,000 p/w eek ♦︎

97m Feadship

97m   2017/2022

from $1,775,000 p/w eek ♦︎

CC-Summer 12

95m Lurssen

from $1,769,000 p/w eek ♦︎

from $1,327,000 p/w eek ♦︎

93m Feadship

from $1,556,000 p/w eek ♦︎

Aquarius 12

92m Feadship

from $1,500,000 p/w eek

Queen Miri 36

92m Neorion

92m   2004/2023

from $1,094,000 p/w eek ♦︎

Lady Lara 12

91m Lurssen

91m   2015/2023

from $1,400,000 p/w eek

90m Corsair Yachts

90m   2007/2021

from $497,000 p/w eek

90m Oceanco

90m   2018/2024

from $1,334,000 p/w eek ♦︎

89m Oceanco

from $1,100,000 p/w eek

89m   2015/2023

Maltese Falcon 12

88m Perini Navi

88m   2006/2023

from $490,000 p/w eek

86m Scheepswerf Gebr. van der Werf

86m   1998/2024

from $531,000 p/w eek ♦︎

Man of Steel 12

86m Oceanco

86m   2010/2023

from $1,000,000 p/w eek

86m Abeking & Rasmussen

86m   2009/2024

from $953,000 p/w eek ♦︎

O'Ptasia 12

85m Golden Yachts

85m   2018/2024

from $1,001,000 p/w eek ♦︎

Victorious 12

85m Ak Yachts

from $890,000 p/w eek ♦︎

Le Ponant 32

84m   1990/2022

from $506,000 p/w eek ♦︎

Savannah 12

84m Feadship

84m   2015/2020

from $1,111,000 p/w eek ♦︎

Elements 12

80m Yachtley

from $889,000 p/w eek ♦︎

Excellence 12

80m Abeking & Rasmussen

from $1,150,000 p/w eek

Amaryllis 12

78m Abeking & Rasmussen

78m   2011/2022

from $770,000 p/w eek

78m Golden Yachts

78m   2023/2024

from $811,000 p/w eek ♦︎

from $480,000 p/w eek

Huntress 12

76m Lurssen

76m   2009/2022

from $725,000 p/w eek

75m Admiral Yachts

75m Feadship

from $900,000 p/w eek *

75m Abeking & Rasmussen

from $880,000 p/w eek

Starburst IV 12

from $1,010,000 p/w eek ♦︎

74m Nobiskrug

74m   2008/2013

from $561,000 p/w eek ♦︎

73m Delta Marine

73m   2006/2015

from $525,000 p/w eek

Nautilus 12

73m Picchiotti

from $834,000 p/w eek ♦︎

73m Lurssen

73m   2006/2020

from $615,000 p/w eek

Quantum of Solace 12

73m Turquoise Yachts

73m   2012/2022

from $574,000 p/w eek

Game Changer 17

72m Damen Yachting

72m   2017/2020

from $450,000 p/w eek

72m   2010/2023

from $600,000 p/w eek

72m Dunya Yachts

72m   2013/2020

from $660,000 p/w eek

Talisman C 12

71m Turquoise Yachts

71m   2011/2020

from $567,000 p/w eek

70m Feadship

from $650,000 p/w eek

Sherakhan 26

70m Vuijk Scheepswerven

70m   2005/2022

from $594,000 p/w eek ♦︎

69m Feadship

69m   2012/2019

from $610,000 p/w eek ♦︎

Sycara V 12

68m Nobiskrug

68m   2010/2024

Wayfinder 12

68m Astilleros Armon

from $375,000 p/w eek

67m Icon Yachts

67m   2010/2020

from $540,000 p/w eek

67m Alloy Yachts

67m   2011/2019

from $361,000 p/w eek ♦︎

67m Benetti

from $680,000 p/w eek

67m Shadow Marine

67m   2007/2008

from $120,000 p/w eek

66m   2014/2023

66m Rossinavi

from $637,000 p/w eek *

Invictus 12

66m Delta Marine

66m   2013/2020

from $650,000 p/w eek *

65m Benetti

Ventum Maris 12

66m   2011/2021

from $530,000 p/w eek

Eternity 17 7 12

65m Codecasa

65m   2010/2022

from $390,000 p/w eek

Illusion 12

65m   2013/2019

from $462,000 p/w eek

Resilience 12

Silver Angel 12

64m Benetti

64m   2009/2015

from $425,000 p/w eek

64m   2016/2021

from $475,000 p/w eek

63m Halter Marine

63m   1978/2022

from $350,000 p/w eek

Lady Britt 12

63m Feadship

from $465,000 p/w eek *

Book with Ease - Speak with a Charter Expert

Our charter experts will:

Enquire now for yacht availability & free consultation.

