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yachts docked in sag harbor

The new Coastal Cat ships from ACL will dock in Sag Harbor seven times from May to October. (Photo courtesy of American Cruise Lines)

Folks in Sag Harbor are used to seeing giant building-sized yachts docked along the wharf, but this year, there’s a new boat in town.

Starting in May, the U.S.-based American Cruise Lines began their newest water tour, the Yankee Seaports Cruise. The eight day, seven night trek starts in Boston, stops in the New York City and winds it way down the south shore of Long Island with an overnight stop in Sag Harbor. 

“Ships dock in the heart of each destination, and they can tender in or dock there so our guests can walk into town, just like from a private boat or ferry,” says Alexa Paolella, a representative from ACL. “ACL introduced 10 new river boats [recently] — authentic paddle wheelers and the coastal boats. All have 100% outward facing state rooms. The whole style is meant to be comfortable like a floating boutique hotel to go and enjoy the ports.”

According to Paolella, the average size of each double state room is 350 square feet for a double state room, and the boat is fully handicap accessible and offers elevators to access docks when in port. 

yachts docked in sag harbor

The common complaints about cruises, of course, from people who live in the areas of port are that the boats and their guests take more than they give. What seems to be the positive about ACL’s modus operandi is cruisers here tend to be seekers of experiences. The boats, for instance, don’t do the usual floating circus stuff. “There are no casinos, no swimming pools, no Cirque du Soleil,” says Paolella, citing intimate musical performances and lectures about the boats’ destinations. “We had a Mark Twain expert, for instance, on the Mississippi cruise,” she says. 

They also partner with businesses in each port to create a more symbiotic relationship between the cruising company and each town, as well as a better experience for their guests. 

“Guests can do what they want – it is an all-inclusive cruise on board, with food, drink and activities – however, guests often eat in the local restaurants in port because they have more time in every port,” she says. “On shore activities are included, too, and we also arrange extra excursions that are extra with a local company, like a fishing charter.”

yachts docked in sag harbor

When in Sag Harbor, the Yankee Seaport’s activities will include:

  • A behind-the-scenes experience at Bay Street Theater
  • Local wine tasting with our Long Island wineries and local experts 
  • A docent-guided visit to Sag Harbor Cinema, including a screening, view of current exhibitions, a cocktail in the Green Room, and swag bag.
  • A visit to Kidd Squid Brewing for a beer tasting and take-away four-pack 
  • A Sag Harbor Historical Exploration, including a personal guided tour of the Annie Cooper Boyd House, Custom House and Whaling Museum.

ACL is the only cruise line in the world that has a 100% U.S. flagged fleet of river boats and small cruise ships, all well under 200 passengers, offering a multitude of itineraries around the country, covering coastal treks like the Yankee Seaport Cruise here as well as other East Coast-rimming destinations like Newport, Rhode Island, coastal Maine, and Nantucket to water bodies like the Hudson River, Chesapeake Bay, the Columbia and Snake Rivers and the Puget Sound among others. 

“No one else can sail these itineraries; only companies that have U.S. flagged small ships and riverboats, and that’s just us. The others can’t go where we go,” says Paolella.  

The Yankee Seaport Cruise will run from May through October, there will be seven cruises that visit Sag Harbor.  Click here for information . The next Sag. Harbor port stop is Tuesday, May 28.

Amy Zavatto is the Editor-in-Chief for southforker, northforker and Long Island Wine Press. She's a wine, spirits, and food journalist whose work appears in Wine Enthusiast, InsideHook.com, MarthaStewart.com, the New York Post, Liquor.com, SevenFifty Daily, Imbibe, Men’s Journal and many others. She's the author of The Big Book of Bourbon Cocktails, Prosecco Made Me Do It: 60 Seriously Sparkling Cocktails, Forager’s Cocktails: Botanical Mixology with Fresh, Natural Ingredients, and The Architecture of the Cocktail. She is a respected judge for the American Craft Spirits Association’s annual small-production spirits competition, and has moderated numerous panels on the topics of wine, spirits, cocktails, and regional foodways. She is the former Deputy Editor for the regional celebratory publications, Edible Manhattan and Edible Brooklyn, as well as the former Executive Director of the Long Island Merlot Alliance. She is a member of the New York chapter of the international organization of women leaders in food, wine, and spirits, Les Dames d’Escoffier. The proud daughter of a butcher, Amy is originally from Shelter Island, N.Y., where she developed a deep respect for the East End’s natural beauty and the importance of preserving and celebrating it and its people.

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yachts docked in sag harbor

Boating Destination

Boating in sag harbor, new york, the charming "unhamptons".

Sag Harbor is a small, pretty town near the Hamptons. Although the location of some of the most expensive real estate in the country, this sea-side town prides itself on being outstandingly “unhamptons.” With an extensive whaling and literary history, Sag Harbor has distinctive appeal from the wealth and glamor often associated with the Hamptons. Popular with celebrities and devoted locals alike, this destination maintains a charming, vibrant atmosphere.

Adorned with Victorian manors, cottages, homes of early colonists, and Greek revival houses that belonged to wealthy whaling captains, Sag Harbor’s history remains intact among the addition of multi million dollar renovations and showier homes. Walk along Main Street and find boutiques, galleries, and exquisite dining options. Enjoy a sit down meal at 63 Page at Main for Sag Harbor’s specialty, oysters.

Sag Harbor is home to quirky traditions lacking in other Hampton sites. Celebrating its maritime history and place in Herman Melville’s classic Moby Dick , the town has hosted the Moby Dick Marathon every year since 1983. Over one weekend, different sections of the book are read in various locations around town.

Other highlights include beaches, golf courses, and wineries. Be amazed by the best of off-Broadway with a performance at Bay Street Theatre or kayak around the Clinton’s old stomping grounds at Georgica Pond. At night, bars and electric nightclubs come alive.

Where To Dock

yachts docked in sag harbor

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yachts docked in sag harbor

The Hamptons, N.Y.

The Hamptons is a unique amalgamation of seaside hamlets and villages, surrounded by white sand beaches with dramatic dunes. Old World charm peacefully coexists with upscale glitz, producing some of most expensive ZIP codes in America. Land that once grew potatoes now yields grapes for vineyards such as Martha Clara, Duck Walk and Channing Daughters Wine. Its golf courses are first-rate and local restaurants draw some of the world's top chefs.

‍ Eating: There's an abundance of fine eateries, including Bistro Ete, Tutto Il Giorno and Nick & Toni's. Easy-going vibe is found at Almond, Vine Street Café, Citta Nuova, Canal Café and Bostwick's Chowder House.

‍ Docking: On Three Mile Harbor, Halsey's Marina offers space for yachts up to 75 feet and clubhouse access along this quiet, picturesque marina basin. Neighboring Gardiner's Marina can accommodate yachts up to 105 feet.

Sag Harbor, N.Y.

Sag Harbor has morphed from a 19th century whaling port to a lively destination. Quaint cottages and Victorian manors line the streets next to boutiques, galleries and many of the region's best restaurants. The cool waters that surround pristine beaches create an ideal climate for growing crisp, briny oysters. As the hub of dining and nightlife, you'll find a plethora of going out options, from trendy nightclubs and intimate lounges to cigar bars and lazy-day dock bars.

‍ Eating: High-end restaurant recommendations: The American Hotel, Dopo la Spiaggia and Page at 63 Main. Casual spots where locals like to eat include Il Capuccino, Dockside Bar & Grill, Corner Bar, Dock House Restaurant & Fish Market, Wolffer Kitchen & Winery, and The Golden Pear Cafe.

‍ Docking: Near the historic village center, Sag Harbor Yacht Club provides berths for vessels up to 200 feet and fuel.

New York, N.Y.

In 2011, New York launched a 10-year plan to revitalize the city's 520 miles of shoreline. New waterfront developments are bringing the beach back to this urban island where skyscrapers loom in the background. Pier 25 Park on the Hudson River infuses the Lower West Side with outdoor fun including mini-golf, volleyball, skate park and landscaped green areas. Governor's Island, a former military base, has been converted into an historic site and recreation area with bike paths, ballfields, outdoor concerts, sculptures and a grove of red hammocks for relaxing. You'll find lots of new boutiques, bars and great places to eat near the water without cruising into Midtown's sea of humanity.

‍ Eating: Upscale choices: Del Posto, Morimoto, Buddakan, The Park and Old Homestead Steakhouse. Casual digs: Chelsea Ristorante Italiano and White Horse Tavern.

