Sail Selina NY

Sail Selina NY offers luxury private sailing experiences on Long Island’s East End aboard a 100-year-old historic Crosby catboat built in Greenport in 1926. This chic, classic wooden sailboat — a true local treasure — is celebrating her 100th season on the water. Join us as we honor a century of craftsmanship, maritime history, and timeless East End elegance.

Departing from Greenport and Shelter Island, and sailing the pristine waters of the Peconic Bay, our private charters are perfect for bachelorette parties, sunset sails, romantic proposals, anniversaries, and intimate celebrations. Every experience is fully customizable, BYOB-friendly, and designed for unforgettable memories on the water.

Step aboard a piece of Long Island history, take in scenic harbors and golden sunsets, and celebrate a once-in-a-century season. Book your private sailing experience today and discover the ultimate historic luxury boating escape on Long Island.