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“the sunset sail was amazing. we enjoyed every moment of it and the staff was very helpful and kind. i would highly recommend it to anyone who is planning a trip to nyc.”
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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“Very relaxing. The staff were brilliant. Loved every minute of it.”
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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 great. Highly recommended. Staffs are excellent and we had a wonderful afternoon with :) rain and thunderstorms.”
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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“I cannot swim. I have a total fear of water. My wife persuaded me to go on the adventure. The Captain and sailors made em feel totally comfortable and very safe.”
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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“easy friendly safe great views one drink included staff well informed good captains of the ship we enjoyed”
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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“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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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“The meeting point was easy to find. The captain and crew were attentive, personable and very friendly. The ride was amazing!”
★★★★★★★★★★
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!
“Perfect timing for sunset…it helped that the weather was more than cooperative ….a romantic backdrop for a reunion”
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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“Very relaxing. A totally unique way to see the city lights! The crew was nice. Highly recommend this excursion.”
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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“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!”
★★★★★★★★★★
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“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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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.