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 tour was excellent!! Shanon the captain and the crew, Colin and Grant were great!! I would definitely do this tour again and recommend to others!!”
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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.”
★★★★★★★★★★
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“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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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“A relaxing moment !! It was a different way to see the Statue of Liberty and the cost of Manhattan. Well recommended.”
★★★★★★★★★★
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“Best value in Brooklyn! Ian was an amazing host for this 2+ hour sail with 6 maximum passengers. Honestly you don’t know what you are missing if you pass on this one.”
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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“This is a unique opportunity to sail on the river - the views are stunning-crew very nice. Simply wonderful”
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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“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“Sailed down to the Statue of Liberty..crew (Lili, Ivan etc) were exceptional..boat wasn't too crowded..beautiful afternoon”
★★★★★★★★★★
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 a nice, relaxing afternoon sail with Andrew as our captain a few days ago. He was very knowledgeable and answered all of our questions about the various buildings and landmarks we viewed during our trip. It was a great trip on the water…”
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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!
“The Statue of Liberty, the water, seeing other different boats, jet skies and enjoying it all with my boyfriend.”
★★★★★★★★★★
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“Capt. Rae, Jim and the rest of the crew were awesome. Great night for a sail. Amazing sunset and lights of the city on the return. Glad we went!”
★★★★★★★★★★
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“Tutto perfetto!!”
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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“Friendly crew, nice boat but after sailing in the Caribbean a few times on a similar boat I'd like to see a few more secure places for the guests to sit. High winds made the return ride rougher than expected. The Capt. needs to have…”
★★★★★★★★★★
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.