Water Activities in Vineyard Haven, MA

Sail close to the water on an interactive harbor charter

Build wing-foiling skills with tailored instruction and boat support

Bring your favorite drinks for a relaxed hour on Nantucket waters

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

Bring your favorite food and drinks for an evening on Nantucket Harbor

Build sailing skills with private coaching tailored to your goals

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

Learn paddleboarding basics with an ACA certified guide

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

Explore Nantucket waters on a spacious 275-hp boat for up to 9 people

Paddle Lawrence Pond your way with a 1-hour kayak or paddleboard rental

Paddle from State Beach with a quick lesson and gear included

Take in Nantucket Harbor views as the day turns toward sunset

Build kiteboarding skills with tailored instruction and boat support

See Nantucket's whaling-era landmarks from the water before the day gets busy

Rent a kayak or paddle board and explore Oak Bluffs from the water

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

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

Build sailing confidence with instruction tailored to your experience

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

Paddle Popponesset Bay at your own pace with included gear

Ride a banana boat along State Beach with daily half-hour departures

Take to the water in a Boston Whaler Montauk

Private family kayak lesson with ACA (American Canoe Association) certified guides