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10 Best Small Sailboats (Under 20 Feet)
Last Updated by
Daniel Wade
December 28, 2023
Compact, easy to trailer, simple to rig, easy to maintain and manage, and affordable, the best small boats all have one thing in common: they offer loads of fun while out there on the water.
So whether you're on a budget or just looking for something that can offer ultimate daytime rides without compromising on safety, aesthetic sensibilities, alternate propulsion, and speed, the best small sailboats under 20 feet should be the only way to go.
Let's be brutally honest here; not everyone needs a 30-foot sailboat to go sailing. They come with lots of features such as electronics, entertainment, refrigeration, bunks, a galley, and even a head. But do you really need all these features to go sailing? We don't think so.
All you need to go sailing is a hull, a mast, rudder, and, of course, a sail. And whether you refer to them as daysailers, trailerable sailboats , a weekender sailboat, or pocket cruisers, there's no better way to enjoy the thrills of coastal sailing than on small sailboats.
There are a wide range of small boats measuring less than 20 feet available in the market. These are hot products in the market given that they offer immense thrills out on the sea without the commitment required to cruise on a 30-footer. A small sailboat will not only give you the feel of every breeze but will also give you the chance to instantly sense every change in trim.
In this article, we'll highlight 10 best small sailboats under 20 feet . Most models in this list are time-tested, easy to rig, simple to sail, extremely fun, and perfect either for solo sailing or for sailing with friends and family. So if you've been looking for a list of some of the best small sailboats , you've come to the right place.
So without further ado, let's roll on.
Table of contents
{{boat-info="/boats/hunter-15"}}
The Marlow-Hunter 15 is not only easy to own since it's one of the most affordable small sailboats but also lots of fun to sail. This is a safe and versatile sailboat for everyone. Whether you're sailing with your family or as a greenhorn, you'll love the Hunter 15 thanks to its raised boom, high freeboard, and sturdy FRP construction.
With high sides, a comfortable wide beam, a contoured self-bailing cockpit, and fiberglass construction, the Hunter 15 is certainly designed with the novice sailor in mind. This is why you can do a lot with this boat without falling out, breaking it, or capsizing. Its contoured self-baiting cockpit will enable you to find a fast exit while its wide beam will keep it steady and stable no matter what jibes or weight shifts happen along the way.
This is a small sailboat that can hold up to four people. It's designed to give you a confident feeling and peace of mind even when sailing with kids. It's easy to trailer, easy to rig, and easy to launch. With a price tag of about $10k, the Hunter 15 is a fun, affordable, and versatile boat that is perfect for both seasoned sailors and novices. It's a low-maintenance sailboat that can be great for teaching kids a thing or two about sailing.
{{boat-info="/boats/catalina-16-5"}}
Catalina Yachts are synonymous with bigger boats but they have some great and smaller boats too such as Catalina 16.5. This is one of the best small sailboats that are ideal for family outings given that it has a big and roomy cockpit, as well as a large storage locker. Designed with a hand-laminated fiberglass sloop, the Catalina 16.5 is versatile and is available in two designs: the centerboard model and the keel model.
The centerboard model is designed with a powerful sailplane that remains balanced as a result of the fiberglass centerboard, the stable hull form, and the rudder. It also comes with a tiller extension, adjustable hiking straps, and adjustable overhaul. It's important to note that these are standard equipment in the two models.
As far as the keel model is concerned, this is designed with a high aspect keel as the cast lead and is attached with stainless steel keel bolts, which makes this model perfect for mooring or docking whenever it's not in use. In essence, the centerboard model is perfect if you'll store it in a trailer while the keel model can remain at the dock.
All in all, the Catalina 16.5 is one of the best small sailboats that you can get your hands on for as low as $10,000. This is certainly a great example of exactly what a daysailer should be.
{{boat-info="/boats/hobie-16"}}
There's no list of small, trailerable, and fun sailboats that can be complete without the inclusion of the classic Hobie 16. This is a durable design that has been around and diligently graced various waters across the globe since its debut way back in 1969 in Southern California. In addition to being durable, the Hobie 16 is trailerable, great for speed, weighs only 320 pounds, great for four people, and more importantly, offers absolute fun.
With a remarkable figure of over 100,000 launched since its debut, it's easy to see that the Hobie 16 is highly popular. Part of this popularity comes from its asymmetric fiberglass-and-foam sandwiched hulls that include kick-up rudders. This is a great feature that allows it to sail up to the beach.
