Sail Charters on Surprise, 

our flagship yacht

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Surprise is a classic, wooden yacht built in 1967 that offers some of the finest charters in Eastern Long Island.

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She is a perfect platform for small parties, family and friend outings, engagements, weddings, photo shoots, or even a special "Surprise"!

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Sailing daily from Greenport (other ports upon request)

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Maximum Guests:

Day charters - up to 6

Overnight charters - up to 4

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BYOB for all charters. 

Some charters include breakfast and/or lunch (see descriptions below).

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Prices listed do not include crew gratuity (customarily 20%).

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Read more about Surprise's history and amenities 

and what to bring on your charter.

 

Please contact us with any questions!

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You can also contact us directly to make a booking,

or to arrange a departure from other ports.

 

Gift certificates available!

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Looking for a different vessel?  Check out our Partner Fleet.