Crewed Luxury Yachts in the Caribbean

Caribbean Yacht Search:

• Bubble name

Yacht Amenities

Top 'Things To Do' in the Caribbean

Experience the ultimate beachfront escape at Gyp Sea Beach Club in St. Barts

Discover the perfect fusion of Caribbean charm and Mediterranean flavor at Shellona Beach Club

Take a peek into private Bahamian paradise

More Things To Do

Caribbean Yacht Charter Q&A

The best time to visit the Caribbean is generally December to April, when it's a little cooler and less humid. But the best month to visit can differ depending on the island, budget and interests you have. For example, some yacht charter guests may decide to visit May to June and late November, when weather is still fantastic but there are fewer crowds.

We advise booking your Caribbean yacht rental at least three months in advance to ensure you get the yacht you desire. The longer you leave it, the fewer choices you will have to rent in the Caribbean.

For your Caribbean superyacht charter, you will need to provide a completed charter agreement and 50% of the charter fee as a deposit. This is payable once the contract has been signed.

When booking a Caribbean yacht rental, do keep in mind the costs that aren't included in the base rate, namely VAT and the APA (Advance Provisioning Allowance). The APA is usually paid in advance of the charter and is commonly set at 30% of the charter fee. This allowance covers expenses such as fuel, berthing, food and drinks, as well as any special requests. 

Please consult your yacht charter broker for any other costs you may need to factor in for your yacht charter in the Caribbean.

As Featured In

The YachtCharterFleet Difference

YachtCharterFleet makes it easy to find the yacht charter vacation that is right for you. We combine thousands of yacht listings with local destination information, sample itineraries and experiences to deliver the world's most comprehensive yacht charter website.

San Francisco

• Like us on Facebook
• Follow us on X
• Follow us on Instagram
• Find us on LinkedIn
• Add My Yacht
• Affiliates & Partners

Popular Destinations & Events

• St Tropez Yacht Charter
• Monaco Yacht Charter
• St Barts Yacht Charter
• Greece Yacht Charter
• Mykonos Yacht Charter

Featured Charter Yachts

• Maltese Falcon Yacht Charter
• Wheels Yacht Charter
• Victorious Yacht Charter
• Andrea Yacht Charter
• Titania Yacht Charter
• Ahpo Yacht Charter

Receive our latest offers, trends and stories direct to your inbox.

Please enter a valid e-mail.

Thanks for subscribing.

Search for Yachts, Destinations, Events, News... everything related to Luxury Yachts for Charter.

Yachts in your shortlist

What Type of Crewed Yacht Do You Want?

Unsure? Contact Us or See Charter Yacht Types

Crewed Yacht Charters are the Ultimate All Inclusive Vacation

If you want a completely worry-free vacation , a Crewed catamaran yacht charter is exactly what you are looking for. A Crewed yacht vacation provides you the ultimate all-inclusive holiday aboard a private sail or power catamaran or a monohull.  

Complete with a professional captain and gourmet chef who attend to your every need , you will quickly discover there is no better way to cruise the islands. The experienced crew will customize a gourmet menu including a stocked bar, and tailor the Caribbean itinerary or Mediterranean itinerary to accommodate your preferred level of activity and excursions. No need to worry about a gluten intolerance or picky eaters- the experienced chef will create a menu based on your personal preferences and accommodate all allergies, aversions and dietary restrictions. You are not responsible for anything except enjoying yourself!

Picture this… Sparkling seas, the waves gently lapping at your boat, a captain and chef who knows every hidden cove and history along your route, and sipping cocktails under starry skies.

Indulge in culinary creations worthy of Michelin stars, or a really good cheeseburger in paradise – it’s your choice . Before your feast, you can swim with the turtles, paddle-board into caves, or comb the pristine beaches for seashells and treasures.

A Crewed yacht vacation wouldn’t be complete without a complement of water toys , often including fishing gear, stand up paddleboards, kayaks, wakeboards, and much more.

Each yacht has its own dinghy to shuttle you ashore at a moments notice to explore the islands or drop you at Soggy Dollar Bar on Jost Van Dyke for one of their world-famous Painkillers .

For those who are scuba certified or want to learn, many Crewed yachts can offer you amazing scuba diving adventures exploring shipwrecks and reefs.

