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. Macabuca Oceanside Tiki Bar

    Bars/Pubs

    This classic beach bar has a huge deck over the water, thatched roof, amazing mosaic murals of waves, spectacular sunsets (and sunset-color...Read More

  • 2. South Coast Bar and Grill

    Bars/Pubs

    This delightful seaside slice of old Cayman—grizzled regulars slamming down dominoes, fabulous sea views, old model cars, Friday-night dances...Read More

  • 3. South West Collective

    Bars/Pubs

    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

  • 4. West Indies Wine Company

    Wine Bars

    At 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

  • 5. "O" Bar

    Dance Clubs

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

  • 6. Backroom

    Bars/Pubs

    If 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

  • 7. Barracuda's Bar

    Bars/Pubs

    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

  • 8. Cayman Cabana

    Bars/Pubs

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

  • 9. Coconut Club

    Bars/Pubs

    This 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

  • 10. Coconut Joe's

    Bars/Pubs

    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

  • 11. Deckers

    Bars/Pubs

    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

  • 12. Fidel Murphy's Irish Pub

    Bars/Pubs

    Thanks 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

  • 13. Hard Rock Café

    Bars/Pubs

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

  • 14. Havana Club Restaurant and Cigar Lounge

    Piano Bars

    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

  • 15. La Esperanza

    Bars/Pubs

    Known islandwide as Bussy's after the larger-than-life owner, La Esperanza overflows with drinks and good cheer. On weekends, seemingly half...Read More

  • 16. Legendz

    Bars/Pubs

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

  • 17. Lone Star Bar and Grill

    Bars/Pubs

    Calling 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

  • 18. Margaritaville

    Bars/Pubs

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

  • 19. My Bar

    Bars/Pubs

    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. Rackam's Waterfront Pub and Restaurant

    Bars/Pubs

    Both 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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