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One Week in the Cayman Islands

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Play in the water, explore the natural beauty, and enjoy top-notch seafood on these British-administered islands northwest of Jamaica in the blue Caribbean.
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Cayman Islands
One of the best days I had during my trip to the Cayman Islands is the day that I spent on a catamaran, sailing and swimming around Grand Cayman. The warm waters of the Caribbean felt sublime as I dove off the side of the boat, seeking a brief...
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688 West Bay Road KY, 688 W Bay Rd, Cayman Islands
This honky-tonk-inspired bar has a hometown feel and a country vibe, and has great local beers on tap—like Grand Cayman's classic premium lagers, the CayBrew and Caylight. Don’t miss out on the Thursday night Rock & Roll Bingo: It can get rowdy...
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The Paseo, Cayman Islands
Gaze at the beautiful floor to ceiling mosaic that pictures the marine life and coral reef in Grand Cayman as you climb the double helix staircase to the top of the 75ft observation tower. Located in Camana Bay, this tower offers 360 degree...
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171 Elgin Ave, George Town, Cayman Islands
Whether it's the red snapper from yesterday’s big catch or the garden-grown sugarcane and lime that make up the mojito, the farm/fishing-boat-to-table movement is a force to be reckoned with in the Cayman Islands. Take a tour of the garden at 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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857-891 N W Point Rd, West Bay, Cayman Islands
The 1905 Cadillac sparkling under the bright lights really commands the attention of the room. This hot ride, in the center of the Cayman Motor Museum, is the exact model of the first car ever driven on the island. Browse through more than 55...
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Camana Bay, 10 Market St, KY1-9006, Cayman Islands
Though any Caymanian gallery or craft market makes for a fun stop, a few artists may well turn you into a local collector. Consider Shane Aquart, whose Dready character you’ll see on some of the most beloved prints around Grand Cayman. Not...
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Grand Cayman, Cayman Islands
With so many amazing beaches, dive sights, and restaurants to explore it’s hard to imagine anything more exciting can happen on the islands after 9pm. However, in the Cayman Islands, the nighttime excursions are invigorating, jaw-dropping, and...
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Rarely do the terms Queen Elizabeth and reptilian breeding ground appear in the same sentence, but at the Queen Elizabeth II Botanic Park—inaugurated by Her Majesty in 1994—you'll find a notable exception. Of the countess features to...
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Market St, Cayman Islands
Juice bars, gelato shops and tea rooms are the perfect place to snack and regain your energy in between excursions, shopping, and exploring. Power back up with an all natural Green Party or Pink Panther at Jessie’s Juice Bar. They're vegan and...
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North West Point Road 412, West Bay KY1-1110, Cayman Islands
Macabuca Bar and Grill boasts breathtaking views of the ocean to enjoy while you sip on a flirty and dangerous rum libation. There are fabulous drink specials on offer. During happy hour, dare to try the sneaky Macabuca punch, the signature drink...
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Major Donald Dr, Cayman Islands
Put on your comfortable shoes and head to the many trails of Cayman Brac to see wildlife, as well as scenic and geological sights. There is a path for all skill sets. Listen to the mating calls of the parrots flying above at the National Trust...