Sail past Manhattan’s night skyline on a private 1.5-hour charter
1.5 hours
Up to 6 people
Private charter, licensed captain
See New York Harbor after dark on a private sailing charter with your group and a licensed captain. Cruise past the Statue of Liberty, Brooklyn Bridge, and other lit-up landmarks.
Maximum 6 guests per charter. Recommended ages 5+; children under 12 are required by law to wear a life jacket. Gratuity is only included if you added it during checkout.
Your charter will be cancelled if the weather is inclement, as determined only by the captain. The charter will still run in light rain, cloudy skies, and small craft warnings. Charters will not be rescheduled due to weather forecasts.
Product ID: 99JMDD
Arrive 15 minutes before your charter start time.
Dress for safety, comfort, and weather. In spring and fall, wear layers and bring a jacket or sweatshirt. In summer, bring a hat, sunglasses, and sunscreen.
Wear soft-soled shoes like boat shoes or sneakers. If you wear hard-soled shoes or high heels, you’ll be asked to go barefoot for safety.
Pier 25 at Hudson River Park
Sailing around New York Harbor with this crew has become a go-to experience for visitors and locals alike, with many guests returning year after year. The captains, including Mike, Thomas, Kara, Ken, and Rick, consistently earn praise for being warm, knowledgeable, and genuinely passionate about what they do. First mates like Natasha, Claudia, and Daniel add to the welcoming atmosphere, making everyone feel at home from the moment they step aboard. The sailboat itself seems to be a big part of the appeal. Guests frequently note how different it feels compared to a typical ferry or motorboat tour, especially during sunset when the views of the Manhattan skyline and Statue of Liberty are at their best. The booking process also gets high marks, with a responsive office team that makes planning easy. One pattern worth noting is that several guests wished they had booked the three-hour option rather than two, so it may be worth considering the longer sail if your schedule allows.
Our sailing outing was fantastic, we could not have asked for a better experience. Thomas (our captain and owner of Sail Sunset) was very helpful, informative and friendly. The communications with him were very clear and reliable, and everything went very smoothly. The sailing was amazing: we went to the Statue of Liberty and back, and enjoyed a fantastic sunset. If you're looking for an extraordinary sailing experience in NY Harbor, I could not recommend Sail Sunset more strongly.
Giorgio Topa
August 2, 2026
Our sailing outing was fantastic, we could not have asked for a better experience. Thomas (our captain and owner of Sail Sunset) was very helpful, informative and friendly. The communications with him were very clear and reliable, and everything went very smoothly. The sailing was amazing: we went to the Statue of Liberty and back, and enjoyed a fantastic sunset. If you're looking for an extraordinary sailing experience in NY Harbor, I could not recommend Sail Sunset more strongly.
Giorgio Topa
August 2, 2026
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