For about $12,000, the Hobie 16 will provide you with endless fun throughout the summer. It's equipped with a spinnaker, trailer, and douse kit. This is a high-speed sailboat that has a large trampoline to offer lots of space not just for your feet but also to hand off the double trapezes.
{{boat-info="/boats/montgomery-17"}}
Popularly known as the M-17, The Montgomery 17 was designed by Lyle C. Hess in conjunction with Jerry Montgomery in Ontario, California for Montgomery Boats. Designed either with keel or centerboard models, the M-17 is more stable than most boats of her size. This boat is small enough to be trailered but also capable of doing moderate offshore passages.
This small sailboat is designed with a masthead and toe rail that can fit most foresails. It also has enough space for two thanks to its cuddly cabin, which offers a sitting headroom, a portable toilet, a pair of bunks, a DC power, and optional shore, and a proper amount of storage. That's not all; you can easily raise the deck-stepped mast using a four-part tackle.
In terms of performance, the M-17 is one of the giant-killers out there. This is a small sailboat that will excel in the extremes and make its way past larger boats such as the Catalina 22. It glides along beautifully and is a dog in light air, though it won't sail against a 25-knot wind, which can be frustrating. Other than that, the Montgomery 17 is a great small sailboat that can be yours for about $14,000.
{{boat-info="/boats/norseboat-17-5"}}
As a versatile daysailer, Norseboat 17.5 follows a simple concept of seaworthiness and high-performance. This small sailboat perfectly combines both contemporary construction and traditional aesthetics. Imagine a sailboat that calls itself the "Swiss Army Knife of Boats!" Well, this is a boat that can sail and row equally well.
Whether you're stepping down from a larger cruiser or stepping up from a sea kayak, the unique Norseboat 17.5 is balanced, attractive, and salty. It has curvaceous wishbone gaff, it is saucy, and has a stubby bow-sprit that makes it attractive to the eyes. In addition to her beauty, the Norseboat 17.5 offers an energy-pinching challenge, is self-sufficient, and offers more than what you're used to.
This is a small, lightweight, low-maintenance sailboat that offers a ticket to both sailing and rowing adventures all at the same time. At about 400 pounds, it's very portable and highly convenient. Its mainsails may look small but you'll be surprised at how the boat is responsive to it. With a $12,500 price tag, this is a good small sailboat that offers you the versatility to either row or sail.
{{boat-info="/boats/sage-marine-sage-17"}}
If you've been looking for a pocket cruiser that inspires confidence, especially in shoal water, look no further than the Sage 17. Designed by Jerry Montgomery in 2009, the Sage 17 is stable and should heel to 10 degrees while stiffening up. And because you want to feel secure while sailing, stability is an integral feature of the Sage 17.
This is a sailboat that will remain solid and stable no matter which part of the boat you stand on. Its cabin roof and the balsa-cored carbon-fiber deck are so strong that the mast doesn't require any form of compression post. The self-draining cockpit is long enough and capable of sleeping at 6 feet 6 inches.
The Sage 17 may be expensive at $25k but is a true sea warrior that's worth look at. This is a boat that will not only serve you right but will also turn heads at the marina.
{{boat-info="/boats/laserperformance-laser-sb3"}}
Having been chosen as the overall boat of the year for 2008 by the Sailing World Magazine, the Laser SB3 is one of the coolest boats you'll ever encounter. When sailing upwind, this boat will lock into the groove while its absolute simplicity is legendary. In terms of downwind sailing, having this boat will be a dream come true while it remains incredibly stable even at extraordinary speed.
Since its debut in 2004, the Laser SB3 has surged in terms of popularity thanks to the fact that it's designed to put all the controls at your fingertips. In addition to a lightweight mast, its T- bulb keel can be hauled and launched painlessly. For about $18,000, the Laser SB3 ushers you into the world of sports sailing and what it feels to own and use a sports boat.
{{boat-info="/boats/fareast-18"}}
As a manufacturer, Fareast is a Chinese boat manufacturer that has been around for less than two decades. But even with that, the Fareast 18 remains a very capable cruiser-racer that will take your sailing to the next level. In addition to its good looks, this boat comes with a retractable keel with ballast bulb, a powerful rig, and an enclosed cabin.
Its narrow design with a closed stern may be rare in sailboats of this size, but that's not a problem for the Fareast 18. This design not only emphasizes speed but also makes it a lot easier to maintain this boat. Perfect for about 6 people, this boat punches above its weight. It's, however, designed to be rigged and launched by one person.
This is a relatively affordable boat. It's agile, safe, well-thought-out, well built, and very sporty.
