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.

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

“The staff was amazing. The sailboat was beautiful. The harbor was amazing. We got up close to the Statue of Liberty and everybody had a great time.”

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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 experience. Ian was awesome. Is not your typical "tourist" experience- very much enjoyed this.”

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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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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

“It was a wonderful sight seeing trip! Besides all of the awesome views and photo pops the crew members were great! Interactive and allowed us to participate if we wanted in hoisting the sails! Thought the weather was a bit cloudy and the seas a…”

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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

“The ONLY reason I am giving only three stars is because we missed our cruise. New York driving is ridiculous and even though we left our hotel at 550 and gps said 30 minutes between no staff being able to tell us where pier 35…”

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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

“It was our second time taking this sailing tour. Its an amazing experience worth the money. The crew is friendly and keep everyone safe. Masks wearing is enforced and there's plenty of room on the boat to social distance between parties. They provide water and…”

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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

“One of the best experiences you can have in NYC. Incredibly relaxing and beautiful views, beautiful sailing vessel and the staff and sailing team were incredibly friendly and helpful throughout the trip. Highly recommend and would certainly sail with them again in the future.”

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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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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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More NYC Sailing Cruises