Martha's Vineyard
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Within a 10-minute stroll of these inns are several fine shops, a quirky old movie theater, and a few nice eateries. A favorite is Cafe Moxie, which presents an intriguing range of relatively affordable mod-American dishes. If you're in the mood for a lobster roll, drop by the Net Result, a simple fish market a 10-minute walk from the ferry terminal serving some of the freshest seafood around.

Oak Bluffs and Edgartown are the two other major settlements on the island (they are also the only towns with liquor licenses; restaurants elsewhere on the island are BYOB, although it's expected that by 2008, Vineyard Haven will obtain a license that permits the sale of liquor at restaurants). Oak Bluffs has been more heavily developed than other towns on the island, with a bounty of lively bars and rollicking amusements popular with college students and teenagers.

It's a fun town for window-shopping, picking up an ice cream cone at a local parlor, and eating - there are plenty of terrific restaurants in Oak Bluffs. At the upper end, the Sweet Life Cafe serves outstanding regional American fare and occupies a handsome Victorian house along the town's main drag, Circuit Avenue - try the squid-ink fettuccine with shrimp, scallops, calamari, and a tomato-basil-garlic broth. More casual and less pricey options, both of which are also fun places to sip cocktails and socialize, include Sharky's Cantina, which serves up terrific Tex-Mex in a festive ambience, and the Lookout Tavern, a rustic seafood shack overlooking the sea and serving not only great platters of fried and broiled fish and shellfish but also first-rate sushi.

Edgartown is the island's somewhat more conservative community, at least in appearance if not necessarily in politics (this is still a highly liberal part of the world, especially on social issues). This posh historic village defined by gorgeous white-clapboard Colonial homes and neatly manicured gardens has several convivial eateries, and numerous high-end clothiers and boutiques downtown. Tops for dining are Detente, a hip little wine bar serving superbly crafted, innovative fare like lemon-honey-basted halibut with truffled leek puree, baby artichokes, and oven-dried tomatoes. A more casual but still reliable bet is the Wharf Pub, which serves consistently good burgers, salads, and pub fare.
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