{{boat-info="/boats/chuck-paine-paine-14"}}
If you're in the market looking for a small sailboat that offers contemporary performance with classic beauty, the Paine 14 should be your ideal option. Named after its famous designer, Chuck Paine, this boat is intentionally designed after the classic Herreshoff 12.5 both in terms of dimensions and features.
This is a lightweight design that brings forth modern fin keel and spade rudder, which makes it agile, stable, and faster. The Paine 14 is built using cold-molded wood or west epoxy. It has varnished gunnels and transoms to give it an old-time charm. To make it somehow modern, this boat is designed with a carbon mast and a modern way to attach sails so that it's ready to sail in minutes.
You can rest easy knowing that the Paine 14 will not only serve you well but will turn heads while out there.
{{boat-info="/boats/wd-schock-lido-14"}}
Many sailors will attest that their first sailing outing was in a Lido 14. This is a classic sailboat that has been around for over four decades and still proves to be a perfect match to modern small boats, especially for those still learning the ropes of sailing.
With seating for six people, the Lido 14 can be perfect for solo sailing , single-handed sailing, or if you're planning for shorthanded sailing. While new Lido 14 boats are no longer available, go for a functional used Lido 14 and you'll never regret this decision. It will serve you well and your kids will probably fall in love with sailing if Lido 14 becomes their main vessel during weekends or long summer holidays.
Bottom Line
There you have it; these are some of the best small sailboats you can go for. While there are endless small sailboats in the market, the above-described sailboat will serve you right and make you enjoy the wind.
Choose the perfect sailboat, invest in it, and go out there and have some good fun!
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I've personally had thousands of questions about sailing and sailboats over the years. As I learn and experience sailing, and the community, I share the answers that work and make sense to me, here on Life of Sailing.
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HUNTER used sailboats for sale by owner. Home. Register & Post. View All Sailboats. Search. ... Hunter 19 ft: Length: 19' Year: 1996: Type: daysailer: Hull: fiberglass monohull: Engine: ... 19' Flying Scot Flying Scot 19 Sailboat Lake Fairview Marina Orlando, Florida Asking $29,495.
Oday 19 preowned sailboats for sale by owner. Oday 19 used sailboats for sale by owner. Home. Register & Post. View All Sailboats. ... 31' Seafarer 31 ft MK1 Gulf Coasts Carrabelle Florida, Florida Asking $9,800. ... 28' Hunter 280 Patchogue NY, New York Asking $27,499. 28' Islander 28 Seattle, Washington
1996 Hunter 19 1996 Hunter 19, 1996 Hunter 19' sailboat with a 2 year-old CDI flexible furler and a Nissan 4 stroke engine. Swing centerboard. Water ballast system. ... The boat draws about a foot of water with the centerboard up. Despite the spacious interior (which can sleep 4) it is nimble and very easy to handle for a 19 footer. I am a ...
Maine. $1,500. Description: Hunter 19-foot fiberglass sailboat with center board built 1982, in very good condition, including rigging and sails. Sailed in salt water only. Has outboard motor mount. Hull is freshly bottom-painted, ready to sail! Priced to sell for $1500 with bundle of: 1.
It took nearly as much time to build the 19 as with the 23.5 and raw materials was not that much different. At the time Hunter was building the trailers. I pointed out the cost of the 19 vs. 23.5 was about a $1,000 different but the 23.5 was bigger, more stable and faster by design. Therefore, the 23.5 was a good seller outselling the 19 by 7 to 1.
I would think the folks inside, got the best "beds". You both recommended going a size larger. Would a 24ft be a trailor pull boat? Will have to look at the boats for sale Hunter page to see what the cost of the H240 and 23.5 might run. Locally, the 19ft Hunter is asking $6,000. Thankyou in advance for any info and ideas.
Boat Trader currently has 174 Hunter boats for sale, including 8 new vessels and 166 used boats listed by both individuals and professional yacht brokers and boat dealerships mainly in United States. The oldest model listed is a late classic boat built in 1978 and the newest model year of 2016.
The Hunter 15 is easy to own, and fun to sail. Hunter 15 If you're looking for an affordable, new, ... Built in China, the FarEast 18 is a 19-foot Simonis Voogd design that emphasizes high speed with low maintenance at a relatively modest price. It carries a square-top fully battened mainsail and a sprit-flown asymmetrical spinnaker.
