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!