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

“I recently had the pleasure of celebrating my mother-in-law's 73rd birthday with a sunset sail on the Hudson River, and it was an unforgettable experience! From start to finish, the service was impeccable. The crew made sure everyone felt welcomed and taken care of. The…”

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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 view, great drinks, friendly and entertaining staff. Would definitely take any newcomers to nyc on this tour. Pro tip: get in line to board at least 20min before departure 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

“Sailing boat in very small groups is the best way to see The Statue of Liberty, Brooklyn Bridge and NY skyscrapers and skyline up close. It is just a wonderful experience. Highly recommended.”

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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

“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

“Would highly recommend, we had great weather and it was a great way to be outside and celebrate July 4th. The crew were super friendly and my husband had a chance to be at the wheel which was fun!”

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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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13.NYC: Sunset Jazz Sail aboard the ‘Clipper City’

Experience New York Harbor with live jazz on the Clipper City sail. Enjoy stunning skyline views, wine, and a unique tall ship adventure for 1.5 hours.

★ 3.8

“The view was excellent. Better communication on the included wine… and maybe if someone walked the ship with wine to serve instead of having couples split up to get the wine at the bar. Jazz band only played less than half the time. Staff was…”

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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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