Cayman Islands
We’ve compiled the best of the best in Cayman Islands - browse our top choices for the top things to see or do during your stay.
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40 Recommendations
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1. Macabuca Oceanside Tiki Bar
Bars/PubsThis classic beach bar has a huge deck over the water, thatched roof, amazing mosaic murals of waves, spectacular sunsets (and sunset-color...Read More
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2. South Coast Bar and Grill
Bars/PubsThis delightful seaside slice of old Cayman—grizzled regulars slamming down dominoes, fabulous sea views, old model cars, Friday-night dances...Read More
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3. South West Collective
Bars/PubsA celebration of all things mixology, South West Collective occupies a prime second-floor spot with a patio and enormous picture windows overlooking...Read More
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4. West Indies Wine Company
Wine BarsAt this ultracontemporary wine store, purchasing tasting cards allows you to sample any of the 80-odd wines and spirits, available by the sip...Read More
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5. "O" Bar
Dance ClubsThis trendy black-and-crimson, industrial-style dance club has mixed music (live on Saturday), while juggling, flame-throwing bartenders—practically...Read More
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6. Backroom
Bars/PubsIf you blink, you might miss this intimate speakeasy off West Bay Road. however, it offers an air of sophistication reminiscent of the prohibition...Read More
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7. Barracuda's Bar
Bars/PubsNew Yorker Terry Chesnard built his dream bar from scratch, endowing it with an almost 1960s Rat Pack ambience. Nearly everything is handcrafted...Read More
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8. Cayman Cabana
Bars/PubsThe popular restaurant and bar (formerly Hammerheads), adorned with wild murals, fab old-timer photos, and surfboards doubling as signs, offers...Read More
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9. Coconut Club
Bars/PubsThis Caribbean beach bar and popular cocktail lounge draped in white linens sits on the shores of Seven Mile Beach. Hailing from the creators...Read More
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10. Coconut Joe's
Bars/PubsYou can sit at the bar or swing under a century-old poinciana tree and watch the traffic go by. There are murals of apes everywhere, from gorillas...Read More
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11. Deckers
Bars/PubsAlways bustling and bubbly, Deckers takes its name from the red English double-decker bus that forms the focal point of the main outdoor bar...Read More
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12. Fidel Murphy's Irish Pub
Bars/PubsThanks to the unusual logo (a stogie-smoking Castro surrounded by shamrocks) and congenial Irish wit and whimsy, you half expect to find Raúl...Read More
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13. Hard Rock Café
Bars/PubsGrand Cayman's Hard Rock replicates its 137-odd brethren around the world, especially on the weekends, only with more specialty drinks (try...Read More
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14. Havana Club Restaurant and Cigar Lounge
Piano BarsThis venture from Cubano-phile Raglan Roper, who sailed his boat from Florida to Grand Cayman decades ago, stopping off along the way, serves...Read More
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15. La Esperanza
Bars/PubsKnown islandwide as Bussy's after the larger-than-life owner, La Esperanza overflows with drinks and good cheer. On weekends, seemingly half...Read More
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16. Legendz
Bars/PubsThis sports bar has a clubby, retro feel—Marilyn Monroe and Frank Sinatra photos channel glamour days, while scarlet booths and bubble chandeliers...Read More
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17. Lone Star Bar and Grill
Bars/PubsCalling itself Cayman's top dive (some might call it a shrine to Texas and alcohol), this bar is defined by its vast sports memorabilia collection...Read More
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18. Margaritaville
Bars/PubsGrand Cayman's Margaritaville is a vast upstairs space that usually bustles with life (especially down its Green Monster waterslide or by its...Read More
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19. My Bar
Bars/PubsPerched on the water's edge, this bar has great sunset views. The leviathan open-sided cabana is drenched in Rasta colors and crowned by an...Read More
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20. Rackam's Waterfront Pub and Restaurant
Bars/PubsBoth fishermen and financiers savor sensational sunsets and joyous happy hours, then watch tarpon feeding at this open-air, marine-theme bar...Read More
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