‍ Docking: Located on the Hudson River, vessels up to 350 feet can tie up at MarineMax at Chelsea Piers . Access New York's ultimate playground including Chelsea Piers Fitness, offering everything from an indoor pool and track to ice rink and soccer fields.

Atlantic City, N.J.

The four-mile long boardwalk is America's first seaside promenade and the lifeline to entertainment in this high rollers' heaven, where you come across everything from saltwater taffy to blackjack tables. The Playground offers high-end shopping, from Burberry to Louis Vuitton and a water show of dancing fountains. The revitalized Marina District is a beacon of nightlife centered on resorts such as Harrah's Resort Atlantic City, The Borgata Hotel Casino & Spa and the luxurious boutique Water Club Hotel. Nearby are iconic attractions including the Monopoly Monument (a giant version of the board game) and Lucy the Elephant (a 65-ton building erected in 1881 in the shape of an elephant).

‍ Eating: Restaurant recommendations are Vic & Anthony's Steakhouse, Chart House, The Deck Bayfront Bar & Restaurant, Lillie's Asian Cuisine, Grotto Ristorante, Dock's Oyster House, Izakaya and Atlantic City Bar & Grill.

‍ Docking: Senator Frank S. Farley State Marina at Golden Nugget Atlantic City Resort has dockage for vessels up to 300 feet, as well as 630 floating slips and ValvTect fuel.

Baltimore, Md.

Museums, thriving arts districts, lively neighborhoods and rich maritime history blend together to create Charm City. Harbor East Marina and Baltimore Inner Harbor Marina are set in prime locations within walking distance of Little Italy, Inner Harbor and Fells Point (a spirited historic district packed with 18th-century buildings, cobblestone streets, hopping restaurants and waterfront bars). While docked, make sure to visit Harbor East, an emerging bayside area with fine dining and ritzy hotels. Savor crab cakes dusted with Old Bay Seasoning at Phillips Seafood or pick steamed Maryland Crabs at Bo Brooks Restaurant.

‍ Eating: Upscale eateries: Charleston Restaurant, Rec Pier Chop House at the Pendry, Ouzo Bay Greek Kouzina, Chingiale Restaurant and La Scala. Casual cuisine: Little Havana, Roy's Hawaiian Fusion, Thames Street Oyster House and Ryleigh's Oyster in Federal Hill. Grab a brew with the locals at Cat's Eye Pub.

‍ Docking: Baltimore's Inner Harbor is home to revamped Harbor East Marina with proximity to the city's finest retailers. Yachts up to 200 feet can be accommodated. Baltimore Inner Harbor Marina offers fuel and dockage for vessels up to 350 feet. With floating docks and a health club, Baltimore Lighthouse Point Marina offers fuel and dockage for vessels up to 350 feet. Tidewater Yacht Service , located in the growing Port Covington area of Baltimore, is a full service boat repair and service center with dockage for yachts up to 200 feet (18-foot dock depth).

Annapolis, Md.

Annapolis is steeped in rich Colonial and maritime heritage that attracts hoards of history buffs who get to relish its graceful charm. A trail of unique boutiques and eateries lead from the governor's mansion down the hill to the City Dock where boats of all shapes and sizes bob in the water. Across Spa Creek Bridge is Eastport, a charming seaside community that once prospered from the ship-building industry. Today its narrow streets are lined with vintage houses and local watering holes.

‍ Eating: Fine dining: Harry Browne's, Osteria 177 and O'Leary's Restaurant. Local seafood and casual fare: Boatyard Bar & Grill, Middleton Tavern, McGarvey's Saloon & Oyster Bar, and The Point. For steamed crabs, visit Jimmy Cantler's. Toss back a few with local sailors at Davis' Pub.

‍ Docking: Annapolis Yacht Basin accommodates yachts up to 240 feet and includes three deep-water face docks and five high-speed fuel pumps. Also, Horn Point Harbor on Back Creek in Eastport is an ideal stop with easy access to the Chesapeake Bay.

St. Michaels, Md.

St. Michaels is one of the loveliest local harbors thanks to Victorian homes, historic churches and sites, and specialty shops. The Chesapeake Bay Maritime Museum presents regional history through interactive exhibits. Quench your thirst with Lyon Distilling Co.'s small-batch rum and whiskey or Eastern Shore Brewery's craft beer. The Inn at Perry Cabin offers an elegant retreat with a spa that will gently rub away your worries.

‍ Eating: Upscale restaurants include Limoncello, Bistro St. Michaels and Stars at the Inn at Perry Cabin. Relaxed waterfront atmosphere: Harbourside Grill and Lighthouse Oyster Bar & Grill. For crabs, go to St. Michaels Crab & Steak House; for fresh oysters, visit Awful Arthur's Seafood Co. Toast a memorable waterfront sunset with cocktails at Foxy's Harbor Grille.

‍ Docking: St. Michaels Marina hosts two main piers totaling more than 300 feet to accommodate large yachts. The marina recently rolled out its Yacht Butler service to provide a wide range of personalized services to visitors.

Washington, DC

For decades, DC has been committed to sprucing up its waterfront. National Harbor was the first new venture with 100+ shops, restaurants and hotels. Next for restoration was the Navy Yard, which has packed the streets between the Nationals' baseball stadium and U.S. Navy Museum with restaurants, bars, a brewery and winery, and a pedestrian trail along the Anacostia River. At The Wharf, development for Phase 1 is complete along the Potomac River, retaining the beloved Maine Avenue Fish Market but adding hip music venues, pubs, restaurants, boutiques, an indie bookstore and more all in walking distance to Smithsonian museums and monuments.

‍ Eating: At The Wharf, fine dining favorites are Del Mar de Fabio Trabocchi and Requin; casual fare includes Hank's Oyster Bar and Kirwan's Irish Pub. Navy Yard upscale eateries include Whaley's and Osteria Morini; relaxed food is served at Salt Line and Blue Jacket Arsenal Brewery. National Harbor high-end cuisine: Fish by José Andrés and Bond 45; casual meals: Walrus & Oyster Ale House.

‍ Docking: The Wharf Gangplank Marina offers floating docks and piers to host vessels up 125 feet. The Yards Marina offers alongside dockage up to 120 feet and concrete floating docks. National Harbor Marina has space for yachts up to 200 feet, along with floating docks and fuel.

ACTIVITIES IN MID-ATLANTIC

The High Line, New York, N.Y.

‍ This magnificent example of urban landscape architecture takes you above the streets of Manhattan's West Side on an old elevated freight rail line through a public park filled with thousands of gorgeous flowers, trees and sculptures, while offering unforgettable views of the Hudson River.

‍ Tribeca Film Festival, New York, N.Y.

‍ Co-founded by Robert De Niro, the week-long event holds screenings, lectures and interviews with the movie industry's A-list and newcomers to showcase the latest documentaries, features and short films (April 18-29, 2018). ‍

Shinnecock Hills Golf Club, Southampton, N.Y.

‍ As the oldest incorporated golf club and one of the five founding members of the United States Golf Association, Shinnecock makes the most of the region's natural topography. The private golf club is hosting the U.S. Open Championships this year.

‍ National Aquarium, Baltimore, M.D.

‍ This outstanding marine life sanctuary holds 20,000 different animals from bullfrogs, clownfish and seahorses to crocodiles, stingrays and sharks. Special exhibits of coral reefs, rainforests, jellyfish invasions, extreme Australian wildlife and daily life of dolphins are interactive and engaging.

‍ 2018 Major League Baseball All-Star Game, Washington, D.C.

‍ Bringing the top talent from the American and National League, the 2018 Major League Baseball All-Star Game is set to take place at Nationals Park this summer (July 17, 2018).

‍ The Great Chesapeake Balloon & Wine Festival, Easton, M.D.

‍ For three days on Maryland's Eastern Shore you can watch a flotilla of hot air balloons soar up into the sky. Located in the town of Cordova at the Triple Creek Winery, you can sip a chardonnay, listen to bands and take a tethered balloon ride (Aug. 3-5, 2018).

‍ Antique & Classic Boat Festival, St. Michaels, M.D.

‍ Hosted by Chesapeake Bay Maritime Museum, the Chesapeake Bay's finest classic boats, national and maritime treasures and entertainment combine to exhibit at this waterfront festival (June 15-17, 2018). ‍

District Winery, Washington, D.C.