All inclusive private yacht charters are offered on sailing catamarans , monohull sailboats , power catamarans and motor yachts .

A Crewed yacht combines a luxury vacation with adventure and the privacy of your own waterfront resort.

Speak to a Charter Expert: (800) 382-9666

REQUEST A QUOTE

What Type of Crewed Yacht Should I Choose?

There are four different types of yachts to choose from: sailing catamarans , sailing monohulls , power catamarans and motor yachts . The most popular type is the sailing catamaran because of its stability during sailing or motoring between islands. They also have nice sized cabins and a wide deck for extra space. There is wide range of sailing catamarans available suitable for every budget from standard to ultimate luxury. The sailing monohull will be for you if you want a more invigorating sailing experience because they will lean to the side more while sailing. If you are not at all interested in doing any of the sailing and are looking for a little more luxury then the power catamarans or motor yachts will be good choices.

How Much Can I Expect A Crewed Yacht Charter To Cost?

The cost of crewed charters vary depending on the location, size of vessel, the age of the vessel, the experience level of the crew and the number of people on board.

However, here are typical average price ranges for one week:

• 6-8 Guests: $3,000 – $4,000 per person
• 2-4 guests: $4,000 – $6,000 per person

The recommended crew gratuity is 15% – 20% of the charter fee.

Our Charter Experts will assist in finding the best yacht for your budget.

What Types of Activities Are Available?

One of the enticing aspects of a yacht vacation is that you determine your level of activity and what you want to do. Do you want to chill out all day reading a book, spend all day out on the water playing with your water toys, or doing something in between? There will be plenty of fun for everyone ! Each yacht is fitted out differently, but on most yachts, you will find items for basic waters sports including snorkeling equipment, stand up paddle boards or kayaks, and floats. Some yachts will come with even more water toys for you to choose from like scuba diving gear, knee boarding, water-skiing, kite boarding and fishing equipment. Some yachts may also have floating islands, beach games, board games and movies so there is always something different to do. You will also find that each different destination will also have their own onshore activities for you to enjoy such as hiking, beach combing, beach bars and exploring unique natural and historical attractions.

Where Can I Charter?

The most popular crewed yacht charter destination is the British Virgin Islands , boarding at Tortola, BVI. The second most popular destination is the US Virgin Islands , boarding in St. Thomas, USVI. Both of these Virgin Islands destinations offer short distances between islands and anchorages with protected waters for easy sailing. The entire Virgin Islands is full of pristine beaches, crystal-clear aqua water and lively reefs for snorkeling and diving. Each island has a unique personality with friendly locals and fun beach bars.

Other popular destinations include the Bahamas , Belize , St. Martin , Greece , and Croatia .

Whether you decide to charter in the Caribbean or the Mediterranean, our Charter Experts can assist you in chosing the best season and the best yacht and crew!

Be sure to check out all of our Crewed Charters FAQ’s .

SEARCH CREWED CHARTER YACHTS -->

Request Confirmation

Terms and conditions, charter experts, llc terms & conditions.

PLEASE READ THESE TERMS AND CONDITIONS (“ Terms ”) CAREFULLY AS THEY CONTAIN IMPORTANT INFORMATION REGARDING YOUR LEGAL RIGHTS, REMEDIES AND OBLIGATIONS AS WELL AS A SECTION GOVERNING THE JURISDICTION AND VENUE OF DISPUTES. THESE TERMS ALSO CONTAIN A LEGALLY BINDING RELEASE, WAIVER OF LIABILITY, AND ASSUMPTION OF RISK. By creating a username, a login, clicking submit, using the services of Charter Experts, LLC d/b/a Virgin Island Sailing® (“ Broker ) or by accessing Broker’s website, you agree that you have read, and acknowledge your acceptance of these Terms. The Terms are subject to change at any time without notice at Broker’s sole discretion. Additionally, any transaction for which you have made payment shall be governed by the form of Terms in effect at the time of such payment notwithstanding any subsequent changes hereto.

If you are obtaining a quote, information, booking travel for and/or securing or procuring a Charter (as that term is defined in Section 1 below) for more than just yourself, all references below to “Charterer” or “you” (and derivations thereof) shall be read to mean you on behalf of yourself and each individual within your group for whom you are obtaining a quote, information, booking travel for and/or securing or procuring Charter.

