Sail Selina NY

Classic Sailing Charters on Long Island’s East End

Welcome to Sail Selina NY

A private sailing experience designed for relaxation, connection, and unforgettable moments on the water awaits along the scenic coastline of Shelter Island Heights, NY. Sail Selina NY offers intimate, fully private charters on calm waters, giving you the opportunity to unwind without crowds. Whether you're booking a family sailing charter, enjoying a champagne sunset sailing tour, or planning a peaceful moonlight cruise, every trip is thoughtfully personalized to your group.

With over 25 years in business and a licensed captain with 10 years of experience, we provide safe and professional service as a registered LLC. Our sailboat is U.S. Coast Guard licensed to carry up to six guests, ensuring every experience remains quiet, exclusive, and comfortable. Choose from a half-day charter or a full-day charter, or explore unique experiences like private sailing lessons, romance packages, an engagement proposal sail, or a marriage proposal sail. For small celebrations, we also offer girls' night out cruises and bachelorette party sails, all designed with a more relaxed and intimate approach.

Children of all ages are welcome, and we provide life jackets for every guest. Appointments are recommended, and we accept all forms of payment for your convenience. Ready to enjoy a truly private sailing experience? Contact us, call us, or reach out to us today to reserve your time on the water with Sail Selina NY.

PROUDLY SERVING

Nassau County, NY

Shelter Island Heights, NY

Suffolk County, NY

Family Sailing Charter

Family Sailing Charter

Enjoy a relaxed, private sailing experience designed for all ages, with life jackets for children, calm scenic routes, and optional hands-on participation for the whole family.

Private Sailing Lessons

Private Sailing Lessons

Learn to sail with personalized, hands-on instruction from a licensed captain, covering seamanship, navigation, and sail handling for beginners through advanced students.

Romance Packages

Romance Packages

Celebrate love on the water with intimate, private sails featuring champagne sunset sailing tours, moonlight cruises, or proposal-focused experiences tailored to couples.