New York City

15 Best NYC Sailing Cruises

The sailing options: proper sailboats, schooners among them, with the engine off and the harbor doing the work. Sunset champagne sails are the famous ones; the morning departures are the quiet ones.

1.New York City: Sunset Sail Aboard a Schooner

Experience stunning NYC sunset views on a 2-hour schooner cruise, with drinks, friendly crew, and iconic sights like the Statue of Liberty and Manhattan skyline.

Most Popular★ 4.9

“3 of us from work visiting for Fancy Food Show went out and had such a great time. The crew was amazing and friendly! The boat was a beauty, the night was perfect and we laughed a lot. Everyone on board had a great time”

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2.NYC: Sunset Sail Aboard Schooner Adirondack

Experience a peaceful 2-hour sunset sail past NYC landmarks on the Schooner Adirondack, with drinks, stunning views, and friendly crew.

★ 4.9

“I recently had the pleasure of celebrating my mother-in-law's 73rd birthday with a sunset sail on the Hudson River, and it was an unforgettable experience! From start to finish, the service was impeccable. The crew made sure everyone felt welcomed and taken care of. The…”

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4.NYC: Statue of Liberty Day Sail on the Schooner Adirondack

Sail past the Statue of Liberty on a beautiful 80-foot schooner, enjoying stunning skyline views and expert crew service in just over an hour.

★ 4.9

“Amazing! The schooner is beautiful. The crew were so helpful and professional. I say this is the best way to see the city, and Statue of Liberty. I would book this trip every time I visited New York.”

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5.2.5-hour Guided Sailboat Tour

Experience New York City from the water on a 2.5-hour small-group sailboat tour, close to iconic landmarks with personalized service and stunning views.

★ 5.0

“Great way to see NYC. Highly recommend this over big boat cruises. Captain and trip were both excellent.”

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6.New York City Sailboat Day Cruise to the Statue of Liberty

Experience New York City from the water with a 2-hour sailing cruise past the Statue of Liberty, complete with complimentary drinks and stunning skyline views.

★ 5.0

“Visited New York for first time with my family. Boat ride was one of the things on our list and we had first round of drinks free, friendly staff and a fun ride.”

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8.NYC: Statue of Liberty Cruise aboard a Classic Sailboat

Experience New York Harbor aboard a classic schooner, with stunning views of the Statue of Liberty, skyline, and Ellis Island in a relaxed 105-minute cruise.

★ 5.0

“Best value tour in NYC. A truly amazing experience to be under sail on the Hudson in the America II. if there's a better way to view the skyline and the statUe of liberty... I haven't found it yet. INCREDIBLE VALUE.”

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10.New York Day Sail to the Statue of Liberty on Schooner America

Experience New York Harbor from a traditional schooner with stunning views of the Statue of Liberty, skyline, and more. Two hours of sailing bliss for $71.63.

★ 5.0

“Despite a rainy morning the day broke open to perfect sunny conditions with enough breeze to fill the 4 sailed vessel. It was majestic! The crew was exceptionally personable without stealing from the dramatic skyline of the world famous city and its Lady, the Statue…”

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11.New York City Sunset Sail to the Statue of Liberty

Experience stunning NYC skyline views, Lady Liberty, and a sunset sail on a classic schooner — perfect for romantic evenings and memorable outings.

★ 5.0

“What a lovely evening. The boat was beautiful and the staff was so awesome. I wasn’t sure what to expect out of this trip, but it was one of the best parts of our visit to NY.”

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12.NYC: Brooklyn Sightseeing Sailboat Cruise

Experience stunning NYC skyline views from a private sailboat from Brooklyn, with expert guides, for an authentic, intimate water adventure.

★ 4.9

“Ian is a excellent Captain. Prompt in meeting everyone. Very knowledgeable in NY history @ sights. Well worth the money. Being on the water on a beautiful day in NY “priceless””

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14.New York Harbor Wine and Jazz Sail aboard Clipper City

Experience New York Harbor with a jazz-themed evening cruise on the Clipper City, enjoying stunning skyline views, live music, and wine in a relaxed setting.

★ 4.5

“WHAT A FANTASTIC TRIP, to top it off we had perfect weather. It was a great afternoon and would definitely book again in a second!”

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15.New York City Live Jazz Sail

Experience NYC in style with a 2-hour sunset sail featuring live jazz, iconic skyline views, and a complimentary drink—perfect for a memorable evening.

★ 5.0

“Service was very good, and Enthusiastic employees. The jazz music was great!. Awesome sailing once we got out into river. Highly recommend”

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