Last updated: 2nd December 2014
The Bar Scene
Cayman’s bar scene changes rapidly. We mention the most popular ones here:
Abacus (Camana Bay) a smart inside bar and restaurant; outside there are sofas and tables under the stars.
Bar Crudo (GT) part of the Guy Harvey’s group this new bar serves great drinks and fresh sea food. The décor is accentuated by exclusive artwork from renowned marine wildlife artist Guy Harvey.
Barolo (SMB) is a popular venue for birthday and cocktail parties. It has a lovely patio, great wine list and good music with DJ. Friday nights are extremely popular with the expat crowd.
The Brasserie (GT) Smart professional bar located in Cricket Square. Offers regular food specials throughout the week including: Secret Pleasure Mondays, Gastro Pub Tuesdays, Burgers ‘n’ Beer Wednesdays, Taco Thursdays and Pizza and Pinot on Friday nights.
Calico Jacks (SMB) a casual beach bar with open mic night on Tuesdays and a DJ on Saturdays.
Coconut Joe’s (SMB) has an open-plan bar under a huge Poinciana tree. Popular with the 20+ crowd that work in the tourism industry. A good spot to catch sports games on the big screen outside under the stars!
Karma (SMB) is a swanky, Asian-inspired restaurant and lounge with locally caught seafood and a lively bar scene after 9pm. Open for lunch and dinner during the week and dinner on the weekends.
Legendz (SMB) has an atmospheric bar with comfortable booth seating and lots of big screens to watch the game.
Lone Star (SMB) is a loud, Texas-style bar. Popular with divemasters, the 20+ crowd and tourists. American-style food.
Macabuca (WB) is a great bar overlooking the sea. Their Monday night Caribbean BBQ is very popular, CI$17 all you can eat and drink from 5pm. It’s a great spot to watch the sunset and divers can jump into the water right in front of the bar for a night dive.
My Bar at Sunset House (GT) is a relaxed ocean-front bar just south of George Town which is very popular with locals and expat residents. They do great curries. Another perfect place to watch the sunset.
The Ritz-Carlton, Grand Cayman (SMB) gets busy late (after 10pm) on Fridays at Silver Palm Lounge with an over 30 crowd. You can also grab some sushi and a martini at Taikun.
Royal Palms (SMB) is a casual outside bar. Industry Chill Wednesdays with a DJ are particularly busy and there is a DJ and live band on Fridays and Saturday nights. They have cabanas and a swimming pool featuring a swim up bar. Rehab Sunday pool parties with CI$5 drink specials. Sunset DJ sessions from 5.30pm-8pm Wednesdays to Fridays.
Tiki Beach (SMB) features a Polynesian-style bar on the beach that serves cocktails and hosts events throughout the year. Also has a casual à la carte menu.
The Wharf (GT) hosts Tuesday salsa nights, with free lessons at 9.30pm. Dinner is served from 6pm nightly. Don’t miss the Tarpon feeding at 9pm. On the last Friday of the month the Boogie Nights Old School Dance Party starts at 9.30pm
Listed below are a few popular bars with a twist. Each has a little something different to offer besides fun and drinks:
The Attic (SMB) is a great place to play pool! They also have great beer pong (drinking game) tables which are almost always in use. They serve food and offer daily happy hour drink specials.
Craft F&B Co. (SMB) is a great option for beer lovers. There are 16 different beers on tap and over 40 different bottled beers on offer, including a local and international selection. Indoors and outdoors seating available.
Jolly Roger (GT) What could be more unique than having an evening cocktail on a pirate ship? This is a lovely sail along Seven Mile Beach Monday-Thursdays and Saturdays at 5.30pm. Friday’s sunset cruise departs at 6pm and is always busy, so booking early is advised. The cruise features an open bar with a set price of CI$30 for residents. Catering can also be arranged.
Kaibo (North Side) is a really special outing to take your boat and have dinner on the other side of the Island. ‘Upstairs’ at Kaibo serves delicious modern European cuisine using local ingredients. In addition to the à la carte menu, there is a five course tasting menu, with a wine pairing option from CI$85 per head. ‘Upstairs’ is open every Thursday, Friday, Saturday and Sunday night. The beach bar downstairs offers a great menu and a fantastic selection of cocktails, including the popular Mudslide! They hold a Caribbean BBQ every Tuesday night with 2-for-1 rum punches, buckets of five local beers for CI$18 and live local music between 6pm-9pm. A water taxi leaves at 6pm from Camana Bay and returns around 9pm. A boat and BBQ package costs CI$45.
George Town Yacht Club at the Barcadere Marina is another great restaurant (with a very popular bar and weekly live music) which you can get to by boat or car. The prices are extremely reasonable and it is invariably packed with people you know!
KARoo (Camana Bay) is a popular after-work venue, especially on Fridays. Offers crisp designer cocktails, small plates and tapas as well as Happy Hour Monday-Sunday 3pm-7pm.
Michael’s Genuine Food & Drink (Camana Bay) features a wood burning oven and an open kitchen so you can watch your meal being prepared. They use local and sustainably produced ingredients and have a diverse wine list and various specialty beers to choose from including their own ‘Home Brew’. Happy Hour Monday-Saturday 3pm-7pm.
Ortanique (Camana Bay) has a comfortable and atmospheric outdoor seating area with sofas which is hugely popular, particularly on Friday nights. They have an interesting selection of cocktails. Happy Hour Monday-Saturday 4pm-7pm. $5 Bar Bites and 25% off beverages by the glass. Cooking classes are also available.
South West Collective (GT ) a trendy new spot featuring craft beers, local rums, cocktails, select wines and happy hour specials. There is an old school social club atmosphere with games and activities for guests to enjoy. 4pm-11pm Monday-Friday. Weekends by appointment only. Tel: (345) 946 3004.
The Club Scene
As Cayman is on the small side, there are only a few clubs of note, making these hotspots very busy and the only places to frequent late at night. Be wary about visiting lesser well-known establishments.
Elements Ultra Lounge (SMB) is an upscale night spot with two rooms and top notch DJs.
O Bar (SMB) 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.
Note: Due to religious beliefs, Sunday is a day of rest, so all bars close and restaurants stop serving alcohol at midnight on Saturday. Smoking is banned in all bars, restaurants and public places. The exception is cigar bars.
Sometimes “a cigar is just a cigar”, but when you’re this close to Cuba you definitely want to enjoy a nice cigar - or two. For the perfect casual cigar scene and a wonderful range of quality cigars, Havana Club is a great place to stop in. They have two locations: their cigar lounge in Regency Court or the more informal bar in the West Shore Centre. Both locations have an admirable humidor selection and an in-house torcedor (cigar roller), Jesus, who is a popular figure with the regulars.
Live Music Scene
The Island is not lacking when it comes to a live music scene, as many Cayman restaurants feature great local bands who will play under the stars while you dine. The best venues to catch live music while dining out are Deckers, George Town Yacht Club, Grand Old House, Havana Club, Kaibo, Royal Palms, Silver Palm Lounge at The Ritz-Carlton, The Wharf, XQ’s Bar and Grill, The Paseo in Camana Bay and Tortuga Beach Bar at the Westin Beach Resort & Spa.
Catching 'The Game'
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, Beaches, Fidel Murphy’s, and Lone Star all feature the games on big screens with great food, comfortable seating and good service.