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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  • 1. Minus 5º Ice Bar


    Everything about the Minus 5º Experience Ice Bar is, well, cool in more ways than one. You don gloves and a white or black faux fur coat, then...Read More

  • 2. South West Collective


    A celebration of all things mixology, South West Collective occupies a prime second-floor spot with a patio and enormous picture windows overlooking...Read More

  • 3. West Indies Wine Company

    Wine Bars–Nightlife

    At this ultracontemporary wine store, you purchase tasting cards, allowing you to sample any of the 80-odd wines and even spirits available...Read More

  • 4. "O" Bar

    Dance Clubs

    This trendy black-and-crimson, industrial-style dance club has mixed music (live on Saturdays), while juggling, flame-throwing bartenders—practically...Read More

  • 5. Barracuda's Bar


    New Yorker Terry Chesnard built his dream bar from scratch, endowing it with an almost 1960s Rat Pack ambience. Nearly everything is handcrafted...Read More

  • 6. Calico Jack's


    This friendly outdoor beach bar at the public beach's north end has a DJ on Saturday, open mike on Tuesday, bands many Fridays, and riotous...Read More

  • 7. Cayman Cabana


    The popular restaurant and bar (formerly Hammerheads), adorned with wild murals, fab old-timer photos, and surfboards doubling as signs, offers...Read More

  • 8. Coconut Joe's


    You 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

  • 9. Deckers


    Always 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

  • 10. Duke's Seafood & Rib Shack


    This is the ultimate in beach shack chic (albeit a half-block from the sand): awesome surfing photos, reclaimed driftwood patio bar, and a statue...Read More

  • 11. Fidel Murphy's Irish Pub


    Thanks to the unusual logo (a stogie-smoking Castro surrounded by shamrocks) and congenial Irish wit and whimsy, you half expect to find Fidel...Read More

  • 12. Hard Rock Café


    Grand Cayman's Hard Rock replicates its 137-odd brethren around the world, only with more specialty drinks (try the Orangelicious margarita...Read More

  • 13. Havana Club Restaurant and Cigar Lounge

    Piano Bars/Lounges

    This 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

  • 14. La Esperanza


    Also known as Bussy's, La Esperanza overflows with drinks, good cheer, and seemingly half the island on weekends, when Bussy fires up the grill...Read More

  • 15. Legendz


    This sports bar with a clubby, retro feel (Marilyn Monroe and Frank Sinatra photos channel glamour days, while scarlet booths and bubble chandeliers...Read More

  • 16. Lone Star Bar and Grill


    Calling itself Cayman's top dive (dive masters to dentists get down and occasionally dirty over kick-ass margaritas), the noisy bar glorifies...Read More

  • 17. Macabuca Oceanside Tiki Bar


    This classic hip-hopping happening beach bar has a huge deck over the water, thatched roof, amazing Asian-inspired mosaic murals of waves,...Read More

  • 18. Margaritaville


    Grand Cayman's Margaritaville is a vast upstairs space that usually bustles with life (especially down its Green Monster waterslide); the Friday...Read More

  • 19. My Bar


    Perched 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

  • 20. Nectar

    Piano Bars/Lounges

    Don't let the location, in the back of a strip mall, fool you. This is a chic New York–style martini lounge/sushi bar with a tapestry of tapas...Read More

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