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Far less developed than Cape Cod—thanks to a few local conservation organizations—yet more cosmopolitan than neighboring Nantucket, Martha's Vineyard is an island with a double life. From Memorial Day through Labor Day the quieter (some might say real) Vineyard quickens into a vibrant, star-studded place.
The busy main port, Vineyard Haven, welcomes day-trippers fresh off
ferries and private yachts to browse in its array of shops. Oak Bluffs, where pizza and ice cream emporiums reign supreme, has the air of a Victorian boardwalk. Edgartown is flooded with seekers of chic who wander tiny streets that hold boutiques, stately whaling captains' homes, and charming inns.