‍ At this newcomer to the Navy Yards, you can take a tour through the metal tanks and wooden casks to observe the process from vine to bottle with grapes grown across the nation. Pick your favorite of its seven wines.

‍ Arena Stage, Washington, D.C.

‍ In 1950, Arena Stage put on its first show in an old movie house and later moved to the gymnasium of the former Heurich Brewery. Today its home is across the street from The Wharf in a renovated performing arts complex. DC's local cultural treasure is a pioneer in regional theater and continues to produce plays by American writers.

‍ D.C. Jazz Festival, Washington, D.C.

‍ This festival presents the jazz world's most acclaimed artists to emerging talent from around the country and DC metro area. The schedule is filled with 125 performances and 40 venues (June 8-17, 2018).

yachts docked in sag harbor

Our summer boating season has begun! My husband Rick and I cruise on Artemis, our Offshore 54 Pilothouse, which we purchased in Ft. Lauderdale in 2014 with plans of completing the Great Loop over a three-year period. Last year was our first year cruising and it consisted of four legs beginning in Ft. Lauderdale in March and ending in the Chesapeake Bay by September.

For the 2015 summer season, we will be working our way north from the Chesapeake Bay, taking a detour from the Great Loop, toward Maine then back to the Hudson River, finishing the season in Winter Harbor, N.Y. I am looking forward to New York City, the Boston Harbor for 4th of July, Acadia National Park and then The U.S. Open in Flushing Meadows, N.Y.

We left from Pleasure Cove Marina in Pasadena, Md., in mid-May. They stored and maintained our boat for the winter and they prepped her for departure. Their team was great to work with and handled our punch list perfectly.

Our son Brian and his wife Amanda hopped aboard for our first leg from Pasadena to the C&D Canal. This manmade canal is busy with commercial barges, but is also pleasure boater friendly. In Chesapeake City, we docked at Schaefer's Canal House with side-tie along the banks of the canal. The marina had full accommodations along with live music and delicious traditional Maryland fare, consisting of delicious crab pasta and local oysters on the half shell.

Today we cruised from Chesapeake City, continuing through the C&D Canal. The Canal dropped us into the Delaware Bay, where we continued to South Jersey Marina in Cape May, N.J. about a six-hour excursion. This marina offered full boat services, a shuttle to town and excellent suggestions for dining and taking in the charm of this historic community. We walked the town center, stopping for drinks at a local watering hole called the Ugly Mug, then had an amazing dinner at the Marion Inn, known for its prime rib.

Departing at 8:45 a.m., we headed offshore and ran directly north for three hours, 39 nautical miles to Atlantic City. We arrived just in time to place our bets for American Pharoah running in the 140th Preakness Stakes. We tied up right in front of the casino at the Golden Nugget Marina where marina guests can access all of the hotel amenities. We took a quick cab ride to the Atlantic City Boardwalk to take in all of the sights and sounds that it has to offer. In the evening, one of our other sons Anthony joined us for a lovely dockside family dinner at Chart House Seafood Restaurant. Atlantic City lived up to its colorful reputation as all three kids came back to the boat with stories of cold dice and empty wallets.

Leaving Atlantic City, we cruised north on the Atlantic, three miles off the Jersey Shore toward Manasquan, N.J. We docked at Hoffman's Marina, a full service marina, offering high-speed fuel pumps and clean restroom facilities. Rick and I took a three-mile walk around the small and sleepy commuter town that was filled with new Victorian-style homes that were rebuilt after Hurricane Sandy. Dinner that evening was delicious at the onsite marina restaurant, Waypoint 622. Rick enjoyed the house specialty, pork chops with clams and sausage in a tomato broth.

We were met by four-to-six foot swells and heavy fog during our departure from Hoffman's Marina. It took about four hours to go 44 nautical miles to reach the New York Harbor. But once we went under the Verrazano Bridge and were in sight of the Statue of Liberty and the Manhattan skyline, pride and patriotism filled us and all thoughts of the rough crossing were forgotten. Also, standing majestically in the overcast sky was the new World Trade Tower. We continued up the Hudson River to see Manhattan Island by water before turning back and arriving at Liberty Landing Marina in Jersey City, N.J. It was the perfect location to catch the ferry to Manhattan. After a pleasant stroll viewing all the sites, Rick and I dined in the Financial District at Delmonico Restaurant, known for its power dinners for Wall Street's elite.

Waking up and seeing New York City through the windshield of Artemis was quite a sight to take in. We headed up the East River passing all the major tourist sites of Manhattan on our port side and Brooklyn on our starboard side. With only an occasional tugboat and barge, the channel was clear for cruising. Artemis cruised steadily to Oyster Bay on the Long Island Sound. The scenery changed dramatically from cityscape to forested regal mansion estates. We were now entering Great Gatsby country.

Oyster Bay Marine Center was exactly what East Coast boating should be. Beautiful classic sailing vessels dotted the bay. We docked Artemis next to the famous ketch Knickerbocker, a 117-foot luxury yacht named after the owners of the NBA Knicks. To our starboard we had a 57-foot commuter yacht Vendetta, which has been featured in several yachting magazines, as the reincarnation of the Vanderbilt, Whitney and Pulitzer families mode of commuting to lower Manhattan in the 1920s and '30s. Oh, but I failed to give you a hint, its owner is the Piano Man.

We took a dingy ride around Oyster Bay to take in the beautiful landscape and manicured estates before walking a quick quarter mile into a darling seaport village. We ate dinner at a local favorite, Jack Halyards Tavern, that offered a delicious sushi bar with live music.

Tomorrow we depart for Sag Harbor and then on to Block Island for the weekend. Look for us on the waterways as we cruise toward Maine this summer!

yachts docked in sag harbor

Cruising the Chesapeake Bay & Long Island South Towards Maine

Welcome Aboard! We departed from our homeport in Vero Beach, Fla., headed north to Maine aboard our 78' Ocean Alexander, Rhythm 'n Blues. This journey took us to many ports of call, traveling over 5,500 nautical miles from Florida to Maine and back. The daunting task of making all of these marina reservations was made easy with the help from the Marinalife staff. The length of this cruise created a new rhythm for us which leads to the boat's name, Rhythm 'n Blues. Now hop aboard as we take you through our journey from the Chesapeake Bay to Maine.

Part 1 Chesapeake Bay

This was one of the highlights of our trip. College friends who were married the same year as us joined us for our 35th anniversary cruise through the Chesapeake Bay. We made it our quest to find the best crab cakes on the bay. We began this leg of the trip at Bluewater Yachting Center in Hampton, Va., The surf rider restaurant was the first of our many crab cakes!The next day brought us to The Tides Inn in Irvington, Va., We biked to The Dog and Oyster Winery and had dinner and of course crab cakes at the Tides Inn Restaurant.

Zahniser's Yachting Center in Solomons Island, Md., was beautiful. We took the dinghy all around the island where the topography was so interesting with cliffs and lovely scenery. We enjoyed crab cakes at Stoney's Seafood House.

Oxford, Md., was one of our favorites places to explore! All of the quaint homes were in perfect condition. Many residents partner with local artists for a contest in which they paint a portion of the resident's white fence, better known as onion tops. We stayed at the Brewer Oxford Boat Yard & Marina and had crab cakes at Schooner's on the Creek.St. Michaels, Md., was another fun spot with lots of shops and restaurants. We docked at St. Michaels Marina, which was an easy walk to everything. We actually had two crab cake tastings: The Crab Claw Restaurant and St. Michaels Crab & Steakhouse.

Annapolis was bustling with energy! We stayed at Annapolis City Dock and we were in the thick of the action. it was fun exploring the Naval Academy and all of the shops and restaurants that align the streets. Steps away from the boat was the winning crab cake, located at Dock Street Bar & Grill!

We finished off the Chesapeake Bay with stops in Chestertown, Rock Hall and Georgetown before cruising through the C & D Canal toward Atlantic City, N.J. Then we made our way to the Big Apple for an extended stay.

Part 2 Long Island

New York City, or should I say the Big Apple, will rate up there as one of the most memorable days of our trip. Bringing the boat right up to the statue of Liberty was amazing. We wanted to sing God Bless America at the top of our lungs!

