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.

3.NYC Statue of Liberty Tall Ship Sail aboard Clipper City

Experience New York Harbor on a historic tall ship. Enjoy iconic skyline views, hands-on sailing, and a relaxed atmosphere for just $68 per person.

★ 4.5

“It was very disappointing. We had relatives from Arizona, and little kids (and their parents) who live in Queens, and ourselves, ALL of whom would have been interested to know what we were seeing.! What's on Governor's Island? What's that big building with blue at…”

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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

“The trip was great, from the staff to the boat. Overall everything was great and the experience was top. I highly recommend to anyone visiting 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

“This was the highlight of our entire trip. Spending 2 hours on the water just enjoying the views is the perfect way to start your trip. We were lucky and it was a very small group, just us and another couple. It was peaceful and…”

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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

“We had a wonderful time . The weather was perfect. We really enjoyed the snacks too. The employees were very friendly. Will go again. Viator suggestion, once you have a time change from vendor you send ALL communications with the correct time NOT original time!…”

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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

“This was a real highlight of our trip, so relaxing and great for sightseeing. There were only 15 of us onboard so there is plenty of space to relax, take in the view and get this iconic pics of the Statue of Liberty. One point…”

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9.New York City Sunset Jazz Sail aboard Clipper City

Experience New York City from the water during a sunset jazz sail on the tall ship Clipper City, with stunning skyline views and live music.

★ 4.5

“We had a wonderful time sailing with Clipper City! Very relaxing with jazz music playing, complementary snacks, and a bar. The limited number of people made it a more personable and intimate experience. The crew were very attentive and polite. The views of New York…”

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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

“Fantastic experience , the crew were so friendly and helpful .. lovely day seeing Manhattan from the water, the Statue of Liberty and the Brooklyn bridge.. highly recommend this trip to anyone visiting New York”

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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

“We had the best night on this sunset cruise! Watching the sun behind the skyline while going along the water was honestly one of the highlights of our trip. The views of Manhattan were breathtaking, and seeing the Statue of Liberty up close during golden…”

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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

“11/9/13 We really enjoyed the jazz cruise the atmosphere was excellent along with weather and the musicians. The drinks at the bar were very reasonable which was a pleasant surprise. We would highly recommend this trip.”

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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

“The music and drinks and the crew. My friend from Copenhagen was blown away and so was I. Sailing is the best way to see NYC skyline”

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