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The Perfect Weekend in the Cayman Islands

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Get the most out of a long weekend in the Cayman Islands. Don't worry, even if you go marine life spotting in Stingray City and taste testing at Tortuga Rum, you can still get in hours of just lazing about on the beach at Rum Point.
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Grand Cayman, Cayman Islands
Though a relatively new option for tourists, the Crystal Caves of Grand Cayman’s Old Man Bay have been hosting other sorts of visitors since time immemorial: Everyone from bats (who still hang out near the entrance) to farmers (in search of...
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31026 SMB Seven Mile Beach Royal Watler Cruise Ship Terminal Grand Cayman KY1, George Town, Cayman Islands
Swimming with stingrays may, admittedly, smack of an overly manufactured tourist experience. But the sandbars of Stingray City on Grand Cayman make for such a transcendent outing, you’ll be glad you went for it. As soon as you enter the...
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Rum Point, Cayman Islands
Among vacationers who’ve been coming to Grand Cayman forever, there’s a whole faction that essentially camps out at Rum Point all day every day, and you’ll understand why as soon as you see the place. Tucked away, super low-key,...
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Owen Island, Cayman Islands
On the quiet and appropriately named Little Cayman—with a population of 100 to 170, depending on whom you ask—your inner-peace quotient will automatically hit historic highs. For an off-the-charts chill factor, however, borrow a kayak...
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53 N Church St, George Town, Cayman Islands
You wouldn’t expect a restaurant that juts into the Caribbean to be a farm-to-fork hot spot, but Cayman Cabana is nothing if not expectation-defying. Despite being located in one of the most commercial parts of Grand Cayman—the...
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857 N W Point Rd, West Bay, Cayman Islands
Dine at the oceanfront Cracked Conch for a great surf-and-turf menu, beautiful views, and a lovely outdoor patio. Try the conch ceviche or chowder, or be adventurous with an order of the octopus pan fried in chorizo oil. The Cracked Conch has...
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Across the Airport, Blossom Village KY3-2501, Cayman Islands
At 10 miles long and a mile wide, Little Cayman is the kind of place where you really don’t need a car. And while your own legs and some swim fins would probably suffice for most things you want to do here, you should also consider renting a...
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60 Tanager Way, Seven Mile Beach, Suite 200, KY1-9008, Cayman Islands
Rarely does a tropical cocktail feel virtuous, but the fresh-pressed organic juices and locally sourced herbs that go into, say, the Loba-Rita at Coccoloba (with tequila, charred pineapple, spiced agave nectar, triple sec, lime, and orange juice)...
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Cayman Islands
When you’re in the Cayman Islands to begin with, the idea of “getting away from it all” for a meal may strike you as redundant. Until you get to Morgan's—the best kind of escape within an escape. Tucked into the Cayman...
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Spot Bay Rd, Spot Bay, Cayman Islands
While you can certainly pick up some singular souvenirs at the family-run NIM (Native Island Made) Things, visiting this Cayman Brac institution is as much about schmoozing as shopping. Set inside a sweet little yellow house in Spot Bay, the...
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Blossom Village, Cayman Islands
When friends opened the Southern Cross Club in 1958, Little Cayman, the smallest of the three islands that make up the British colony, had a population of just three people. Fourteen stilted cottages, painted turquoise, pink, or yellow, some with...
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Seven Mile Beach, KY1-1209, Cayman Islands
This 144-acre family-friendly resort sits on what feels like a private isthmus stretching between the palm-lined, white powder sands of Seven Mile Beach and a lagoon whose channels lead to North Sound, where Grand Cayman’s most famous (and...
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Tortuga Way, North Sound Road, George Town KY1-1106, Cayman Islands
Embrace your inner Caribbean pirate at a shop selling all things rum. The Tortuga Bakery, located in West Bay, specializes in spiced rum, rum cakes, specialty chocolates, coffee, and sauces. They offer complimentary samples of all the rum cake...
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1465 Esterly Tibbetts Hwy, Cayman Islands
This relaxing and affordable enclave of two-story, yellow-and-white buildings surrounds a large pool amid Bermuda grass lawns studded with tall palm trees and hammocks. Sunshine Suites Resort is just across the street from Seven Mile Beach, where...