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West Bay, Cayman Islands
Grand Cayman outfitter Spirit of the West adds an extra thrill to its horseback-riding adventures. Caymanian owner Paul Rivers leads guests on a nearly two-hour trot along Barkers Beach, one of the island’s most secluded spots. After working up a...
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Boggy Sand Rd, West Bay, Cayman Islands
Grand Cayman is not all offshore banks and transplanted NYC fund managers in Teva sandals and bad Reyn Spooner shirts. Nor is it purely the monolithic mega-resorts dotting the well known Seven Mile Beach. Fortunately for the experiential traveler,...
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George Town, Cayman Islands

As part of a cruise shore excursion I had the opportunity to go snorkeling with the Sting rays in Grand Cayman. I had managed to convince one of my co-travelers to go with me. She had never been snorkeling before and was a little nervous about...

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124 S Church St, George Town, Cayman Islands
Dive into the coral caves and passages at the Devil’s Grotto to really explore the oceanic flora and fauna of the Caribbean Sea. Swim through the incredibly thick schools of silverside fish, watch stingrays swim and play along the sand, and take...
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31026 SMB, Seven Mile Beach, (Royal Watler Cruise Ship Terminal), George Town KY1-1205, 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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23 Lime Tree Bay Ave, Cayman Islands
After a walk along Seven Mile Beach, treat yourself at the Yogurt Shop. Located in a little shopping plaza, Governors Square, this is the spot for a refreshing smoothie or frozen yogurt (hand-scooped or soft serve). Pop in between 5 and 6 pm on...
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1320 W Bay Rd, West Bay, Cayman Islands
While Grand Cayman’s waters harbor legendary coral reefs, there’s another treasure waiting to be discovered below the surface in a marine park off Seven Mile Beach. About 60 feet down rests the intentionally submerged Kittiwake, a...
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Cayman Islands
The bright red English double decker bus standing outside Deckers Restaurant makes this cozy Caribbean dining spot hard to miss. With great live music pumping from the speakers, fresh seafood—including jerk calamari, blackened mahi-mahi, and more—...
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Westshore Centre, Cayman Islands
Karma in George Town specializes in a harmonious fusion of Thai and Japanese cuisine. The place is dedicated to serving only sustainable products, utilizing local produce and sushi caught by resident fishermen. Don’t miss the all-you-can-eat...
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Market St, Cayman Islands
Sip a cold-steeped iced latté from Jessie’s Juice Bar with a clean conscience since you know you are drinking organic fair-trade espresso beans. This lovely café offers all the coffee drinks you might expect—Americano, macchiato, latté,...
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571 North West Point Road, West Bay KY1-1206, Cayman Islands
Ride through the beautiful beach trails, back country roads, and tranquil mangroves on the West Bay Loop coastal bike trail. This three-hour circular route takes you around the entire northern tip of the island and ends right where it started. A...
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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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43, Canal Point Drive, Cayman Islands
Looking for a break from the seafood offered at almost every Caribbean restaurant? Copper Falls Steakhouse is exactly what the doctor ordered. From a 28-ounce porterhouse steak to an entire rack of lamb, this place is definitely a meat-lover's...
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Ground Floor, 12 Earth Cl, Cayman Islands
After an early morning of exploring or a long day of shopping, Island Naturals Cafe is the perfect way to pump natural nutrients back into your body. With freshly squeezed juice and made-to-order fruit smoothies, as well as numerous tropical tea...
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W Bay Rd, Cayman Islands
No trip to Grand Cayman would be complete without some time well spent at a beach bar, and few have all the natural advantages that Tiki Beach can boast. Enjoy a drink at the four-sided bar, and have a bite to eat before dancing the night away. Or...
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857 N W Point Rd, West Bay, Cayman Islands
Macabuca, the sister restaurant to the Cracked Conch, is a beachside gem. Located on the northwest point of the island, Macabuca offers prime snorkeling & diving, lunch and dinner service, live music, and—bottom line—it's a beautiful place to...
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Little Cayman, Cayman Islands
Despite its size (10 square miles) and population (fewer than 170 permanent residents), Little Cayman enjoys a worldwide reputation among serious divers. The island is renowned for its exceptional underwater visibility and vertigo-inducing walls,...
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Seven Mile Beach, Cayman Islands
This is by far the most popular beach in the Cayman Islands, and it's even a top beach destination for the Caribbean as a whole. Seven miles of powdered sugar sand are a big draw, as are turquoise waters that are home to coral reefs within...
