Sail with us on Surprise, our flagship yacht

Let Surprise be your private platform for small parties, family and friend outings, engagements, weddings, photo shoots, or even a special "Surprise"!

Maximum 6 passengers for day charters

4 passengers for overnight charters

Sailing daily from Greenport 

(contact us to arrange Sag Harbor and Shelter Island departures).

BYOB and food, unless otherwise noted in the descriptions below.

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

Read more about Surprise's amenities and what to bring.


Please contact us with any questions!

  • 9:30 am - noon

    2 hr 30 min

    850 US dollars
  • 1 pm - 5 pm

    4 hr

    1,000 US dollars
  • 6:45 - 8:45 pm (*times will vary throughout the season)

    2 hr

    700 US dollars
  • 9:30 am - 4:30 pm Call to Book

    7 hr


You can also contact us directly to make a booking,

or to arrange a departure from Sag Harbor or Shelter Island.


Gift certificates available!


1100 Manhanset Ave.

Greenport, NY 11944


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© 2020 by East End Charters, LLC