Grand Cayman is a small island, so there are only a few clubs of note, making these hotspots very busy. There are also a few lounges that have dancing and live DJs. Always be careful at night, particularly when visiting unknown night spots.
Barolo Lounge (SMB) is an intimate lounge that’s a great spot for dancing on a Friday night.
O Bar (SMB) is a popular nightlife spot. The first floor features a bar, corner couches and nooks. The upper level bar has a lounge-like atmosphere. There is a live DJ every night and an ‘infinity’ happy hour on Friday nights.
Lillies (SMB) is a sophisticated late night lounge and nightclub located above Whiskey Mist in the Strand Shopping Centre.
Note: Cayman observes a religious day of rest on Sunday, so bars and restaurants stop serving alcohol at midnight on Saturday. Also, smoking indoors is banned in all bars, restaurants and public places. The exception is cigar bars.
For the perfect casual cigar scene and a wonderful range of quality cigars, Club Havana is a great place to stop in. They have two locations: their cigar lounge in Caribbean Plaza (with a non-smoking section) or the more informal bar in the West Shore Centre.
Both locations have an admirable humidor selection and an in-house torcedor (cigar roller).
Cayman has seriously, talented award winning mixologists that are pushing the envelope every year. Having a drink in Cayman is no longer about downing highballs full of rum and coke, although that’s not bad either!
But life behind the bar is becoming more about mixologists expressing their creativity, many choosing to infuse drinks with local farm-to-table fruits and herbs. And of course with so many hot spots to choose from, the competition grows every year as mixologists strive to meet the demands of some of Cayman’s most eclectic and sophisticated cocktail connoisseurs. Try:
Anchor & Den for their apothecary inspired cocktails and chilled ‘lounge’ vibe.
Barolo Lounge for their classic cocktails and happening Friday nights, Catch for their farm-to-table fruity drinks and ocean breezes, The Bistro for their hand-crafted cocktails and delectable small plates.
The Ritz-Carlton’s Bar Jack for the creamiest Piña Colada and first-class sunset views over Seven Mile Beach.
The Island is not lacking when it comes to live music. Many of Cayman’s restaurants feature great local bands that play under the stars while you dine. The best venues to catch live music are Abacus, Deckers, George Town Yacht Club, Grand Old House, Havana Club, Kaibo, Royal Palms, Bar Jack and Silver Palm Lounge at The Ritz-Carlton, The Bistro, The Wharf, Tortuga Beach Bar at the Westin Beach Resort & Spa and Whiskey Mist.
Whether you are looking to catch a football, rugby, cricket, tennis, hockey or UFC match, Cayman is not short of good sports bars. Legendz, Coconut Joe’s, Craft F&B, Fidel Murphy’s, Lone Star and Whiskey Mist all feature the games on big screens with great food, comfortable seating and good service.