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Sail with us on Surprise!

Enjoy the beauty of Eastern Long Island on the only classic, wooden sailing charter boat on the North Fork!


Custom built in 1967, Surprise was designed for comfort, stability, and elegance.

57 feet in length, her spacious decks and friendly crew provide the perfect platform

for your sailing experience!


Whether you want to sail for a few hours or a few days, we have many options to choose from.

All charters are private (your group only) and professionally crewed.

Book Now or Contact Us today to arrange a fun, safe and special experience on the East End!