Romance Packages in Shelter Island Heights, NY with Sail Selina NY

An intimate sailing experience designed for connection, relaxation, and unforgettable moments on the water creates the perfect setting for a romantic escape. Sail Selina NY offers private, fully personalized charters with no mixed groups, allowing couples to enjoy the calm beauty of Shelter Island Sound in a quiet and meaningful way. Whether you are celebrating an anniversary or simply spending quality time together, our carefully curated romance packages provide a peaceful and scenic experience away from crowded tours.

We offer unforgettable options such as a champagne sunset sailing tour and a serene moonlight cruise, along with special experiences like an engagement proposal sail or marriage proposal sail for life’s most important moments. With flexible options including a half-day charter, every sail is designed around your pace and preferences. Departing from Greenport, NY and Dering Harbor, Shelter Island, we cater to small groups of up to six guests seeking a truly private experience. Contact us, call us, or reach out to us today to reserve your romantic sailing experience with Sail Selina NY.