On the Water

Island Spirit Kayak
MON- SUN
9:00AM - 3:00PM
Specializing in providing kayak and SUP (Stand Up Paddle Board) tours. Their goal is to introduce the natural beauty of these islands through low impact observation while providing a fun and safe activity.
State Beach
(508) 693-9727
MV Ocean Sports
MON - SUN
8:00AM - 8:00PM
Martha’s Vineyard’s premier oceansports company offering everything to make your watersports experience memorable.
Dockside Marina
(508) 693-8476
Oak Bluffs Marina
MON - SUN
8:00AM - 8:00PM
As the largest marina on Martha's Vineyard, Oak Bluffs Marina not only has the most slips, but is situated right next to the historic Camp Meeting Association’s gingerbread cottages, and offers easy access to the rest of the Island.
At the Oak Bluffs Harbor
Circuit Ave. Extension.
508-693-4355
Pirate Adventures
MON - SUN
Various times
A custom-made 40-foot vessel is designed just for kids! The Sea Gypsy is it’s a stage at sea - a safe, magical place for imagination to take over and memories to be made. From beginning to end, the action is non-stop as they transform your kids into a hearty pirate crew. Every new mate gets a pirate name, face-paint, dresses up and learns how to talk like a pirate - all before they leave the shore!
Dockside Marina
(508) 687-2739
www.mvpirates.com
Sea Witch Sailing Charters
MON - SUN
Various times
Set sail with Sea Witch Sailing Charters and see for yourself why life is better at sea. Bask in the sea breezes and warm sun, unplug from the stress and rush of daily life, and live the dream for an afternoon, a day or a week. With the wind in your hair and the warmth of the sun on your skin, you’ll get bewitched by the magic of the sea aboard our sailing yacht.
10 Circuit Ave Ext
(508) 650-0466
www.seawitchsailingcharters.com
Vineyard Sound Charters
MON - SUN
8:00AM - 5:00PM
Martha's Vineyard's most popular fishing boat, the Skipper, offers a unique ocean fishing experience on the protected and calm waters of the Vineyard Sound.
She is centrally located in the town of Oak Bluffs for easy access from all points of the island.
Oak Bluffs Harbor
(508) 326-8857
www.mvskipper.com
Winds Up!
MON - SUN
9:00AM - 6:00PM
Wind's Up is Martha's Vineyard's headquarters for natural water sports: Stand Up Paddle boards, kayaks, sailboats, canoes, windsurfers, surf & beach clothing/gear, lessons and sales/rentals. Stop by our shop, located on 199 Beach Rd, Vineyard Haven, to get your beach gear, rent one of our kayaks or take a windsurfing or sailing lesson. Have fun this summer, stop by Wind's Up.
On the Lagoon in Tisbury
(508) 693-4252
www.windsupmv.com