After a night at Danfords Hotel & Marina in Port Jefferson (locally known as Port Jeff), we traveled to Mitchell Park Marina in Greenport and on our way we passed Plum Island. For all of you Nelson DeMille fans (novelist) you will know exactly where we are. Mitchell Park Marina is located in town and we enjoyed a nice walk to Claudio's for dinner (a Greenport landmark the oldest family-owned restaurant in the United States since 1870). The next day we biked to Kontokosta Winery and did a wine tasting at this beautiful winery overlooking Long Island Sound. There are at least 50 vineyards in this region, and we have been surprised by the quality of the wines.

We left Greenport and had a short hour and a half ride to Sag Harbor, an upscale little town that is not far from the Hamptons with very nice shops and restaurants. We had lunch at Page Restaurant and enjoyed the very good grilled octopus!

Our final stop on Long Island was Montauk. Montauk Yacht Club is very nice with two pools, restaurants, a beach and a spa. After watching the sunset, we were greeted with a supermoon.

Part 3 Rhode Island to Maine

Newport, R.I. is a city steeped in history and architecture. We docked at Newport Harbor Hotel & Marina and toured two of the Summer Cottages as they are called. The Cliff Walk was a wonderful winding walk that follows the coastline for 3 1/2 miles. Seeing the cliffs and the water crashing onto the rocks was quite a thrill!

We were happy that we docked at The Black Dog Wharf because Martha's Vineyard has a nice historic streets with shops and a few restaurants.Nantucket, Mass., has wonderful walking and bike paths throughout the entire island. We loved seeing the residential area with the immaculately restored homes on the cobblestone streets. The yards are lush and manicured with an abundant amount of hydrangeas in every color imaginable! We docked at Nantucket Boat Basin.

In Boston, we stayed at Constitution Marina located on Boston Harbor conveniently situated on the Freedom Trail. Boston Commons is unique with the swan boats and Newbury Street, the historic high-end shopping district with lots of outdoor cafes. We took the dinghy down the Charles River. It was the first time we have ever done locks in a dinghy! From the water we saw Harvard, Boston University and MIT.

We left Boston and headed to Newburyport, Mass., a wonderful little town. Arriving during their big Yankee Homecoming Festival, the streets were lined with white tents and the park had concerts during the day and fireworks at night. We tied up at Newburyport Harbor Marina and had delightful dinner at Ceia Kitchen Bar a small European restaurant.

The next day we headed to Boothbay, Maine. On our way we saw a water spout and, wouldn't you know, it was a whale! To be so close to such a huge creature was awe inspiring! The scenery and temperatures changed quite a bit as we made our way into the harbor. It was absolutely beautiful!

You know you have entered Maine when you can walk across the water on lobster trap buoys. It requires major maneuvering skills to make your way through the waterways and harbors. We took the dinghy out the next day to the town of Bath. Again, another amazing day of beautiful scenery spotting seals on our journey. The dockmaster asked us where we had gone and when we told him Bath, he said, "You took that little dinghy through Hells Gate, that's adventurous!" (I guess that's what they call that section of 6-knot rapids that we had to go through!)

We were in Rockland, Maine for a few days. We were able to dinghy over to Rockport (not to be confused withRockland) and also to Owl's Head Point. Very beautiful coastal countryside. Lots of art galleries for visitors to explore in Rockland.

We finally arrived to Bar Harbor, Maine and met our daughter Stephanie and her husband John. They hiked Precipice which is the most difficult hike in all of Acadia National Park. My wife and I had already hiked Precipice 20 years ago so we had our bragging rights! The guidebook says climbers should expect an experience physically strenuous and mentally stimulating. We decided that might be too tiring. The next day we all hiked Acadia Mountain together, which the guidebook called moderately strenuous. Let's just say their definition of moderate is a little different from Kristi's!

yachts docked in sag harbor

NEW YORK CITY bagels, New England clam bake, Boston cream pies, Maine lobster rolls, maple syrup, johnnycakes, baked beans, seafood chowder, coffee milk, whoopie pies and blueberry everything who needs more reasons to spend time in the Northeast?Aside from the amazing cuisine and the obvious historical significance, there are many more incentives to visit. The diversity of culture and terrain, the changing seasons, the world's most dynamic cities surrounded by small villages striking in their simplicity all invite deeper exploration.Yachts escaping the southern heat, port-hop during the summer months between popular tourist spots and secluded anchorages along the coastline. From New York City to Bar Harbor, enjoy shopping, dining, sightseeing and breezy nights along the way.We put together an itinerary of destinations, with many top-notch marinas and facilities that can accommodate large yachts (more than 80 feet). Enjoy cruising the Northeast this summer!

The pages of a thesaurus would be worn ragged finding enough adjectives to describe New York City. It's anything and everything and no specific thing. Any description will be passé by the next day in this dynamic environment, especially when it comes to restaurants. The variation in dining is staggering, and over the last few years the restaurant scene has undergone a seismic shift as Old World giants give way to more accessible food in casual atmospheres.Dockage is available in Manhattan at MarineMax at Chelsea Pier for vessels up to 320 feet (18-foot dock depth) or North Cove Marina, offering eight megayacht berths for vessels up to 175 feet (18-foot dock depth). Across the Hudson River in Jersey City is Liberty Landing Marina, accommodating vessels up to 200 feet (12-foot dock depth), and Newport Yacht Club and Marina which offers 12 berths for vessels up to 180 feet (10-foot dock depth).

The Hamptons Sag Harbor, N.Y.

Within easy access from the cacophony of Manhattan are the world-class beaches, seaside restaurants and upscale atmosphere of Long Island's Hamptons. En route, Brewer Capri Marina (can accommodate up to 150 feet) offers a great stop-over in beautiful Port Washington on the Long Island Sound. Farther east, Hamptons villages such as Sag Harbor, Southampton, and East Hampton offer not only favorite seaside resorts but some of the most luxurious and expensive real estate properties in the nation.A historic whaling town, Sag Harbor prides itself on being unHamptons. The Sag Harbor Whaling & Historical Museum promotes the area's rich culture. Foster Beach on Noyack Bay is a great place to unwind after a long day of fishing, clamming, or paddle-boarding in the harbor. Dockage is available at Sag Harbor Yacht Club for vessels up to 200 feet (12-foot dock depth), which is walking distance to town. There is an abundance of restaurants nearby, including the American Hotel, the Corner Bar, Dockside Bar & Grill, Nello Summertimes, and Cittanuova.

Newport, R.I.

The site of world-class festivals music, seafood, tennis, polo and more. Steven Sullivan, a retired mega yacht captain and the manager of Newport Marina on Lee's Wharf, says docking in the city is a bargain given how much there is to see and do. Visit Cliff Walk, the 3.5-mile path that traces the edge of the sea, the famous mansions of the Gilded Age, and the storied Tennis Hall of Fame. Explore the Coastal Wine Trail, or visit Rhode Island's only operating rum distillery before dining on dishes made from ingredients from local farmers, foragers and fishermen at such places as Midtown Oyster Bar, Brick Alley Pub & Restaurant, Tallulah on Thames, and Pasta Beach.Dockage is available right in the heart of town at either Newport Marina accommodating vessels up to 140 feet (9-foot dock depth) or Newport Yachting Center for vessels up to 180 feet (22-foot dock depth).

Nantucket, Mass.

Nantucket is noted for its dune-backed beaches and stunning shingled buildings. Steepled churches, designer boutiques and phenomenal eateries line the cobblestone streets and old wharves. Visiting yachts have many restaurant options, such as CRU and Slip 14.The centrally located Nantucket Boat Basin can handle boats up to 300 feet (12-foot dock depth). Grab a bicycle to explore the island or catch a cab to visit Cisco Brewers, Triple Eight Distillery and Nantucket Vineyard. Rent a 4x4 SUV for an off-road adventure along the 16 miles of sand roads and beach at Coskata Coatue Wildlife Refuge. En route to Provincetown, stop in Hyannis, Mass. at Hyannis Marina which can handle yachts up to 200 feet and is located within walking distance to town.

Provincetown, Mass.

Located on the outermost tip of Cape Cod, Provincetown is a vibrant oceanfront community with walkable dunes and a thriving arts scene. Many stores offer exquisite, locally hand-crafted merchandise and unique finds acquired during winter buying trips. Stop for coffee and a homemade treat at the Wild Puppy, an award-winning European style espresso cafe, then head for the museum commemorating the pirate ship Whydah, which wrecked off the coast in 1717 with the riches from 50 plundered ships.In the center of town is Provincetown Marina, now open under new ownership, offering 60 slips for vessels up to 300 feet (15-foot dock depth), along with Long Point Marina accommodating vessels up to 140 feet.