These Terms shall be read together and construed, to the fullest extent possible, to be in concert with any other agreement by or among Broker and Charterer. To the extent they cannot be so construed, then in the event of any direct conflict between these Terms and any other agreement by or among Broker and Charterer (including but not limited to the agreement executed by Charterer for a Charter Reservation (as that term is defined in Section 1 below), these Terms shall prevail.

• Prepaid Charter Reservations . Typically, Broker negotiates charter rates in advance with the yacht owner or charter company (“ Charter Provider ”) to obtain cost-effective rates, and facilitate reservations and availability for yacht charters, excursions and travel (the “ Charter ”). Broker also provides services to you by facilitating the booking of reservations for consideration and receives a commission from the Charter Provider (the “ Broker Fee ”). The Broker Fee is included in the pre-negotiated Charter rate provided to you, plus taxes and other fees where applicable. You agree that your payment is for the total amount set forth in the applicable Charter agreement (which Charter Provider may refer to as a Charter Contract, Charter Agreement, Booking Terms & Conditions, Instructions and Terms for Accommodations, as well as other derivations) provided to you by Broker (“ Charter Agreement ”). Upon execution of the Charter Agreement and receipt of the applicable deposit, you will have made a reservation for the Charter that authorizes Broker to facilitate the Charter on your behalf (“Charter Reservation”), including making payment arrangements with the Charter Provider. You further agree that Broker is a third-party beneficiary to the Charter Agreement and shall have the right to enforce such agreement to the extent it deems such enforcement necessary or advisable to protect its rights hereunder or under the Charter Agreement.

  Broker retains the Broker Fee as compensation in arranging your Charter Reservation. The Broker Fee varies based on the amount and type of Charter and/or services provided by Broker.  By making a Charter Reservation, you accept and agree to the relevant cancellation and no-show policy of the Charter Provider set forth in the Charter Agreement. Cancellation and no-show policies vary for each Charter. Carefully read the Charter Agreement and additional information provided to you by Broker. It is expressly agreed by Charterer that the Broker Fee is earned at the time the Charter Reservation is made. Late payment, wrong credit card or debit card details, invalid credit or debit cards, or insufficient funds are for your own risk and account, and you will not be entitled to any refund of any prepaid amount unless the Charter Provider expressly agrees otherwise under the Charter Agreement or in some other signed writing.

• Charter Rules and Restrictions . Additional terms and agreements will apply to your Charter Reservation and any purchase or rental of equipment or other items, supplies, provisions and travel you may select. Please read those additional terms carefully. In particular, if you have purchased airfare, please ensure that you read the full terms and conditions of carriage issued by the supplier. You agree to abide by the terms of purchase imposed by any supplier with whom you elect to deal, including but not limited to payment of all amounts when due and compliance with the supplier’s rules and restrictions regarding availability, charges, fares, and use of products and services.
• Payment . All payments must be made by personal check, bank/wire transfer, ACH payment and/or with a major credit card unless otherwise expressly stated. The total price for the Charter Reservation will be billed in U.S. Dollars unless otherwise stated. Some banks and credit card companies impose fees for international transactions. If you are making a reservation from outside of the United States on a US credit card, your bank may convert the payment amount to your local currency and charge you a conversion fee. This means the amount listed on your credit or bank card statement may be in your local currency and therefore a different figure than the amount provided by Broker for the Charter Reservation. In addition, a foreign transaction fee may be assessed if the financial institution that issued your credit card is located outside of the United States. Booking international travel may be considered to be an international transaction by the financial institution or card company. The currency exchange rate and foreign transaction fee is determined solely by your financial institution on the day that it processes the transaction. If you have any questions about these fees or the exchange rate applied to your booking, please contact your financial institution. Broker shall not be liable to you for any such service, conversion, or exchange fee.

  Broker expressly reserves the right to cancel your Charter Reservation if full payment is not timely received as set forth in the Charter Agreement.

