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

“The tour was excellent!! Shanon the captain and the crew, Colin and Grant were great!! I would definitely do this tour again and recommend to others!!”

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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! I thought it was a great price for drinks to be included and the 2 hour trip around the city and up close to the Statue of Liberty. We loved our guides!!”

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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 option for seeing the NYC sites (Brooklyn Bridge, skyline, Statue of Liberty, etc.) with a smaller group. Definitely worth the money & recommend over a larger boat tour that holds hundreds of people.”

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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

“Clear directions, solid staff, great afternoon. Just you and the water with great city views. The captain called out a couple of choice highlights but it was not overly touristy.”

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7.NYC: Statue of Liberty Day Sail with Onboard Bar

Experience NYC’s skyline and Statue of Liberty aboard the tall ship Clipper City, with sailing, stunning views, and onboard drinks in a 1.5-hour tour.

★ 4.5

“A perfect way to breath the atmosphere from dawn to sundown. Great views. Very relaxed atmoshere. I liked very much that it was not a "typical" tour with lots of information via loudspeaker. Nice staff open for a chat.”

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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

“Access to the activity was very easy. The staff was very friendly. The boat was very clean. The boat tour offered great views of the west side of Manhattan. It’s a great option for both locals and tourists.”

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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

“Just awesome and lots of fun. Excellent service. Definitely would recommend every one I know to experience the sail.”

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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

“Beautiful night under full sail…. Captain Nadia and crew were terrific! City views and Statue of Liberty were gorgeous… drinks were plentiful. Just a lovely, lovely evening!”

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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

“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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