Boston, Mass.

Founded in 1630, Boston is a fascinating city where the historic and the futuristic are in ongoing conversations. Skyscrapers meet cobblestone streets, and the historic Freedom Trail passes trendy hotspots. The dining scene is equally eclectic, with ethnic eateries and traditional New England fare in abundance. Each neighborhood has its own unique character. Back Bay's ornate Victorian townhouses are a short distance from the college vibe of Cambridge and the narrow 17th-century North End streets, where red checkered tablecloths magically appear for Sunday sidewalk suppers.Constitution Marina on the Charles River accepts vessels up to 150 feet (20-foot dock depth), along with Charlestown Marina, handling yachts up to 500 feet (15-foot dock depth). Another option is Boston Yacht Haven, located in Boston's historic North End, which has dockage available for vessels up to 225 feet (25-foot dock depth).

Portland, Maine

Boasting more coastline than California, Maine deserves several stops over an extended period. The classic seacoast town of Portland has a cosmopolitan edge with museums, galleries, and the charming Old Port district. Historic buildings have been revitalized into boutiques, brewpubs and restaurants. Portland was recently voted America's Foodiest Small Town by Bon Appetit magazine. Try Boone's Fish House & Oyster Room, Liquid Riot Bottling Company, or David's Opus Ten. Dockage is available at DiMillo's Old Port Marina offering fuel and accommodating vessels up to 250 feet (25-foot dock depth).

Boothbay Harbor, Maine

With its stunning rocky coastline and quaint seaside village, Boothbay Harbor characterizes Maine's mid-coast. An abundance of mom-and-pop style stores and restaurants preserve the destination's small town charm. Discover excellent clam chowder, lobster stew, ice cream, chocolate oose (yes, moose) and salt water taffy. Some of the best can be found at the Lobster Dock.Hop on a harbor tour to explore nearby islands and have close encounters with puffins, seals and whales, or take to the water by kayak. The Maine State Aquarium and Boothbay Railway Village are both crowd pleasers.Located on the quiet side of the harbor within walking distance of downtown, Hodgdon Marina provides 750 linear feet of space on their new pier, (8 to 18-foot dock depth). Their service yard can haul boats up to 170 feet.

Mt. Desert Island, Maine

The mountains truly do meet the sea at Mt. Desert Island (MDI), one of the most spectacular settings on the entire East Coast. It's best known for Acadia National Park, the second most-visited national park in the U.S., with a landscape marked by woodlands, rocky beaches and glacierscoured granite peaks. Bar Harbor is the center of activity for visitors with its myriad shops and taverns. Check out Cabbage Island Clambakes, Bet's Famous Fish Fry, and Dunton's Doghouse.Dockage is available at Harborside Hotel, Spa and Marina for vessels up to 165 feet (9-foot dock depth). Northeast Harbor is a quiet enclave of the rich and famous and home to Northeast Harbor Marina (12-foot dock depth). Southwest Harbor, a town on the quiet side of the island, has maintained its maritime heritage and is home to Dysart's Great Harbor Marina, with slips for vessels up to 180 feet (15-foot dock depth). mlService Centers for Large Yachts

  • Hodgdon Yacht Services, Boothbay Harbor, Maine -New England's largest full service marine company offering maintenance, repair & refit for super yachts.
  • Journey's End Marina, Rockland, Maine - This full-service facility can accommodate yachts up to 275 feet (16-foot dock depth) and can facilitate service on systems for large yachts.

27 Of The Best Things To Do In Sag Harbor, New York

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The Hamptons’ most charming and laid-back spot is definitely the village of Sag Harbor. It’s often described as “family-friendly” or the “least ‘Hampton-y’ of the Hamptons.”

Either way, it’s clear the hamlet has managed to hold on to a distinctive charm amid regular Hamptons hoopla.

Established in the early 1700’s and located on the north end of Suffolk County’s South Fork, this one-time whaling port has a rich history evident still today.

I spent a year living in Sag Harbor, and regularly return to visit family. If you’re planning a visit and are unsure what to do, I’ve listed out some of my favorites below.

Read on for the top things to do in Sag Harbor, New York!

sag harbor yacht yard new york the hamptons boats

Table of Contents

The Best Things To Do In Sag Harbor, New York

  • Sag Harbor Whaling & Historical Museum 

The Sag Harbor Whaling & Historical Museum is dedicated to the whaling industry which shaped the town’s past. Sag Harbor was once one of the largest whaling ports in the United States. In fact, the town is even mentioned in Herman Melville’s famed book, Moby Dick .

Here you’ll find artifacts of the area’s history and the largest collection of whaling equipment in the state of New York.

The museum is located in a beautiful 1845 home once owned by whaling ship owner Benjamin Huntting II. It’s just steps from the Main Street area, making it very easy to visit.

Tip: If you enjoy museums and historical buildings, be sure to also check out the Sag Harbor Historical Society or the Custom House Museum. Both are located just steps from the Sag Harbor Whaling & Historical Museum.

Check Out The Yachts From Long Wharf In Sag Harbor Yacht Yard

The calm waters of Sag Harbor Bay make for a great spot to dock boats.

Sag Harbor Yacht Yard was first established in 1797 as Rysam’s Boat Yard and originally served as a fishing and, you guessed it, whaling port. Today it’s more known for mega yachts and sailboats which can be spotted here all summer.  

Long Wharf is centrally located in the village, just steps from lively restaurants and excellent boutique shops, making it one of the favorite things to do in Sag Harbor. It’s also a fantastic spot to watch the sunset!

While you can stroll the harbor any time of year, the boats are best from May through September.

Grab some ice cream from Big Olaf’s while you walk the waterfront. It’s cash only and the line gets long but it’s worth the wait!

yachts sunset sag harbor yacht yard new york the hamptons

Charter A Sailboat

Interested in chartering a boat yourself? 

While visiting the east end of Long Island enjoy a catamaran, sailboat, or yacht with friends. You can choose between touring the area or simply doing a quick sunset cruise. No matter how you hit the water a boat ride is definitely one of the best things to do in Sag Harbor. 

There are a number of charter options available through Sag Harbor Charters , American Beauty Cruises & Charters , and Sailacat .

If sailing lessons are more your speed, you’ll like Sag Harbor Sailing . 

sag harbor yacht yard sailboat boat tour sag harbor new york the hamptons

Explore The Village Of Sag Harbor 

One of the top things to do in Sag Harbor is to simply stroll Main Street and admire the historic buildings and homes.

The town has a picture-perfect Main Street adjacent to the waterfront. Imagine stylish boutique and antique shops mixed in with a supermarket, hardware store, and historic theater. Storefronts are lined with flowers and American flags, it’s all incredibly charming.

Historic Sites In Sag Harbor 

Sag Harbor has a ton of beautiful historic buildings, most within walking distance of each other.

While browsing the village, be sure to check out:

  • Sag Harbor Old Jail House
  • Broken Mast Monument 
  • Custom House 
  • Sag Harbor Library
  • The Windmill
  • The Old Whaler’s Church

historic home village of sag harbor new york the hamptons

Shop Main Street In Sag Harbor

While in the Village of Sag Harbor, many will find themselves shopping. Here, instead of designer brands, you’ll find more locally-owned and down to earth shops.

I particularly enjoy the women’s boutique shops and home decor stores in Sag Harbor.

Tip: If designer shopping is more your thing, head to the villages of East Hampton or Southampton. Both are just a few miles away and make for an easy day trip.

A few popular shops in Sag Harbor include:

  • The Wharf Shop
  • Fishers Home Furnishings
  • Sag Harbor Books
  • Onda Beauty 
  • Joey Wölffer
  • Sylvester & Co. Modern General
  • LoveShackFancy 
  • Faherty Sag Harbor
  • Flying Point

Additionally, keep an eye out for pop-up shops throughout Sag Harbor and the Hamptons. It’s common for big name brands to have summer-only shops throughout the area.

Vintage Shops & Antiquing

In general, the Hamptons are known for excellent antique shops, and Sag Harbor just so happens to be one of the best. I’m not talking musty hand-me-downs — think rare and lightly used instead. You never know what you’ll find here! 

With a mix of clothing, accessories, furniture, and home decor available, shopping for vintage gems will keep you very busy in Sag Harbor!