• Cancellation and Rescheduling . You may cancel or change your Charter Reservation as set forth in the Charter Agreement by and among you, the Charter Provider and/or Broker. Please note that some Charter Providers do not permit changes to or cancellation of reservations after they are made, or after a certain date, as indicated in the Charter Agreement. You agree to abide by the terms of the Charter Agreement with respect to your Charter Reservation. Broker will not be responsible for reimbursing Charterer for any previously tendered deposits or payments by Charterer and disclaims all liability for the failure of a Charter Provider to refund or return any such funds.
• Credit Card Transactions and Chargebacks . If for any reason, any Charter Provider is unable to provide the Charter, or any part thereof, for which you have contracted, your remedy lies against the Charter Provider, and not against Broker. However, Broker will use reasonable efforts to assist you and Charter Provider in reaching a resolution to a dispute between you and the Charter Provider. In the event that your payment has already been transferred from Broker to Charter Provider or to an escrow account, you agree that you will not seek a chargeback against Broker for such amounts transferred. You further agree to indemnify and hold Broker harmless from and against any liability, loss, damage or expense (including without limitation, reasonable attorneys’ fees) that Broker may incur in connection with chargebacks against Broker or under the Charter Agreement and your performance thereunder. If Broker incurs any costs, including but not limited to attorneys’ fees, to recover any payments charged back by your credit card company or other financial institution, you agree that you will be liable for these costs. If your payment is declined for any reason, you agree to settle any amounts owed to Broker via money order, cashier’s check, personal check or bank/ACH transfer immediately.
• Broker Responsibility . Broker makes arrangements with the Charter Provider. Broker additionally makes additional arrangements with other suppliers for the various components and other services that comprise your Charter (“Charter Suppliers”). Broker is not an agent of these Charter Providers or the Charter Suppliers (and the Charter Providers and Charter Suppliers are not agents of Broker). Broker expressly disclaims any liability for the actions or omissions of the Charter Provider and the Charter Suppliers. The Charter Providers and the Charter Suppliers reserve the right to refuse service to you at their sole discretion. Broker assumes no liability for the acts of the Charter Provider or the Charter Suppliers in refusing service. Broker is not responsible for schedule changes and does not offer compensation for those changes. Broker is not responsible under any circumstances for any injury or damages you may suffer, in connection with sea, air or ground transportation, hotel accommodations, or other travel or excursion services arranged by Broker.

  You understand Broker is not the source or supplier of the Charter or other travel services you requested and acts solely as a broker for the Charter Provider and the Charter Suppliers. You agree that the Charter Provider and Charter Suppliers whose names appear in the information supplied to you are those who are solely responsible for providing the Charter you purchase. You consent to and request the use of the Charter Provider and the Charter Suppliers and agree to not hold Broker responsible should any of them: (i) fail to provide the Charter or travel services you purchased, whether or not such services are listed in the Charter Agreement or otherwise, (ii) fail to comply with any applicable law, or (iii) engage in any negligent act or omission that causes you any sort of injury, damage, delay or inconvenience.

By using Broker’s services, you waive and release any claim against Broker, its affiliated and subsidiary companies, and their respective officers, directors, employees, contractors, and agents, arising out of or in connection with any loss of or damage to property or injury to any person caused by reason of (i) any defect, negligence, or other wrongful act or omission, or any failure of performance of any kind, by any Charter Provider, Charter Suppliers, or any other provider of sea, airline, hotel, ground transportation or any other travel provider connected to or otherwise associated with the Charter, (ii) any claim for inconvenience, loss of enjoyment, mental distress or other similar claim, (iii) any delayed departure, missed connection, substitute accommodation, termination of service or change in fares or rates, and (iv) overbooking, flight or other travel cancellation, lost or misconnected personal property, or any claim arising out of the air transportation portion of your travel, and (v) or any other claim arising out of or otherwise related to the Charter Agreement or services provided by the Charter Provider and the Charter Suppliers.

Excepting only liability that directly arises from the gross negligence or willful misconduct of Broker, you will not hold Broker responsible for any injury, damage or loss you may suffer while on a Charter, whether incurred on the Charter or in connection with any other rental, purchase, excursion or activity, regardless of the relationship of any of the foregoing with the Charter Provider or the Charter Suppliers.

• Your Responsibility . By booking a Charter with Broker, you agree to defend and indemnify and hold harmless Broker, Charter Provider, Charter Suppliers, and each of their respective officers, directors, employees and agents, from and against any and all claims, causes of action, demands, recoveries, losses, damages, fines, penalties or other costs or expenses of any kind or nature, including but not limited to reasonable legal fees, arising out of or in connection with: (i) your breach of these Terms or the documents referenced herein; (ii) your violation of any law or rights of a third party; or (iii) your use of the Broker website.

You will review your Charter Agreement and travel documents for accuracy upon receipt. You understand that it is your responsibility to review the accuracy of all details in the Charter Reservation provided to you, and that you may contact Broker if you have any questions.

You assume full and complete responsibility for checking and verifying any and all passport, visa, vaccination, or other entry requirements of your destination(s), and all conditions regarding health, safety, security, political stability, and labor or civil unrest at such destination(s).