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19.357600, -81.376401, Cayman Islands
I’ve been to a lot of beautiful islands, but the clear blue waters surrounding Grand Cayman are some of the best I’ve experienced. To get out on the water and see it for yourself, hire a charter boat for the day to head out to amazing snorkeling...
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S Church St, George Town, Cayman Islands
If you're looking for a small, secluded, off-the-beaten-path beach that is perfect for snorkeling, Smiths Cove is the place. It's hard to find but well worth the search. Take South Sound Road, park at the plantation, and head across the street.
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Cayman Islands
One of my favorite highlights from a recent visit to Grand Cayman was watching the Sunset at The Reef Resort. Located on Grand Cayman's quieter East End, the resort is a tranquil and casual escape, just minutes from some of the island's best...
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269 West Bay Road, Box 30829, KY1-1204, Cayman Islands
Become one with the sea as you stand atop a paddleboard and slowly glide through the water. There are paddleboards available for rent along Seven Mile Beach. It's a great way to get in your core workout for the day while enjoying the sun and sea....
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3 Harbour Dr, George Town, Cayman Islands
Take a walking tour of historic George Town, the capital of Grand Cayman since the 18th century, when the local harbor was deemed the island’s best commercial anchorage. One of the oldest sites is Fort George, and though you’ll find...
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5 Denham Thompson Way & South Church St. South Sound, Grand Cayman George Town Cayman Islands, George Town, Cayman Islands
Inside this charming Cayman cottage you’ll find a treasure trove of fantastic local paintings and prints, fabulous gifts, and an abundance of handmade crafts. Whether you are looking for custom Caymanite jewelry—a marble-like stone cultivated in...
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648 South Church Street, George Town, Cayman Islands
Cayman Logwood Products makes high-end wooden home decor pieces out of the local logwood trees. These beautifully handcrafted works of art are only made once the tree has fully fallen to the ground, ensuring a truly sustainable product. Every item...
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S Church St, George Town, Cayman Islands
Rummage through woven thatch hats and bags, bona fide island jewelry, and one-of-a-kind woodcarvings and paintings at the seaside Craft Market in George Town. Here, you will find handmade products featuring local materials like the pink shell from...
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Cayman Islands
O Bar is consistently popular with a young and hip crowd on the island and is one of the few places open late into the night. The music is fairly standard—house, hip hop, pop—but the vibe is right.
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Lime Tree Bay Ave, Cayman Islands
Having trained in Germany at the Goldsmithing School Pforzheim, Balaclava Jewellers proprietor Philip Cadien curates a collection with a refined, distinctly European feel. From precious metals, to exquisitely cut stones, to South Sea pearls, a...
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W Bay Rd, Cayman Islands
Tucked away in the back corner of the Buckingham Square shopping plaza, this charming and commonly overlooked Italian restaurant is celebrated for its fresh ingredients, authentic Italian recipes, and wonderful customer service. The warm smell of...
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871 West Bay Rd, Canal Point Dr, Seven Mile Beach, Cayman Islands
This romantically modern seaside restaurant is the perfect place to watch the sunset, sip fine wine, and indulge in rich Italian cuisine. Luca has creative daily specials—like the coffee-encrusted rack of lamb—and a varied entrée menu providing...
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571 North West Point Road, West Bay KY1-1206, 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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688 W Bay Rd, George Town, 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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West Bay, Cayman Islands
Feeling a little anxious that you may be missing the big game while lounging on the beach? Legends is a welcoming bar and grill on Seven Mile Beach where you can watch a variety of games on several televisions. Grab a cold beer in a frosted mug,...
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Cayman Islands
This relaxed yet sophisticated restaurant feels more like a personal estate than a commercial business. Its central location, varied seafood menu, and charming atmosphere make this the perfect place to escape the heat for a lazy lunch.
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857 N W Point Rd, West Bay, 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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5 Denham Thompson Way & South Church St. South Sound, Grand Cayman George Town Cayman Islands, George Town, Cayman Islands
Pure Art Gallery & Gifts is a great way to get to know the work of local artists—and maybe bring a piece of Grand Cayman home with you! Whether you're looking for gifts or souvenirs to remind you of your time away, or even original works of art,...
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389 West Bay Road Seven Mile Beach, Box 30371, KY1-1202, Cayman Islands
Located along Seven-Mile Beach, the Marriott Grand Cayman Beach Resort is the perfect place to get away from it all. In the midst of ongoing improvements, the new and funky decor will remind you more of a boutique hotel than a traditional resort....
