By MV VacationUpdated 30 Sep, 20267 mins read 1,704 views
Best summer activities on Martha's Vineyard: beaches, hiking, sailing, biking, fishing, kayaking, and island events. Your guide to an island summer.
Martha's Vineyard is at its best in summer: beaches open, harbors full, every town running at full speed. The island has enough going on to fill a week without repeating yourself. Here are the summer activities worth planning around.
Aquinnah Beach, also known as Moshup Beach (admire the cliffs from the sand at a distance: the cliff face belongs to the Wampanoag Tribe and is a National Natural Landmark, and climbing it or taking clay is illegal)
Chilmark
Chilmark, all rolling hills and farmland, is home to:
Menemsha fishing village
Lucy Vincent Beach (restricted to Chilmark residents in summer)
The Allen Farm Sheep and Wool Company
West Tisbury
West Tisbury is the island's farm town. Don't skip:
The West Tisbury Farmers Market
Alley's General Store, the oldest operating retailer on the island
Long Point Wildlife Refuge
For beach days
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Outdoor Activities
By bike · edge of the waterPhoto by MV Vacation
Handlebars at the end of a ride, where the trail drops you at a quiet stretch of shoreline.
On the water · sail and paddlePhoto by MV Vacation
Sailboats on their moorings in Vineyard Haven Harbor. Sailing lessons run out of the harbors, kayaks go on the ponds, and bike paths link nearly every town.
There's plenty to do once you're off the sand.
Biking
Biking is one of the best ways to explore the island. Popular routes include:
The State Forest Loop
The Edgartown-Oak Bluffs Loop
The Up-Island Route through West Tisbury and Chilmark
Tip: Many rental shops offer e-bikes for those who want a little extra help on the hills.
Hiking
The island has hiking trails for all skill levels. Some favorites:
Menemsha Hills Reservation
Cedar Tree Neck Sanctuary
Fulling Mill Brook Preserve
Water Sports
You're surrounded by water. Use it:
Kayaking and paddleboarding in Edgartown Harbor or Menemsha Pond
Surfing at South Beach (free, no sticker needed). Squibnocket in Chilmark is limited to residents and renters with a town pass from mid-June through Labor Day.
Sailing lessons or charters from Vineyard Haven Harbor
Cultural Experiences
A few indoor stops are worth planning around, especially on a cloudy day.
Martha's Vineyard Museum
The Martha's Vineyard Museum in Vineyard Haven covers the island's history. Exhibits include:
The island's maritime history
The island's Wampanoag heritage
The African American experience on Martha's Vineyard
Aquinnah Cultural Center
Learn about the Wampanoag Tribe's history and culture at the Aquinnah Cultural Center. The center offers:
Educational exhibits
Cultural demonstrations
A summer guided walk to the Gay Head Cliffs Overlook (Wednesdays in July and August)
Art Galleries
Galleries are scattered across the island. A few to visit:
Which beach is best for families with small children?
State Beach, the long strip between Oak Bluffs and Edgartown. The water is calm, the bottom is shallow and it is free with no sticker. South Beach has bigger surf and suits older kids and strong swimmers. Our State Beach guide covers parking and the Jaws Bridge.
Where is the best sunset on Martha's Vineyard?
Menemsha Beach in Chilmark. The sun goes down over the water, the fishing boats come in with the day's catch, and the fish markets sell fresh seafood you can eat on the sand. Arrive early on summer evenings, since the crowd builds well before the sun drops. Our Menemsha guide has the details.
Can I see the island without a car?
Yes. VTA buses reach all six towns and are fare-free through June 30, 2027, so a walk-on ferry ticket is all you need. Bikes cover the flat down-island paths between Edgartown, Oak Bluffs and Vineyard Haven. Our car-free guide lays out the routes.
How many days do I need?
The island has enough for a week without repeating yourself: beaches, six towns, biking, hiking and museums. A single day works for one town and a beach. Three or four days lets you cover the down-island towns and still make the long drive up-island to Aquinnah and Menemsha.
What are the rules at the Aquinnah Cliffs?
Look, do not touch. The cliff face belongs to the Wampanoag Tribe and is a National Natural Landmark, so climbing it or taking clay is illegal. Admire the colors from Moshup Beach or the overlook, then visit the Gay Head Lighthouse and the Aquinnah Cultural Center. Our cliffs guide explains the geology.
What can we do on a rainy day?
Head indoors. The Martha's Vineyard Museum in Vineyard Haven covers maritime history, Wampanoag heritage and the island's African American story. Galleries in Edgartown, Oak Bluffs and West Tisbury make a good loop, and Oak Bluffs has the Flying Horses Carousel, the nation's oldest operating platform carousel.
Island tip of the dayFoodNo. 19 of 86New tip at midnight, island time
Espresso Love (17 Church St, Edgartown) opens at 7 AM daily. Excellent coffee, $5–12 for breakfast. One of the few places open early on the island.
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Disclaimer: The information in this article is provided for general guidance only and was accurate at the time of writing. Beach conditions, hours, prices, lifeguard schedules, ferry fares, and business operations change frequently and without notice. Ocean swimming carries inherent risks including rip currents, undertow, and cold water shock. Always verify current conditions with official local sources before your visit. MV Vacation assumes no responsibility for any loss, injury, or inconvenience resulting from the use of this information. Swim only where lifeguards are on duty, supervise children at all times near water, and follow all posted safety signs.
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