Sail Sunset offers a refreshing way to experience New York City from the water, with private sailing charters designed for relaxation, celebration, and unforgettable views. Guests can sail past iconic landmarks like the Statue of ...
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