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Greenport Sunset Sail

Sail with us on Surprise!

Private day and multi-day charters

on the North Fork's classic, wooden sailing charter yacht

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.

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


I can't think of a more peaceful, fun or civilized way to spend a day than sailing, and doing so with Hannah and Eric of East End Charters is the best way to do this on the North Fork

Denise R.

Five star experience and I would recommend it to all that seek a relaxing morning, afternoon or evening on the water on a beautiful sailboat, with a gracious crew allowing for good times on the sea!

The Rios Family

Beautiful boat. Impeccable, friendly service, in an easy, companionable manner... It felt luxurious, and it was.

Debbie S

 Would highly recommended East End Charters to any family looking for a relaxing and fun filled afternoon on the water.

Nate G.

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