Friendship Sloop Surprise
is now available for Day Sailing and Private Charter for up to 6 passengers. She
is 33' on deck making her one of the largest of the friendship sloops. She
was designed with a huge cockpit giving plenty of space for hauling lobster
traps. The Friendship
Sloop Surprise has been continuously sailing Maine waters since 1964. She was
built in Round Pond, Maine using local oak and cedar trees. She was first
employed as a lobster boat fishing from Monhegan Island and also carried
firewood. She first entered passenger service in 1979 sailing from the East Wind
Inn at Tenants Harbor, Maine. She was later donated to the Atlantic Challenge
Foundation in Rockland, Maine and eventually sold to the Keblinsky family her
The Friendship Sloop Surprise now sails daily from the Cranberry Island Dock on Shore Road in Southwest Harbor, Maine and
continues to delight scores of Downeast
Departure times vary throughout the season. Call for more information.
10 am ~ 12 pm ~ 2 pm ~ 4 pm ~ Sunset Sail*
* ask about our Sinset Dinner Sail and Lunch Cruises to
The Islesford Dock Restaurant on Little Cranverry Island.
2 - hr. Sailing Adventure ~ $50/pp.
Private Charter Rate ~ $125/hr.
6 Passengers Maximum