New York City

15 Best NYC Sailing Cruises

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

“Highly recommend the sunset cruise. Beautiful views of the Statue of Liberty and New York City. The staff was extremely friendly and helpful.”

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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

“Beautiful views but there was no information given by the crew as to what you were seeing other than the obvious, the Statiute of Liberty.”

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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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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

“I truly appreciated how helpful the staff were. I came to NYC my Hometown to celebrate turning 60 years young. Ouwer and Founder / Volunteer of Elpaso Texas non profit You EAt I EAt food bank always looking out for others it was amazing having…”

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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

“Please make it easier for customers to find the location by providing a large sign that identifies Pier 35, and have a sign that states clearly viator Tours. There was no sign identifying if we were in the right location and we almost missed the…”

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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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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