Water Activities in South Dennis, MA

Explore JAWS movie history with shark-themed drinks and trivia

Fish for sharks off Cape Cod on an 8-hour private charter

Cast, jig, and troll for striped bass and bluefish with crew support

A family-friendly private harbor outing with ice cream for everyone

Get on the water with gear provided for a classic skiing session

Explore Stellwagen Bank’s whale feeding and nursing grounds by private boat

Explore Martha’s Vineyard waters aboard a private 38-foot Fountain charter

Paddle into a Cape Cod sunset with an ACA-certified guide

A relaxed guided paddle with a midway ice cream boat stop

Learn sailing fundamentals with private on-water instruction

Learn stand-up paddleboarding with a guided, beginner-friendly tour

Build sailing skills with private coaching tailored to your goals

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

Fish Cape Cod waters on a private 8-hour charter for up to 6 people

Private charter to fish for striped bass and bluefish and look for whales

Bring your favorite drinks for a relaxed hour on Nantucket waters

Make waves together with coached wakeboarding, eFoiling, and tubing

Private boat charter for up to six people

Ride from Oak Bluffs to Edgartown with island views and a beach stop

Learn paddleboarding basics with an ACA certified guide

Paddle through a clue-filled pirate quest with a water cannon showdown

A private evening sail with room for your own refreshments

Paddle from State Beach with a quick lesson and gear included

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