Oak Bluffs, Martha's Vineyard
How to get there: Hop on board the Seastreak catamaran to MV for panoramic views of Manhattan, Roosevelt Island, Queensboro Bridge, the Long Island Sound, and Block Island. Ferries operate every Friday from Memorial Day through Labor Day, but prices are hefty, at $250 round-trip.
This quaint, if slightly touristy, town is full of adorable, Candy Land-esque "gingerbread" cottages for your ogling pleasure, plus four public beaches perfect for fishing, boating, or lounging.
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