Each summer, this string of charming villages located on the southeast coast of Long Island plays host to New York's A-list — from Wall Street bigwigs to music moguls — who escape the city to weekend at beachfront estates worthy of an Architectural Digest cover. But if you plan ahead, more modest house rentals are also available in Southampton, East Hampton, Bridgehampton, Amagansett and Wainscott. Besides sunning and socializing, the Hamptons are known for farm stands offering fresh local produce, restaurants specializing in Long Island seafood and farm-to-table cuisine and vineyards ideal for lazy afternoons sipping wine.
Looking for a nearby escape that feels far-flung? Puerto Rico is just the ticket—especially if you’re budget-conscious. Though the island was hit by back-to-back Hurricanes Irma and Maria last September, vacationers are now starting to trickle back in as hotels and restaurants have reopened their doors. Flights from the mainland are inexpensive (compared with those to nearby islands like Turks and Caicos and the BVI), and there are plenty of wallet-friendly stays offering style, comfort, and top-notch service. Our fave? El Blok, a 22-room eco-hotel with a rooftop plunge pool, Caribbean Sea views, and a curvilinear concrete façade that’s inspired by the coral reefs on the island. Hit the beach, or embark on a two-hour $30 snorkeling tour through mangrove forests and bioluminescent bays via Abe’s Snorkeling & Bio-Bay Tours. Then, watch the sunset and chow down on burgers and frozen rum drinks at Bananas Guesthouse, a divey beach bar with killer happy hour deals.
It’s worth experiencing both Tobago’s beaches and its wild interior. Tobago was purportedly the inspiration for Robinson Crusoe, and even though the deserted beaches described in the novel were based on observations made almost 300 years ago, you can still find such beaches on the island today. Try going to Pirate’s Bay, which was used in the 1954 film version of the novel.

The 17th-century pilgrim settlement of Eastham makes a tranquil Cape Cod getaway. Wander the paths along the shore taking in sweeping views of the dunes and marshes. To really get away from it all, turn off your phone, pick up your book, and make your way to Dyer Prince Beach. It’s only accessible via a rather overgrown pathway, making it a bit of a hidden gem. Here you’ll find a small beach edged with calm waters.


It’s worth experiencing both Tobago’s beaches and its wild interior. Tobago was purportedly the inspiration for Robinson Crusoe, and even though the deserted beaches described in the novel were based on observations made almost 300 years ago, you can still find such beaches on the island today. Try going to Pirate’s Bay, which was used in the 1954 film version of the novel.

It’s no surprise that West Palm Beach is a virtual treasure trove of remarkable beaches, but the colorful shops, restaurants and live entertainment downtown pack a punch of their own. On the weekend, pick your way through the antique and flea market or pay a visit to the farmers market a couple of blocks away. Sign up for a beach food tour to taste your away around West Palm Beach in style.


Sayulita, about an hour north of Puerto Vallarta, is a charming, low-key beach town that remained undiscovered by tourists until recently (cruise lines now offer walking tour shore excursion). Even with more foot traffic, it's still very cheap year-round, and it's crawling with young hippies, yogis and surfers, especially in summer when flights are affordable to Puerto Vallarta (direct, round-trip fare from LAX is around $260). Summer is rainy season, but the rain usually starts in the morning and lasts a short time.
This is one for people who really want to switch off. In fact, there isn’t even a paved road to Carova. You won’t find any hotels here, just quiet, comfortable vacation rentals where you’ve got the whole home to yourself, and probably most of the beaches too. Spend long lazy days on the sands feeling more like yourself every minute, interrupted only by wild horses enjoying the surroundings just as much as you are.
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