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. The Bar at Ave

    It's easy to overlook this bar at the entrance to the Kimpton Seafire's main restaurant unless you're waiting for your table, but that would be...Read More

  • 2. West Indies Wine Company

    At this ultra-contemporary wine store, purchasing tasting cards allows you to sample any of the 80-odd wines and spirits, available by the sip or half...Read More

  • 3. 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

  • 4. 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

  • 5. 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,...Read More

  • 6. 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 Raúl and Gerry...Read More

  • 7. Legendz

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

  • 8. Lone Star Bar and Grill

    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

  • 9. Silver Palm Lounge

    The Silver Palm drips with cash and cachet, with a model waitstaff and chic clientele. There's an old-fashioned, leather-clad bar and another section that replicates...Read More

  • 10. The Attic

    This chic sports bar has three billiard tables, classic arcade games (Space Invaders, Donkey Kong), air hockey, and large-screen TVs (nab a private booth with...Read More

  • 11. Calico Jack's

    This friendly outdoor beach bar, seemingly glued together by license plates, pennants, and business cards, at the public beach's north end has a DJ on...Read More

  • 12. 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. You...Read More

  • 13. Duke's Seafood & Rib Shack

    Half a block from the sand, Duke's embodies beach shack chic, with surfing photos, a reclaimed driftwood patio bar, and a statue of the big...Read More

  • 14. Havana Club Restaurant and Cigar Lounge

    This venture from Cubano-phile Raglan Roper, who sailed his boat from Florida to Grand Cayman decades ago, is ironically smoke-free, though you can purchase Cuban...Read More

  • 15. Nectar

    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...Read More

  • 16. O Bar

    This trendy black-and-crimson, industrial-style dance club has mixed music (live on Saturday), while juggling, flame-throwing bartenders—practically local celebs—flip cocktails every night. It's as close to...Read More

  • 17. Stingers Resort and Pool Bar

    Tasty, affordable food is served in an appealing setting (check out the stupendous "stinger" mosaic), with cover-free live music and dancing Thursday and Friday. On...Read More

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