Build sailing confidence with instruction tailored to your experience
Refine your sailing technique and build confidence on the water
Explore Martha’s Vineyard waters aboard a private 38-foot Fountain charter
Ride from Oak Bluffs to Edgartown with island views and a beach stop
Ride a banana boat along State Beach with daily half-hour departures
Get out on the water aboard a 17-foot Boston Whaler
A fishing-ready center console with rod holders and a live well
Take the helm of a 19-foot center console with fishing-ready features
Explore Martha’s Vineyard waters with your group
Discover Nantucket's glacial past on an evening hike with harbor views
See three layers of Nantucket’s geological past in one exposed bluff
Cruise, fish, and relax aboard a spacious 200hp Whaler
Explore Nantucket waters on a spacious 275-hp boat for up to 9 people
Take to the water in a Boston Whaler Montauk
Customize a private 4-hour Martha’s Vineyard island tour with flexible stops
Fish Cape Cod Bay on a private 4-hour charter for up to 6 people
Private 3-hour beach cruise for up to six, with snacks and soft drinks included
Sail Cape Cod Bay on a family-friendly cruise where you can help raise sails and bring a picnic aboard
Cruise Provincetown Bay at sunset with snacks and soft drinks
Tour Martha’s Vineyard’s 6 towns in 3 hours, with a stop at Aquinnah cliffs
Tour all 6 Martha’s Vineyard towns in 3 hours, with time for photos and a Menemsha stop
Watch Provincetown’s shoreline glow from a classic Victorian yacht
Charter a private sail in Provincetown for up to 34 guests