Preowned sailboats for sale under 20 feet preowned sailboats for sale by owner. Home. Register & Post. ... 28.58' Ericson 29 foot sloop Madison County FL, Florida Asking $3,000. 25.5' Hunter 25.5 Oak Point, Texas ... 19' Flying Scot Flying Scot 19 Sailboat Lake Fairview Marina Orlando, Florida Asking $29,495. 28' Cape Dory CD 28
I have a 1996, 19 Ft. Hunter Water ballast Sailboat for sale. I purchased the boat about a year ago and it is in excellent condition. ... 19 ft boat, mast raising system, auto pilot, bimini top, GPS, Furling system on the jib sail. In addition, a grill, a cooler, a spare tire, and the bottom was just painted. Location: Florence, South Carolina.
HUNTER 19-2. Save to Favorites . Beta Marine. BOTH. US IMPERIAL. METRIC. Sailboat Specifications Definitions Hull Type: Keel/Cbrd. Rigging Type: Fractional Sloop: LOA: 19.00 ft / 5.79 m: LWL: 15.92 ft / 4.85 m ... Camden, Maine, 1997), states that a boat with a BN of less than 1.3 will be slow in light winds. A boat with a BN of 1.6 or greater ...
Hunter preowned sailboats for sale by owner. Hunter used sailboats for sale by owner. Home. ... 28.58' Ericson 29 foot sloop Madison County FL, Florida Asking $3,000. 30' S2 9.1 Mamaroneck, New York ... 19' Flying Scot Flying Scot 19 Sailboat Lake Fairview Marina Orlando, Florida Asking $29,495.
Jul 19, 2013 186 Hunter 33 New Orleans Aug 1, 2013 ... The Hunter water ballast sailboats were designed for the trailerable sailor as I was very much involved with them from the start. ... My first boat was an 85 Hunter 25.5. I also looked at the 24 foot ODay but liiked the separate bulkhead going into the V berth on the Hunter, making it seem ...
Search Sailboats for Sale. Show all sailboats for sale under: 15 20 25 30 35 40 45 50 55 60 70 80 (feet LOA) | Multihulls: Catamarans Trimarans. Sorry: No Sailboats Match Your Query, or the sailboat previously listed under these criteria has now been sold. Please navigate from the menu above or search for newly listed preowned sailboats ...
We're the first and last stop for parts and accessories. Customize your boat, or put it back in its original factory condition with parts and gear from HunterOwners.com. SailboatOwners.com, 605 NW 53rd Avenue, Gainesville, FL, 32609. 877-932-7245 M-F 10am - 4pm Eastern time. HunterOwners.com store.
1994 Hunter Hunter 19, This is a 1994 Hunter 19 sailboat. It has the water ballast and swing keel system which makes it easy to trailer. ... Kemah, Texas Description: •35.7 ft sloop rigged sailboat, beam 11.1.ft, draft 4ft 11inch •1980 Offshore model •Fiberglass •Fin Keel •80 gal water tank •12 gal diesel fuel •Doc. #: 633681 ...
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Catalina 16.5. jlodrummer. Catalina Yachts are synonymous with bigger boats but they have some great and smaller boats too such as Catalina 16.5. This is one of the best small sailboats that are ideal for family outings given that it has a big and roomy cockpit, as well as a large storage locker.
In 1973, the first Hunter sailboat was launched. This was the HUNTER 25, designed by John Cherubini. This boat, as well as may models that followed were extremely well received. Hunter Marine soon became a major force in the sailboat industry. ... HUNTER 20: 19.67 ft / 6.00 m: 1983: HUNTER 212: 21.00 ft / 6.40 m: 1996: HUNTER 216: 21.50 ft / 6. ...
What About a Hunter 19 ('93 - "96)? Wondering about this boat? Anyone have any thoughts? Craig. Sailing. Boats. Hunter Sailboats. Sail Boats. Boat Building. Sailboats. Charles Archer. ... About the HUNTER 212 sailboat / tomazdus. Sailing. Savannah Georgia. Hen. Savannah. Savannah Chat. Georgia. Bay Hen 21 sailboat for sale. Bay Hen 21, 1988 ...
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2007. 17'. $ 5,800. The Hunter 170's fantastic open transom design allows for super easy land or water access to the cockpit. The canvas cuddy forward unsnaps for easy bow access. The extraordinary seven foot beam keeps you stable, with seating for six in the clean and clutter-free cockpit. With a large main and small ….
Here are a few listings we think you might like based on your search. 2008 Sea Hunt 19BX. $13,900. Port Charlotte, FL 33953 | Ingman Marine. Request Info. 2014 Sea Hunt BX 20 BR. $34,900. $309/mo*. Yorktown, VA 23692 | Legasea Marine.