Martha's Vineyard Things To Do

Adding credibility to the island’s name, this winery – owned and operated by the Mathiesen family since 1971 – produces seven types of wines, including the more-than-worthy Chenin Blanc. After a free tour and tasting, pick up a bottle to bring home.

Dedicate an afternoon to trekking one of the six trails that thread this 250-acre sanctuary spanning woodlands, meadows, ponds, salt marshes, and barrier beaches. Keep an eye out for birds like ospreys, tree swallows, and wood ducks.

Still in operation after 150 years, the scrupulously maintained Gay Head Lighthouse is a national landmark. Tour it at sunset for impressive views of Gay Head Cliffs and the Vineyard Sound.

Like something straight out of Alice in Wonderland, this picturesque 19th-century enclave, with its 300+ shockingly bright, diminutive cottages (formerly part of a Methodist campground), borders on surreal. At their center is the Tabernacle, unique for its octagonal cupola.

Curious about the evolution of Martha’s Vineyard? Over 30,000 artifacts ranging from paintings, sculptures, and costumes to decoys, hunting tools, and fishing boats, provide a comprehensive look at the island’s history.

The Field Gallery, originally designed to showcase local talent, now includes the works of national artists, too. See local sculptor Tom Maley’s fanciful pieces outside, and rotating collections of paintings and photographs inside. Sunday afternoon receptions are a summer island tradition.