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

“We loved the view the captains sense of humor and the warm blankets! I font remember that it indicated one drink as usually it’s not like that for $102 ??”

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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 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

“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

“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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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

“Truly a wonderful experience. Open air tall ship did not disapoint. Sunset at Statue of Liberty then the nyc lights at night in the return was perfect. The Jaz duo were an outstanding addition! The only negative was the bartender…way too slow! Took him 20…”

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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

“I grew up sailing so to be out on an America Cup inspired boat is heaven. I hope to go out on this sail every week!”

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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

“This was a lovely activity I did with 2 friends visiting NYC! We sailed down the Hudson to NY bay with a beautiful sunset. Crew was professional, knowledgeable and safe. Highly recommend!”

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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

“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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More NYC Sailing Cruises