​Our Charter Packages and Add-ons


"Surprise" Specials

Local Beach Lobster and Seafood Cookout 

Sail to your own beach on Surprise. Swim, explore, and "just be" in peace. After showers and relaxing aboard your own oasis, enjoy a seafood feast on the beach prepared and served by your crew. Cap off your perfect day with a sunset sail home. Includes all beach gear and 1 1/4 lb. lobster, steamers, clams, mussels, corn 

Kayak or SUP Exploration

Sail to remote kayak and SUP destinations not even accessible by 4-wheel drive beach vehicles! Let Surprise be your personal mothership with her generous swim ladder and plenty of shade. Luxuriate after paddling with hot pressurized

showers, big fluffy towels and cocktails served by your crew. $1850 includes kayaks or SUPs, and lunch for six. BYOB. .​

and potato. BYOB. $2150 day-long all inclusive for six guests.

No Car - No Problem

From New York City: Sag Harbor, Montauk, and Greenport are served by the Hampton Jitney. The Long Island Railroad goes to "The End" in Montauk and Greenport. From New England: leave your car in Connecticut - we can arrange to have you picked up & returned to Orient Point at the Cross Sound Ferry.


Hampton Jitney                   www.hamptonjitney.com   631-283-4600

Long Island Railroad           www.new.mta.info

Cross Sound Ferry              www.longislandferry.com 631-323-2525

Fully crewed boats for adventure on the water