Take a day trip to Martha's Vineyard. 3. Explore Oak Bluffs, Massachusetts. 4. Walk through "Cottage City," Wesleyan Grove. 5. Search through the cottage nameplates for the Harris and Shearer Cottages. 6. Try some lobster ice cream at Ben and Bill's Ice Cream Emporium.. Alchemy Bistro & Bar. 71 Main St, Edgartown, MA, USA. (508) 627-9999. A classy part of the Vineyard food and beverage landscape for the past two decades, Alchemy is highly regarded as whipping up the best cocktails on the island, as well as having one of the area's most respectable caches of wine.

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Edgartown Harbor Light - the lighthouse that marks the entrance to Edgartown Harbor and Katama Bay. 2. Take a Drive to the Cliffs of Gay Head Martha's Vineyard. At some point in the day, make one last drive down to the bottom left corner of the island to Aquinnah.. Visit Martha's Vineyard in the shoulder season. 2. Take a day trip to Martha's Vineyard. 3. Explore Oak Bluffs, Massachusetts. 4. Walk through "Cottage City," Wesleyan Grove. 5. Search through the cottage nameplates for the Harris and Shearer Cottages.