About Sail Selina NY

Sail Selina NY was built on a passion for creating calm, meaningful experiences on the water, offering a more personal alternative to crowded boat tours in Shelter Island Heights, NY. With over 25 years in business and a certified and licensed captain with 10 years of experience, we take pride in delivering safe, smooth, and fully private sailing experiences. As a registered LLC, we operate under U.S. Coast Guard regulations, allowing a maximum of six guests per charter to ensure every trip remains intimate, quiet, and personalized.

We offer a range of tailored experiences, including family sailing charters, half-day and full-day charters, and private sailing lessons, as well as unforgettable options such as a champagne sunset sailing tour, a moonlight cruise, and curated romance packages. For special moments, we offer personalized experiences, such as engagement proposal sails and bachelorette party sails, all designed for small groups seeking a relaxed, scenic escape. Children of all ages are welcome, and we provide life jackets for every guest. Appointments are recommended; we accept all forms of payment, and we are committed to creating a private, truly memorable sailing experience.