You understand that Broker recommends purchasing travel insurance to cover certain risks inherent in travel such as supplier bankruptcy and the inability to travel due to a medical or personal emergency.

• No Warranties . All Charters, products, services, advice and information is provided on an “as is” and “as available” basis without warranties of any kind, either expressed or implied to the fullest extent permitted under the law, including but not limited to, warranties of title or implied warranties of merchantability, satisfactory quality or fitness for a particular purpose. Without limiting the above, no warranty or guarantee is made (i) regarding the acceptance of any reservation request or Charter Reservation; (ii) regarding the availability of Charters, or any other product and/or services through Broker; (iii) that the use of Broker’s website will be error-free; or (iv) regarding the completeness, accuracy, reliability or quality of any information, content, data, service, advice or merchandise provided by Broker or through Broker’s website.

Broker has no special knowledge regarding the Charter Provider’s or Charter Supplier’s financial condition, unsafe conditions, health hazards, weather hazards, or climate extremes at locations to which you may travel during or otherwise in connection with your Charter.

• Limitation on Liability . In no event shall Broker, Charter Provider, Charter Suppliers, and/or their respective affiliates, or any employees, agents, officers, directors, members or managers of any of the foregoing (“Broker and Charter Releasees”), be liable for any direct, indirect, punitive, incidental, special or consequential damages arising out of, or in any way connected with, your access to, display of or use the Broker’s website, the Charter or services provided to you in connection with the Charter (including, but not limited to, your reliance upon opinions of the Broker), whether based on a theory of negligence, contract, tort, strict liability, consumer protection statutes, or otherwise, and even if Broker and/or any other of the Broker and Charter Releasees have been advised of the possibility of such damages.

If, despite the limitation above, Broker or the Broker and Charter Releasees are found liable for any loss or damage which arises out of or in any way connected with any of the occurrences described above, then Broker, Charter Provider, Charter Supplier and the Broker and Charter Releasees will in no event exceed, in the aggregate, the greater of (a) the Broker Fee, and (b) One-Hundred Dollars (US $100.00).

The foregoing limitation of liability reflects the allocation of risk between the parties. The limitations specified in this section will survive and apply even if any limited remedy specified in these Terms is found to have failed of its essential purpose. The limitations of liability provided in these Terms inure to the benefit of Broker and/or its providers.

The foregoing does not affect any liability which cannot be excluded or limited under applicable law.

• Limitation on Time to File Claims . ANY CAUSE OF ACTION OR CLAIM YOU MAY HAVE ARISING OUT OF RELATING TO BROKER’S SERVICES OR THE WEBSITE MUST BE COMMENCED WITHIN ONE (1) YEAR AFTER THE CAUSE OF ACTION ACCRUES, OTHERWISE, SUCH CAUSE OF ACTION OR CLAIM IS PERMANENTLY BARRED.
• Waiver . No waiver by Broker of any term or condition set forth in these Terms shall be deemed a further or continuing waiver of such term or condition or a waiver of any other term or condition, and any failure of the Broker to assert a right or provision under these Terms shall not constitute a waiver of such right or provision.
• Severability . If any provision of these Terms is held by a court or other tribunal of competent jurisdiction to be invalid, illegal or unenforceable for any reason, such provision shall be eliminated or limited to the minimum extent such that the remaining provisions of the Terms will continue in full force and effect.
• Governing Law and Mandatory Venue . The laws of the State of Florida govern the rights and obligations of the parties to this Agreement and the interpretation, construction and enforceability thereof. You agree that any action or proceeding initiated by Charterer against Broker shall be brought solely in the federal and state courts of Hillsborough County, Florida, and you submit to the jurisdiction of those courts and waive any objections to the exercise of personal jurisdiction over you by those courts. In the event any action or proceeding is initiated by Charterer in a court outside of Hillsborough County, Florida, Charterer agrees to pay Broker’s costs and reasonable attorneys’ fees associated with defending such action or proceeding and waives any and all defenses to the transfer of said action or proceeding, whether jurisdictional or otherwise, to a federal or state court in Hillsborough County, Florida.

Next Steps ...

Ready for the vacation of a lifetime, there’s no cost to you for our service.

   Privacy & Terms    |    Sitemap    |    Copyright © 2024  Virgin Island Sailing® All rights reserved   |     [email protected]    |     (800) 382-9666    |     (941) 966-9387    |    Tampa, FL