New York City
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.
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“Crew were awesome professional skilled courteous. On time and great service.”
Experience a peaceful 2-hour sunset sail past NYC landmarks on the Schooner Adirondack, with drinks, stunning views, and friendly crew.
“Great trip! We had the time ever:) The crew was great and welcoming!”
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.
“I purchased this ride for my dear friend’s birthday celebration. Some reviews mentioned it’s hard to find where the location is, but once you know where the pier 17 is just go straight to the end, it was easy for us to find. We both…”
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.
“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.”
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.
“Great small group experience, view Statue of Liberty close up from the water, Andrew was a great captain with loads of local knowledge on the surrounding areas”
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.
“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.”
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.
“We had a great time! The staff were entertaining and knowledgeable.”
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.
“One of the very best ways to get a real sense of New York City. Exciting, different and comfortable. Relaxing - out of the bustle - but fully engaging.”
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.
“The ONLY reason I am giving only three stars is because we missed our cruise. New York driving is ridiculous and even though we left our hotel at 550 and gps said 30 minutes between no staff being able to tell us where pier 35…”
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.
“Wonderful sailing experience. The crew was outstanding, very attentive to our needs. My nine-year-old granddaughter shared her sailing experience with her class”
Experience stunning NYC skyline views, Lady Liberty, and a sunset sail on a classic schooner — perfect for romantic evenings and memorable outings.
“Statue of Liberty and sunset and the city lights after dark lit up. Friendly crew , a nice enjoyable sail.”
Experience stunning NYC skyline views from a private sailboat from Brooklyn, with expert guides, for an authentic, intimate water adventure.
“Tutto perfetto!!”
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.
“The view was excellent. Better communication on the included wine… and maybe if someone walked the ship with wine to serve instead of having couples split up to get the wine at the bar. Jazz band only played less than half the time. Staff was…”
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.
“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.”
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.
“Service was very good, and Enthusiastic employees. The jazz music was great!. Awesome sailing once we got out into river. Highly recommend”
Skyline decks, harbor sails, Broadway nights and the day trips worth the early alarm.