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It’s quiet, relaxing, and a shorter flight home than some New Yorkers’ morning commutes. And even if you can’t spend hedge-fund-manager dollars, you can enjoy the same beaches, or venture onto the bicycle trails, try a stand-up paddleboard, and walk around Hamilton’s Downtown. You can visit The Swizzle Inn for an iconic rum swizzle, and then seek out authentic local fare in St. You can ride a jet ski into the Bermuda Triangle. For better or worse, Brits and Americans have been there since the days of pirates (and, of course, the island is still a playground for captains of finance and their offspring), so you get gnarly old cannon-laden forts and a flourishing nightlife. It’s also close, both geographically and culturally. It’s not tropical, but it is warm and sunny and has pink sand beaches and sunsets over the North Atlantic. Why you'll love it: Bermuda is a weird bird. Often you can get there direct for under $300. Travel time: Bermuda is an easy flight from the East Coast: two hours from New York, DC, or Boston about three from Miami or Atlanta. Chadner Navarro In Bermuda, you can look luxe without spending big bucks.
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Lunch, perhaps of lapas (a local shellfish delicacy best eaten with loads of butter) and beer in full view of the ocean, is included in the 80-Euro price tag.įill out the rest of your stay with foodie fervor: Visit pineapple green houses at Pineapples A Arruda, which also sells addictive pineapple chili oil (totally worth bringing home to friends) learn about one of Europe’s only tea plantations and then tuck into a meaty cozido, a stew that’s cooked for hours underground by the steam of the hot springs in Furnas. The eight-hour excursion could have you discovering eye-popping views of the Sete Cidades volcano, swimming under hidden waterfalls in Furnas, and hiking through the oldest areas of the island. To make sense of it all, sign up for a full-day tour with Holistika Azores, which takes a more contemporary, off-the-beaten-path approach to its itineraries. Everywhere you go, there’s a moment that’s begging to be Instagrammed. Why you’ll love it: São Miguel, the largest of nine islands that make up the Azores, is a naturalist’s dreamscape that combines dramatic, fog-crowned lakes, and relaxing hot springs along with slender waterfalls and even colorful, Hydrangea-lined highways. By late September, airfare dips to around $500. For both, expect to shell out approximately $800 for a round-trip ticket during peak summer travel. Delta has a seasonal summertime connection from JFK that touches down in Ponta Delgada in under six hours. Travel time: Bostonians, rejoice! The quickest way to this lush island in the middle of the Atlantic is a less than five-hour red-eye with Azores Airlines from Logan International (depending on the wind, don’t be surprised if you find yourself in Portugal 30 minutes ahead of schedule). Kastalia Medrano Hike along Lagoa das Sete Cidades in São Miguel, Azores. It’s ubiquitous, but East Ender’s is a cut above. And definitely don’t go back home without sampling the world-class jerk chicken. If you can make it during the first week of May, you can catch the annual Carnival festivities, known here as Batabano. Keep walking, if you must, on the renowned Mastic Trail, which cuts through a rad a nature preserve. It’s free, though it’s worth paying a small fee (meaning a gratuity) for a guide to give you a more thorough experience. Not really an ocean person? That’s cool-you can go to Hell, a surreal landscape of black limestone. Maybe feed a stingray while you’re there. For a smoke show beach, which we're going to assume is one of your higher priorities, head a few minutes south to Seven Mile Beach. Visit the Cayman Turtle Centre to swim with sea turtles (and learn about local marine life). On a short trip, you’ll get the most out of your time on Grand Cayman, the largest. Why you’ll love it: The Caymans are three islands, each with a different vibe. Aim for March or April, the sweet spot when hotel rates drop but the rainy season hasn’t quite yet kicked in. A round trip will run probably $300 to $550. From Chicago or New York, it’s still under four hours. Travel time: You’re in Miami? Great! A direct flight for you is just an hour and a half.