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161 2nd House Rd, Montauk, NY 11954, USA

It’s a hot August day, and I’m in the hip fishing village of Montauk, New York, at the tip of Long Island. Three friends and I just arrived at Ruschmeyer’s, a Neverland for summer-loving grown-ups who want to relive their childhood camp memories....

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76 Main St, Nantucket, MA 02554, USA
Make the three-and-a-half-hour trip from Boston for seafood and salt air. Opened last year, this hotel in the heart of town has a whimsical preppy aesthetic. From $219.
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Old road, Antigua and Barbuda
Opened in 2003, Carlisle Bay is set on a lush, isolated section of Antigua’s south coast and has a 21st-century design that feels more contemporary than Caribbean. With muted shades of grays, whites, and greens, the hotel projects an...