New York City
Actual sailboats, not motor yachts; this list keeps the two apart. Schooners out of Chelsea Piers and the Battery cut their engines in the harbor when the wind cooperates. Capacity stays small, a few dozen seats, so summer weekends book out early.
Experience the beauty of New York City with a sunset sail aboard a schooner. Relax and enjoy breathtaking views of the city skyline and the Statue of Liberty.
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”
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344 reviews2 hoursFrom $101by Classic Harbor Line - New York City
Experience the beauty of a New York City sunset on the Sail Schooner Adirondack. Enjoy a relaxing cruise and breathtaking views of the city skyline. Book your sunset cruise today!
★ 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
Experience the magic of sailing aboard the Clipper City, a majestic tall ship, and take in breathtaking views of the NYC Statue of Liberty. Book your adventure today!
★ 4.5“It was a great birthday sailing trip, the crew was friendly and fun, the weather was great. The wine was awesome.”
★★★★★★★★★★
264 reviews1 hour 30 minutes (approx.)From $68.00by Manhattan By Sail
Immerse yourself in the serenity of sailing past the Statue of Liberty with the Schooner Adirondack - an experience that promises enchantment and unforgettable memories.
★ 4.9“Beautiful day, knowledgeable and enthusiastic crew, generous refreshments”
★★★★★★★★★★
182 reviews1.8 hoursFrom $60by Classic Harbor Line - New York City
Discover the beauty of New York City from a unique perspective. Join our thrilling sailing tour and create unforgettable memories on the open waters.
★ 5.0“what a great morning on the water with Ian, would definitely recommend this trip! We had beautiful weather and got up close to the Statue of Liberty and had amazing views of the Manhattan Skyline. Ian was a pleasure to sail with!”
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181 reviews2 hours to 2 hours 30 minutes (approx.)From $118.00by Brooklyn Sail
Feast your eyes on the stunning skyline and iconic landmarks of New York City from the unique vantage point of a sailboat cruise to the Statue of Liberty.
★ 5.0“It was a beautiful day sailing on the Hudson getting a different and wonderful view of the city! Sailing past Lady Liberty and Ellis Island was fantastic! The boat was comfortable, the crew were helpful and the Captain was so knowledgeable sharing many details unknown…”
★★★★★★★★★★
152 reviews1 hour 45 minutes (approx.)From $60.08by Classic Harbor Line NYC
Prepare for a magical journey through New York City's skyline aboard the Clipper City, where every moment is filled with enchantment and wonder.
★ 4.5“It was an amazing tour around the harbour without the intense crowds of other venues available. The staff were great and would highly recommend it to anyone looking for an old fashioned skipper ship boat cruise.”
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150 reviews1.5 hoursFrom $71by Manhattan By Sail
Yearn for adventure on the waters of New York City aboard America 2.0, where each cresting wave holds secrets waiting to be unveiled.
★ 5.0“It was the best experience i could imagine to visit the statue of liberty”
★★★★★★★★★★
129 reviews1.8 hoursFrom $60by Classic Harbor Line - New York City
Experience the thrill of a private sailing adventure in Brooklyn! Perfect for groups of up to six, book your unforgettable excursion for 2024 now!
★ 5.0“We had so much fun on our sailing trip! The weather was beautiful and the views were incredible. Captain Ian was easy to reach and coordinate with, very friendly, and shared lots of interesting historical fun facts when we asked. We always felt comfortable and…”
★★★★★★★★★★
125 reviews2 hours 30 minutes (approx.)From $895.00by Brooklyn Sail
Experience the magic of a New York City sunset while being serenaded by live jazz aboard the majestic Clipper City. Don't miss this unforgettable sail!
“Relaxing!! Beautiful uncrowded evening on the river. Wonderful views of the statute of liberty as the sunset and the lights came up. Back the dock with the city scape illuminated. Would highly recommend.”
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104 reviews1 hour 45 minutes (approx.)From $112.00by Manhattan By Sail
Experience the magic of a New York City sunset aboard a sailboat as you cruise towards the iconic Statue of Liberty. Don't miss this unforgettable adventure!
★ 5.0“For someone not familiar with the area, it would have been nice to have someone telling us landmarks has we sailed by - an actual tour guide.”
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66 reviews2 hours (approx.)From $90.12by Classic Harbor Line NYC
Experience the ultimate New York adventure with a day sail to the Statue of Liberty on America 2.0. Discover the iconic landmark like never before. Book now!
★ 5.0“So here is my review of the sailing I booked. Sail time was for 2 hours. We were to set sail at 4 pm. We didn’t board until 4 pm and had to wait for others to board as it was a full sail. We…”
★★★★★★★★★★
66 reviews1 hour 45 minutes (approx.)From $60.08by Classic Harbor Line NYC
Embark on an unforgettable adventure with our Brooklyn Sightseeing Sailboat Cruise in NYC. Discover stunning views and experience the city like never before. Click now!
★ 4.9“We loved this experience!”
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49 reviews2.5 hoursFrom $125by Brooklyn Sail
Fulfill your senses with a captivating blend of jazz, wine, and sunset views on the Clipper City - an experience that will leave you yearning for more.
★ 4.321 reviewsFrom $136by Manhattan By Sail
Indulge in a captivating New York City experience aboard the Clipper City's Wine and Jazz Sail, where stunning views and soothing sounds create an unforgettable evening.
★ 4.5“This was a very exceptional evening, enjoyed by all of our group. Perfect venue, perfect weather. Would recommend 109”
★★★★★★★★★★
21 reviews1 hour 45 minutes (approx.)From $140.08by Manhattan By Sail
I have done this city a dozen ways; these lists keep only the tours and tickets that earned a second visit.