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“3 of us from work visiting for Fancy Food Show went out and had such a great time. The crew was amazing and friendly! The boat was a beauty, the night was perfect and we laughed a lot. Everyone on board had a great time”
★★★★★★★★★★
344 reviews2 hoursFrom $101by Classic Harbor Line - New York City
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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…”
★★★★★★★★★★
283 reviews2 hoursFrom $90by Classic Harbor Line - New York City
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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“Wonderfully relaxing Staff were excellent and friendly Drinks were good Communication was great with change of time”
★★★★★★★★★★
264 reviews1 hour 30 minutes (approx.)From $68.00by Manhattan By Sail
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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“Amazing! The schooner is beautiful. The crew were so helpful and professional. I say this is the best way to see the city, and Statue of Liberty. I would book this trip every time I visited New York.”
★★★★★★★★★★
182 reviews1.8 hoursFrom $60by Classic Harbor Line - New York City
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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 way to see NYC. Highly recommend this over big boat cruises. Captain and trip were both excellent.”
★★★★★★★★★★
181 reviews2 hours to 2 hours 30 minutes (approx.)From $118.00by Brooklyn Sail
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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.”
★★★★★★★★★★
152 reviews1 hour 45 minutes (approx.)From $60.08by Classic Harbor Line NYC
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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“From start to finish this was just fantastic and really friendly. The crew were fantastic and the booking crew went out of there way to help”
★★★★★★★★★★
150 reviews1.5 hoursFrom $71by Manhattan By Sail
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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.”
★★★★★★★★★★
129 reviews1.8 hoursFrom $60by Classic Harbor Line - New York City
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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“Drinks were good Views were great Sailing conversation with Hannah. Overall very fun experience I know a little more about raising the sails”
★★★★★★★★★★
104 reviews1 hour 45 minutes (approx.)From $112.00by Manhattan By Sail
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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…”
★★★★★★★★★★
66 reviews1 hour 45 minutes (approx.)From $60.08by Classic Harbor Line NYC
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Experience stunning NYC skyline views, Lady Liberty, and a sunset sail on a classic schooner — perfect for romantic evenings and memorable outings.
★ 5.0“What a lovely evening. The boat was beautiful and the staff was so awesome. I wasn’t sure what to expect out of this trip, but it was one of the best parts of our visit to NY.”
★★★★★★★★★★
66 reviews2 hours (approx.)From $90.12by Classic Harbor Line NYC
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Experience stunning NYC skyline views from a private sailboat from Brooklyn, with expert guides, for an authentic, intimate water adventure.
★ 4.9“Ian is a excellent Captain. Prompt in meeting everyone. Very knowledgeable in NY history @ sights. Well worth the money. Being on the water on a beautiful day in NY “priceless””
★★★★★★★★★★
49 reviews2.5 hoursFrom $125by Brooklyn Sail
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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“Beautiful experience..”
★★★★★★★★★★
34 reviews1.5 hoursFrom $146by Manhattan By Sail
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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!”
★★★★★★★★★★
21 reviews1 hour 45 minutes (approx.)From $140.08by Manhattan By Sail
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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”
★★★★★★★★★★
14 reviews2 hours (approx.)From $134.03by Classic Harbor Line NYC
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