things to do in South Dennis, MA

Build kayak skills with guided games and exploration for kids

Build kiteboarding skills with tailored instruction and boat support

A tailored on-water session for families and groups

Paddle a Cape Cod inlet at your own pace

Ride Cape Cod’s coastal bike path with ocean views and local history

Paddle Sengekontacket Pond with a private guide tailored to your group

Paddle a Cape Cod inlet at your own pace

Build foundational paddling skills with an ACA-certified guide

Explore JAWS movie history with shark-themed drinks and trivia

Sail Vineyard Haven Harbor with brunch bites, mimosas, and live jazz

Raise the sails or take the wheel on Martha's Vineyard waters

Take the helm of a Rhodes 19 sailboat

Build sailing skills with private coaching tailored to your goals

Help your toddler build confidence on the water with an instructor-led sailing introduction

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

Take your group out on 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