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.

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

“My daughter helped to raise the sails and my son helped bring them down. I highly recommend this! The boat is beautiful and the crew is amazing.”

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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

“The trip was great, from the staff to the boat. Overall everything was great and the experience was top. I highly recommend to anyone visiting New York”

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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 very knowledgeable throughout the trip sailing. There is an extra photo of you want him to take a few photos but it is worth it. He takes photos at the world trade, Statue of Liberty and Brooklyn bridge. Would highly recommend…”

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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

“The crew is very friendly and the excursion is pleasant. With a great weather, it’s a must. We have good shots for photography”

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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

“Easy booking at getyourguide.com and thanks about the very good and easy communication. 5* stars extra. Absolutely friendly and helpful staff, family atmosphere with about 35 people. You can quickly come into contact and there are good drinks (unfortunately not exactly cheap)We had clear weather…”

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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

“Gorgeous view of New York City and the Statue of Liberty! Very relaxing with Jazz playing in the background as the boat ‘sails’ (really motors, but the sails are up) past Manhattan and the Statue of Liberty.”

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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

“Wonderful sailing experience. The crew was outstanding, very attentive to our needs. My nine-year-old granddaughter shared her sailing experience with her class”

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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

“Smooth, dry ride. Bring a sweater on cooler nights if you get cold easy. Drinks served. Great crew and boat. Boat was not packed. Plenty of room to move around and sit at different spots during sail. If you have never sailed, do it.”

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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

“11/9/13 We really enjoyed the jazz cruise the atmosphere was excellent along with weather and the musicians. The drinks at the bar were very reasonable which was a pleasant surprise. We would highly recommend this trip.”

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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

“Service was very good, and Enthusiastic employees. The jazz music was great!. Awesome sailing once we got out into river. Highly recommend”

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