Water Activities in South Dennis, MA

Paddle open-ocean routes to remote spots with guides on Martha’s Vineyard

A tailored on-water session for families and groups

Scan the water for sharks with a naturalist guide and aerial spotting support

Share a sunset motorboat ride through the harbor

Gather your group for music, drinks, and water views around Nantucket

Cruise Nantucket waters while uncovering the island's whaling-era landmarks

Refine your sailing technique and build confidence on the water

Take your group out on a 17-foot Boston Whaler

Take the helm with GPS and a fish finder on board

Take to the water in a Boston Whaler Montauk

Paddle Scorton Creek and create your own blown-glass piece

Stand-up paddleboard tour up Scorton Creek with an ACA Certified guide

Paddle at sunrise with breakfast and coffee included

Build kayak skills with guided games and exploration for kids

Cast a line on a private inshore trip with a captain and gear included

Spend a private day exploring Nantucket by boat

Make Nantucket Harbor your private setting for an evening cruise timed for sunset

A fishing-ready center console with rod holders and a live well

Take the helm for your own time on the water

Take the helm of a 19-foot center console with fishing-ready features

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

Beginner stand-up paddleboard tour with ACA-certified guidance

Paddle Popponesset Bay at sunset and into the full moonlight