For the best antique and vintage shops in Sag Harbor, check out:

  • Black Swan Antiques 
  • Sage Street Antiques

black swan antiques antique shopping sag harbor new york the hamptons

Visit The Beach In Sag Harbor

Sag Harbor is located on the northern side of the South Fork, facing Noyack Bay. The beaches here are a bit rocky and are very calm compared to the nearby Atlantic coastline. 

The town’s main beach is Long Beach (or Foster Memorial Beach). It’s on a thin strip of land alongside a roadway connecting Noyack to North Haven.

This beach is perfect for families. The calm, warm water is always popular for kids and adults alike.

Tip: For true sandy beaches (and waves) you’ll want to head to the Atlantic shore. Popular oceanfront beaches near Sag Harbor are Sagg Main Beach, Cooper’s Beach, or Ditch Plains Beach. 

Note:  Many Hamptons beaches are free and open to the public, but beach parking is not free. Parking rules and rates are regularly changing. Before heading out, check out  Town of Southampton  for up-to-date and accurate parking information. If planning to visit Coppers Beach, head over to  Village of Southampton . Those without a car can walk, bike, or be dropped off at any public beach without needing a permit or paying a fee. 

Sea gull on shore of sandy beach with gentle waves and boat in background on cloudless summer day. Foster Memorial Beach (Long Beach) Sag Harbor, New York, The Hamptons.

Kayak Or Stand Up Paddle Board

One of the best things to do in Sag Harbor is kayak or stand up paddle board. This activity is great thanks to persistently calm waters surrounding the area. It’s a great work out and also a wonderful way to see a quieter side of the Hamptons.

If needed, check out Weekend Warrior Tours in Sag Harbor Village which offers full or half day rentals. 

Woman kayaking on calm inlet water from Sound, surrounded by green marsh-like grass and large trees on sunny summer day. North Haven, Sag Harbor, New York, The Hamptons.

Sag Harbor Cinema

Sag Harbor Cinema is a beloved historic building in the heart of downtown Sag Harbor. Founded in 1920, it’s one of the oldest continuously run screens on Long Island.

The much-loved (and recently renovated) movie theater presents a mix of classics, documentaries, and new releases. 

While you’re here be sure to buy some popcorn from Billy Joel’s popcorn machine. The machine was named after the famous singer thanks to his generous donations which, among others, helped restore the theater following a fire in December 2016.

Sag Harbor Cinema also has a rooftop bar called the Green Room. The modern terrace has excellent views of Sag Harbor Village and occasional live music. It’s definitely worth stopping by.

You can access the bar with your movie ticket or theater membership.  

Sag harbor cinema movie theater the hamptons new york

Bay Street Theater & Sag Harbor Center For The Arts

Prefer live shows? Bay Street is a local theater which hosts comedy, live music, theater performances, and events for the local community.  

The theater has hosted productions by both established and up-and-coming artists, and has featured performers such as Alec Baldwin, Mercedes Ruehl, and Joy Behar.

In addition to regular programming, Bay Street Theater is also committed to providing educational opportunities for local students and artists. The theater offers a variety of classes and workshops throughout the year, as well as summer camps for children.

Check out their event schedule here: Bay Street Theater Shows & Events

Sip Wine At Wölffer Estate Vineyard 

Wölffer is the place to kick back and sip vino among the grapevines. Plan to spend an afternoon enjoying their summer rosé, live music, and charcuterie boards. This popular vineyard screams summer and is one of the most quintessential Hamptons experiences.

Wölffer offers a wide variety of wines, ciders (their dry rose cider is my favorite!), spirits, and even a few non-alcoholic wines. 

Tasting and tour options need to be reserved in advance and can be arranged online. 

On Friday and Saturdays throughout summer they host free live concerts during sunset at The Wine Stand at Wölffer Estate. The free event is always a good time and reservations are not required.

Note: Looking for the nearest vineyard to Sag Harbor? Wölffer Estate and Channing Daughters Winery are closest, each about 3.5 miles away. Check out my guide, Best Wineries In The Hamptons , for information regarding which is best for you!

wolffer estate vineyards wine hamptons new york summer

Elizabeth A. Morton National Wildlife Refuge

Just west of Sag Harbor Village is a peninsula turned 187-acre preserve, protecting coastline, salt marshes, and forest. These are diverse habitats which are essential for the area’s wildlife, especially beach-nesting birds. 

Hike the 1.2 mile Wild Birds Nature Trail through woodland areas and onto the beach, or follow the beach for almost two miles along Jessup’s Neck Peninsula.

Visiting the Elizabeth A. Morton National Wildlife Refuge is just a few dollars per vehicle. The park is open daily from sunrise to sunset. 

Elizabeth A. Morton National Wildlife Refuge swan sag harbor new york the hamptons

Best Hikes In Sag Harbor

Looking for more hiking trails in the area? Luckily there are many great places to enjoy the outdoors, check out:

  • Cedar Point Lighthouse Loop Trail
  • Morton National Wildlife Trail
  • Mountain Laurel Loop Trail
  • Chatfields Hole via Paumanok Path
  • Long Pond Greenbelt Trail
  • Trout Pond Loop
  • Crocked Pond Loop
  • Mulvihill Preserve Trail Entrance 

Don’t forget bug and tick spray!

hiking trail boardwalk Trout Pond Loop sag harbor new york the hamptons

The Church Art Center

If you appreciate art, you’ll enjoy the many galleries throughout Main Street and the village.

The Church art center is especially worth seeing, it’s an exposition space, innovation center, and public garden founded by artists Eric Fischl and April Gornik.

In addition to exhibits, the gallery also hosts special events such as artist talks, film screenings, and more.

Exhibitions are free to all. The gallery does close between exhibits so keep an eye on their website before heading out: The Church – Sag Harbor .

Entrance the church sag harbor art gallery the hamptons new york

Live Music At Baron’s Cove

Baron’s Cove is popular for locals and visitors alike. This is thanks to the year-round live music, stunning views of the harbor, delicious cocktails, and overall lively crowd. This is one of the favorite things to do in Sag Harbor!

Be sure to get here early if you wish to snag a good seat.

Mashashimuet Park 

Want to take a walk around the park? Let the kids run loose on a play ground? Hit the tennis court? Mashashimuet Park is the place to go. This is the town’s main park and a perfect place to find some space to yourself.

Mashashimuet Park is located about a mile from Sag Harbor Village, open sunrise to sunset, and free to all visitors.  

Kidd Squid Brewing Company

Kidd Squid Brewing Company in Sag Harbor is a craft brewery located in the heart of the village.

The brewery offers a wide selection of craft beer styles ranging from IPAs to stouts, as well as seasonal beers. In addition to their handcrafted beers, they also serves up local wines, liquors, non-alcoholic beverages, and bar snacks.

Enjoy a drink on their patio or check out special events such as tap takeovers or live music.

kidd squid brewing company craft beers sag harbor new york the hamptons

Free Concerts At Marine Park

On Thursdays throughout summer Sag Harbor hosts free concerts at Marine Park. Each week hosts different bands of varying genres.

Grab a blanket and lawn chairs, plus your closest friends for a night of free live music in Sag Harbor.

Marine Park is located off Bay Street, just steps from Main Street and Long Wharf.

I have yet to find a website with event information. However, there are usually signs around town advertising the shows.

John Steinbeck Waterfront Park

Also located just steps from Main Street in Sag Harbor is John Steinbeck Waterfront Park.

This green space overlooks the marina, so it’s a great spot to view the luxury boats which dock here. It’s also a lovely location to watch the sunset.

The park has a few picnic benches, plus plenty of green space to let the little ones run around.

woman sunset John Steinbeck Waterfront Park sag harbor new york the hamptons

Festivals & Events In Sag Harbor

Sag Harbor hosts a variety of festivals and events throughout the year. Many of which reflect its rich history, artistic community, and maritime heritage.

Some of the most popular annual events in Sag Harbor include:

  • Sag Harbor American Musical Festival
  • Sag Harbor Fire Department Carnival
  • Hamptons International Film Festival
  • HarborFrost

Sag Harbor Fire Department Carnival sunset Carousel Ferris wheel

Day Trips From Sag Harbor

If time permits during your visit, consider a day trip. Sag Harbor is centrally located in the Hamptons, making it easy to visit nearby hamlets, plus towns on the North Fork.

