Cayman Bars with Live Music

Contemporary Caribbean

Kaibo Bar & Grill

Average customer rating: 4.9

Kaibo, located on a palm fronded white sand beach is the destination you have to visit to experience the real Cayman. Away from the Seven Mile Beach masses, Kaibo defines barefoot escapism and romantic dining. The quickest way to get there is by boat, alt ...more

  • Telephone: (345) 947-9975
  • Location: Rum Point/Cayman Kai

Good For

Caribbean Party Bar

Margaritaville

Margaritaville in Cayman has been serving up a giant order of fun since it opened just steps away from the cruising pier in the heart of bustling George Town. It’s the place to catch some rays on the rooftop pool deck, jam to Jimmy’s hits and Caribbean cl ...more

  • Telephone: (345) 949 6274
  • Location: George Town

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Beer, Bourbon & Barbeque Festival 2013

Small Plates & Tapas

Karoo

KARoo in Cayman is located by the Crescent, overlooking the sea and the majestic fountain in the heart of Camana Bay, the culinary and shopping destination in the Cayman Islands. KARoo is an entertainment destination with no preconceived notions, where co ...more

  • Telephone: (345) 946 6633
  • Location: Seven Mile Beach

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Cigar Lounge (no food)

Havana Club Cigar Lounge

Havana Club is an intimate cigar lounge with a friendly vibe and a wide range of Cuban cigars. The cigars are well kept in a walk-in humidor and Cuban paraphernalia adorns the walls. Enjoy a mojito or Cuban beer with one of their large selection of Cuban ...more

  • Telephone: (345) 946 5391
  • Location: Seven Mile Beach

Cocktail Lounge

Barolo

Since opening in September of 2009, Barolo Lounge has proven to be a very popular venue for many resident and companies alike to host birthday and cocktail parties. With the cool, air conditioned interior, along with comfortable outdoor patio, every custo ...more

  • Telephone: (345) 945 4408
  • Location: Seven Mile Beach

Good For

International Caribbean - Pool Side

Stingers Restaurant and Bar

Average customer rating: 3.9

Popular with locals and tourists alike, Stingers in Cayman is a lively and fun poolside restaurant and bar hidden in a quiet garden with its own pool and direct beach access. A full lunch and dinner menu is offered, which can be served poolside or at the ...more

  • Telephone: (345) 945 3000
  • Location: Seven Mile Beach

Good For

Tiki Menu

Macabuca Bar & Grill

Average customer rating: 4.7

Macabuca Oceanside Tiki Bar is situated in West Bay, Grand Cayman with the ocean on two sides of the bar and sun loungers on the deck. If it’s gorgeous views of the Caribbean Sea you are looking for, with affordable Caribbean style food and drinks, then l ...more

  • Telephone: (345) 945-5217
  • Location: West Bay

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