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S Church St, George Town, Cayman Islands
Got off the carnival paradise in Georgetown with no plans. Decided to walk south on the narrow road and see what we could find. Got a tip from the dive shop employee to keep walking and find smiths cove. We did and it was amazing. So amazing in...
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Cayman Islands
This was the first time I had ever snorkeled and I was terrified! After about five minutes, I was a pro. I saw hundreds of different types of fish and coral; it was amazing! Make sure you bring an underwater camera!
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Grand Cayman, 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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Camana Bay, 10 Market St, KY1-9006, Cayman Islands
The town of Camana Bay —between Seven Mile Beach and George Town— is a wonderful shopping destination. With a handful of specialty boutiques and a dynamic mix of local and international retailers, you can find meaningful mementos, tasteful...
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389 West Bay Road Seven Mile Beach, Box 30371, KY1-1202, Cayman Islands
Located along famous Seven-Mile Beach at the Marriott Beach Resort, Solana is a world class restaurant specializing in a unique blend of Caribbean and international cuisine. There are several menu standards, but the chef also is known for daily,...
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Camana Bay, 10 Market St, KY1-9006, 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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Roberts Dr, George Town, Cayman Islands
This quaint clothing boutique specializes in garments, bags, and accessories with an emphasis on function rather than fashion. Considering they design and manufacture all their products locally, Caribbean Canvas Company is noted for their...
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at Sunset House Hotel, 390 S Church St, George Town, Cayman Islands
Tropical fish, curious sea turtles, and stunning coral reefs are just a handful of the things you’ll find in the images lining the walls at Cathy Church’s studio and gallery. Her stunning underwater photos are shot both in vibrant color and black...
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East End, Cayman Islands
The year was 1794. A British convoy of ships coming from Jamaica, to points afar in America and Britiain, ran aground on shallow reef and sank off the East End of Grand Cayman. Legendary British Naval Captain John Lawford thought the fleet had...
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444 Conch Point Rd, West Bay, Cayman Islands
For Italian food lovers, this is the place to dine. Nestled deep in the heart of Grand Cayman, the restaurant requires a map or good GPS to find, but luckily there are signs to guide you along your journey. With its bamboo and thatch roof,...
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West Bay, Cayman Islands
Go to Hell, so named for the underworld-evoking field of jagged, blackened limestone formations that crop up in this tiny Caymanian town, where iguanas handily outnumber human residents. While you're there, stop into Hell’s Gift Shop to...
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1B Pleasant Dr, West Bay, Cayman Islands
The Strand is a big mix of entertainment facilities, including a lounge and comedy club, a cigar joint, a nightclub, and a late-night takeout restaurant. Start your evening with a few drinks and some big belly laughs at the Living Room Comedy...
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786 N W Point Rd, West Bay, Cayman Islands

While placing plenty of emphasis on its namesake creatures, the conservation-driven Turtle Centre is also home to sharks and barracuda—and one very large saltwater croc. Though there’s typically a fence or pane between you and the...

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Seven Mile Beach, KY1-1209, Cayman Islands
“Is this illegal?” I asked while puffing a large Cuban cigar in my posh wicker lounge chair. Cohiba Esplendido is what it was called. The waiter shook his head 'no' while pouring VSOP into my tumbler and said Cuban cigars were legal in the Cayman...
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2289 Queens Highway, East End, KY1- 1106, Cayman Islands
Enjoying lunch under the shade
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Cayman Islands
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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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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Cayman Brac, Cayman Islands
There is truly something for everyone in the Cayman Islands, and this adage never proved truer than when we spent one day noshing on gourmet island cuisine in glitzy Grand Cayman and the next bird-watching in the Cayman Brac Parrot Reserve....
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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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Cardinal Ave, George Town, Cayman Islands
Crazy experience that is a mist if you even go to the Cayman Islands. You can book this straight from the port, and you get in a boat that take you in the middle of the sea. It is like a sand dune in the middle of the ocean, which is no deep so...
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Morgan's Ln West Bay KY, West Bay, Cayman Islands
A cool breeze blows in from the French doors opening onto Morgan’s Harbor. Through shuttered windows you spot local fishing boats motoring past the dock with their catch of the day. And those fish--snapper, wahoo, mahi mahi, or tuna— are on the...