A few of the best day trips from Sag Harbor are:

  • Village of East Hampton
  • Village of Southampton
  • Westhampton
  • Shelter Island
  • Greenport (North Fork)

Sag Harbor Restaurants

Sag Harbor has numerous independent restaurants lining Main Street and the surrounding area. You’ll find a variety of upscale and casual options as well as cuisines ranging from Italian to Mexican, and of course, seafood. It’s easy to find something everyone can enjoy here.

Favorite Sag Harbor Restaurants

  • Sen (sushi & Japanese)
  • Bell & Anchor (seafood)
  • Dock House (seafood)
  • Lulu Kitchen & Bar (Mediterranean)
  • Tutto il Giorno (Italian)
  • DOPO La Spiaggia (Italian)
  • Il Cappuccino (Italian)
  • Sag Pizza (pizza)
  • K Pasa (Mexican)
  • The American Hotel (American-French)
  • The Beacon (upscale American)
  • Page at 63 Main (upscale American)
  • Corner Bar (casual American)

Grab A Quick Bite

No time to sit down? Check out these quick dining options:

  • Estia’s Little Kitchen
  • Goldberg’s Famous Bagels
  • LT Burger 
  • Grindstone Coffee & Donuts
  • Espresso Da Asporto
  • Cavaniola Gourmet Cheese
  • BuddhaBerry 
  • Sagtown Coffee
  • Schiavoni’s Market

sag harbor restaurants dinner lulus new york the hamptons

Sag Harbor Nightlife

Looking to enjoy a few drinks after dinner? Check out these popular nightlife spots in Sag Harbor:

  • Murf’s Backstreet Tavern
  • Baron’s Cove
  • The American Hotel

Things To Do In Sag Harbor During Winter

Winter is a great time to visit the Hamptons if you’re looking for a quieter experience. During the colder months you’ll find the traffic isn’t as hectic, the beaches are empty, and the hotel rates are relatively inexpensive.

The downside is that many shops and restaurants shut down this time of year.

However , Sag Harbor is less seasonal than other Hamptons towns, so you’re likely to have a good time here no matter the season.

Below are some of the best things to do in Sag Harbor during winter:

  • Put on your warmest winter jacket and stroll the empty beaches.
  • Snag a deal at a designer shop, it’s not uncommon to find clearance prices come winter months.
  • Go ice skating at Buckskill Winter Club or Southampton Ice Rink. 
  • Listen to live music at Baron’s Cove. 
  • Enjoy Sag Harbor’s HarborFrost festival in early February. 

You May Also Like: Top Things To Do In The Hamptons In The Winter

winter at the beach in the hamptons new york sagg main beach woman

As you can see, there are so many fun things to do in Sag Harbor, New York! I hope you enjoy your visit and have the best time!

Any questions, please leave a comment below.

If you’d like to follow along with my travels in real time, check out  @seen.by.amy on Instagram or  @seenbyamy on TikTok !

Looking for more ideas? Head on over to my Hamptons and New York guides below.

More Information For Your Trip To Sag Harbor:

  • Sag Harbor: Day Trip Itinerary
  • Sag Harbor Hotels: Where To Stay In Sag Harbor

More Information For Your Hamptons Vacation:

  • Southampton, New York: The Top Things To Do
  • Montauk: The Most Epic Things To Do
  • East Hampton, NY: Exciting Things To Do
  • Amagansett: Exciting Things To Do
  • What To Wear In The Hamptons
  • What To Know Before Booking Your Hamptons Vacation
  • Best Wineries In The Hamptons
  • The Best Things To Do In The Hamptons
  • Where To Stay In The Hamptons
  • How To Get To The Hamptons
  • Spring In The Hamptons: Top Things To Do
  • Fall In The Hamptons: Top Things To Do
  • Winter In The Hamptons: Top Things To Do

More Information For Your Trip To New York:

  • Greenport, New York (North Fork): The Best Things To Do
  • Long Island’s Waterdrinker Family Farm In Long Island: Everything You Need To Know
  • Upstate New York: The Best State Parks

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Hey! I’m Amy, author of this article and owner of this website. I've lived in Denver, Chicago, New York, Utah, and Arizona. I’ve visited almost all 50 states, and traveled in nearly a dozen countries. I enjoy writing about places I've lived and the many incredible destinations I've visited worldwide. My hope is that my love for travel will inspire others to see more of this beautiful planet.

Disclaimer: This post may contain commissionable links, these are at no extra cost to you, thank you for your support.

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Transient dockage is available to all visiting yachtsmen, based on availability. Check In/Check Out time is 12 noon and payment is due upon arrival. We do not bill other clubs. Reservations are recommended.

Dockage-power and sail

20 feet to 200+ feet, drafts up to 12 feet

Electric: 30, 50, 100 Amp Single Phase; 100, 240, 480 Amps 3 Phase

Gas/Diesel/High Speed Diesel

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Sag Harbor Yacht Yard & Marina

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+1 (631) 725-3838

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http://sagharboryachtyard.com

7:00 to 5:00

Monitored: 10

Sag Harbor, NY | N 41° 00.150' / W 072° 17.420'

53 Bay Street

Sag Harbor, NY 11963

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Sag Harbor Bay

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Natalia Anders

Vessel Type: Sail LOA: 32' Draft: 4.9''

Vessel Type: Power LOA: 105' Draft: 5.0''

Bill Edwards

Vessel Type: Power LOA: 85' Draft: 4.0''

Vessel Type: Power LOA: 52' Draft: 5.0''

Last Marina Login : 08/14/24

Call ahead to confirm as prices are always subject to change.

Call for rates.

Moorings Offered

Yes, 50 moorings

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VISA / MasterCard / AMEX / CASH

Approach is direct and deep water. Enter the harbor and follow channel past Long Wharf heading to the east. The Yard is located in the souteat corner of the harbor.

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13.0 / 10.0 ft.

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Sag Harbor Yacht Yard is a full service boatyard and marina. There is a Ship's Store on the premises as well as bait & tackkle shop, "Tight Lines". The Yard is just a few minutes walk to the Village. We are dealers for Yanmar Marine engines, John Deere marine engine, Westerbeke engines anf generators and Hinda outboard motors.

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Travel Lift 2

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Mill Creek Marina

A FULL-SERVICE MARINA

Noyac, Sag Harbor, NY

yachts docked in sag harbor

Family Owned And Operated Since 1981

Quick Access to Open Water

yachts docked in sag harbor

Mill Creek Marina is located in the Hamlet of Noyac, just outside the village of Sag Harbor. We are located in Mill Creek with quick access to the beautiful Noyac Bay for fishing and water sports, among other activities. Mill Creek Marina is in a prime location for fine dining options on Shelter Island and the North and South forks of Long Island. There is even a restaurant on site – a local favorite – The Bell and Anchor. The marina has 145 slips and a fuel dock which is available 7 days a week to accommodate boats of all sizes.

yachts docked in sag harbor

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yachts docked in sag harbor

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yachts docked in sag harbor

Sag Harbor Express

Whaleboat races continue to be a centerpiece of harborfest | 27speaks podcast.

yachts docked in sag harbor

The Sag Harbor Express whaleboat team races from shore during the 2018 HarborFest celebration. MICHAEL HELLER

The Sag Harbor Express whaleboat team races from shore during the 2018 HarborFest celebration.  MICHAEL HELLER

Miniature whaleboats have been a hallmark of HarborFest in Sag Harbor going back to the 1960s, when author John Steinbeck and others founded the annual event, originally known as the Old Whalers Festival. The whaleboats went under a long-overdue restoration this year to keep them afloat for many HarborFests to come. HarborFest Whaleboat Committee leader Gavin Menu, who is also a co-publisher of The Express News Group, joins the editors on 27Speaks this week to talk about the history of whaleboat racing at HarborFest, which returns September 14 and 15.

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IMAGES

  1. aerial view of yachts docked in sag harbor, ny Stock Photo

    yachts docked in sag harbor

  2. large motor yacht docked in sag harbor, ny Stock Photo

    yachts docked in sag harbor

  3. The luxury yacht "Kisses" docked in Sag Harbor. Kisses is one of the

    yachts docked in sag harbor

  4. Sag Harbor Yacht Club slip, dock, mooring reservations

    yachts docked in sag harbor

  5. Sag Harbor Yacht Club slip, dock, mooring reservations

    yachts docked in sag harbor

  6. Sag Harbor Yacht Yard & Marina in Sag Harbor, NY, United States

    yachts docked in sag harbor

VIDEO

  1. ALASKAN YACHTS 65' fast trawler yacht

  2. Sag Harbor Yachts Black & White

  3. "Port Edgar" Gaff Rigged Schooner "Mary Bryant"

COMMENTS

  1. Ship to Shore: American Cruise Lines docking in Sag Harbor

    The new Coastal Cat ships from ACL will dock in Sag Harbor seven times from May to October. (Photo courtesy of American Cruise Lines) Folks in Sag Harbor are used to seeing giant building-sized yachts docked along the wharf, but this year, there's a new boat in town. Starting in May, the U.S.-based American Cruise Lines began their newest ...

  2. Sag Harbor Yacht Club

    The Sag Harbor Yacht Club has been a fixture on the waterfront of the historic village of Sag Harbor since 1899. We welcome all transients (no club affiliations required) to our beautifully maintained fixed docks and provide dockage, electric, water, and fuel services to both sail and power yachts up to 200ft in length. Our Clubhouse building, which is located in the center of the docks, has ...

  3. Harbor and Docks

    The boating season in Sag Harbor runs from April 1st through October 31st. Payment for dockage or moorings for returning customers is due, in full, by January 12, 2024. Any slips or moorings which remain unpaid as of January 15, 2024 will be reassigned. Dock Personnel monitor VHF Channel 9 and the Harbormaster monitors Channel 16. Free pump out ...

  4. Sag Harbor Yacht Yard & Marina in Sag Harbor, NY, United States

    Proudly continuing to serve the enthusiastic yachtsman whether traveling or local Call or inquire online about seasonal dockage or winter storage Book online through marinas.com or Dockwa, or call, for transient availability Freshly dredged, and re-powered Sag Harbor Yacht Yard was first established in 1797 as Rysam's Boat Yard. The owner's first job was to build the 200 ton brigantine ...

  5. Malloy's Waterfront Marina

    9. Malloy's Waterfront Marina lies in Sag Harbor on the N shore of Long Island's South Fork. It is the most centrally located marina in town. This facility is home port for many large yachts and popular with those visiting. Approach and Entrance - Cross Gardiners Bay and make for Sag Harbor on the N shore of Long Island's South Fork.

  6. Sag Harbor Yacht Club slip, dock, mooring reservations

    The Sag Harbor Yacht Club has been a fixture on the waterfront of the historic village of Sag Harbor since 1899. We welcome all transients (no club affiliations required) to our beautifully maintained fixed docks and provide dockage, electric, water, and fuel services to both sail and power yachts up to 200ft in length.

  7. Sag Harbor Yacht Club

    Since 1899, the Sag Harbor Yacht Club has graced the waterfront of the historic village of Sag Harbor. Welcoming all transients, their beautifully maintained fixed docks offer dockage, electric, water, and fuel services to sail and power yachts up to 200ft in length. The Clubhouse, a village landmark since 1914, houses a lounge and shower ...

  8. Sag Harbor Yacht Yard & Marina slip, dock, mooring reservations

    Mooring. Enter a length overall, height, draft, arrival, and departure to view price. Request Reservation. Sag Harbor Yacht Yard & Marina typically responds to reservation requests in under an hour. Book faster with the free Dockwa app. 15 Reviews.

  9. Sag Harbor Village Marina slip, dock, mooring reservations

    Sag Harbor Village Marina offers restrooms, showers, 30/50/100/480v amp electric (100 and 480v new in 2020), water, free pump out boat service, wireless internet, a boat ramp and a dinghy dock. Our transient/visitors docks were all new for the 2023 boating season. All of the docks are steps from the many restaurants and shops.

  10. Reservations

    We begin taking Transient Reservations for the upcoming season any time after January 1 of the current year. Reservations are highly recommended. Please fill out the reservation form below and click to submit or call us at 631.725.0567. Please be advised that no reservations are valid until a written or verbal confirmation is received.

  11. Home

    Sag Harbor Yacht Club is a colorful fixture on the waterfront of the historic village of Sag Harbor. Established 1899. SHYCs mission is "To serve our members, the yachting community and the Community at Large." ... Dock Staff; Season & Hours; Photo Gallery; Club Burgees; Club Trophies; Club Cannons; Links; Events. 2024 Events;

  12. Sag Harbor Village Marina in Sag Harbor, NY, United States

    Sag Harbor Village Marina offers restrooms, showers, 30/50/100/480v amp electric (100 and 480v new in 2020), water, free pump out boat service, wireless internet, a boat ramp and a dinghy dock. Our transient/visitors docks were all new for the 2023 boating season. All of the docks are steps from the many restaurants and shops. Before entering the harbor from the east, be sure to stay in the ...

  13. Sag Harbor, New York

    The Sag Harbor Whaling & Historical Museum promotes the area's rich culture. Foster Beach on Noyack Bay is a great place to unwind after a long day of fishing, clamming, or paddle-boarding in the harbor. Dockage is available at Sag Harbor Yacht Club for vessels up to 200 feet (12-foot dock depth), which is walking distance to town.

  14. A Quintessential Sag Harbor Experience: Taking a Ride on the American

    But in more modern times, the boats docked in and around the wharf and moored nearby, dotting the calm waters in and around the bridge, are of a certain variety — mainly, expensive and exclusive ...

  15. 27 Of The Best Things To Do In Sag Harbor, New York

    Check Out The Yachts From Long Wharf In Sag Harbor Yacht Yard. The calm waters of Sag Harbor Bay make for a great spot to dock boats. Sag Harbor Yacht Yard was first established in 1797 as Rysam's Boat Yard and originally served as a fishing and, you guessed it, whaling port. Today it's more known for mega yachts and sailboats which can be ...

  16. Waterfront Marina slip, dock, mooring reservations

    Enter a length overall, height, draft, arrival, and departure to view price. Waterfront Marina typically responds to reservation requests in 15 hours. Excellent marina and professionally run by Christopher, Dockmaster. 480V clean power on fixed wood docks. Very nice marina in busy but calm harbor.

  17. Transient Dockage

    Dockage-power and sail. 20 feet to 200+ feet, drafts up to 12 feet. Electric: 30, 50, 100 Amp Single Phase; 100, 240, 480 Amps 3 Phase. Gas/Diesel/High Speed Diesel. Restrooms/Showers. Covered Picnic Area with Gas Grills. Telephone Service (with advance notice) Complimentary Wireless Internet. Walking distance to Sag Harbor Village, Shops, and ...

  18. Sag Harbor Yacht Yard & Marina

    Dock Type. Floating. Approach / Dockside Depth. 13.0 / 10.0 ft. Tide Range. 3.0 ft. Largest Vessel. 125 ft. Total Slips. 31. Transient Slips. 5. Moorings Offered. Yes, 50 moorings . Amenities & Facilities Last Marina Login: 08/14/24. Sag Harbor Yacht Yard is a full service boatyard and marina. There is a Ship's Store on the premises as well as ...

  19. Mill Creek Marina

    There is even a restaurant on site - a local favorite - The Bell and Anchor. The marina has 145 slips and a fuel dock which is available 7 days a week to accommodate boats of all sizes. Our On-site Restaurant - The Bell And Anchor BellAndAnchor.com For Watersport Boats and Fishing Charters Visit Peconicwatersports.com For New and Used Boats

  20. Yacht Hampton Boating Club and Marina

    Call Sag Harbor's newest marina home this summer! We are proud to launch the NEW Yacht Hampton Boating Club & Marina this summer of 2024! Located in a picturesque and protected "Hidden Cove" our friendly marina boasts the finest Brazilian IPE wood docks and new amenities, such as an outdoor shower, a well-curated, shaded lounge section ...

  21. Tiger Woods' 'dinghy' named Privacy docks for US Open

    Docking costs alone are prohibitive. It would cost $1,085 a day to dock a 155-foot yacht at the Sag Harbor Yacht Club during the week of the U.S. Open, as reported by USA Today. According to a ...

  22. Whaleboat Races Continue To Be a Centerpiece of HarborFest

    Miniature whaleboats have been a hallmark of HarborFest in Sag Harbor going back to the 1960s, when author John Steinbeck and others founded the annual event, originally known as the Old Whalers ...

  23. Sag Harbor Launch, Moorings & Services

    Come experience why Sag Harbor is one of the most desirable boating destinations in the northeast. We offer transient mooring reservations inside the break wall for boats up to 50ft and in the Outer mooring field for boats 50 to 150ft in length. Additionally there are moorings available on a first come first serve basis.