Last updated: 23rd August 2013
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 under the stars. Live music on Fridays.
Barolo (SMB) is a popular venue for birthday and cocktail parties. It has comfortable deep sofas, a lovely patio, great wine list and good music with DJ on Friday and Saturday nights.
The Brasserie (GT) Smart professional bar scene located in Cricket Square. Hosts special evenings throughout the week: Monday Secret Pleasure, Gastro Pub Tuesdays, Build Your Own Burger on Wednesdays, Taco Thursdays with handmade coconut tortillas 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 in West Bay. Gets very busy on a Friday night with a DJ and an extended happy hour. It is 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.
Peppers Smokehouse (SMB) A smokehouse new to the Seven Mile Beach strip. Great restaurant for Jamaican style jerk chicken, pork and fish served with sides such as breadfruit and festival.
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 live music on Saturday nights. They have cabanas and a swimming pool where customers can swim up to the 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 a la carte menu.
Surfside Beach (SMB) is a Caribbean beach bar and restaurant with great food and drinks and a picturesque location on SMB. Popular with residents and familiies, beach loungers and non-motorised beach toys are free for use. Daily happy hour 5pm-7pm.
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 Night Old School Dance Party starts from 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. There are daily happy hour drink specials and serve food.
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 (weather permitting) 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 a la carte menu, there is a celebrated 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 that gets the crowd on its feet. 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) 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. Cooking classes are also available.
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 less well-known establishments.
Elements Ultra Lounge (SMB) is an upscale night spot with two rooms, two vibes and top notch DJs. You'll find beautiful people, VIP rooms, bottle service and a great atmosphere.
Dream Nightclub (SMB) pumps out popular music from local and international DJ's, 10pm-3am, Wednesday-Friday and 8.30pm-midnight on Saturdays. A VIP bottle service is available and dress code is enforced.
O Bar (SMB) a popular nightlife spot for a diverse crowd. 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 a light show 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 - and smoke the finest under a palm tree Hemingway-style. For the perfect casual cigar scene and a wonderful range of quality cigars, Havana Club is a great place to stop in. They currently have two locations: their cigar lounge in Regency Court or the more informal bar in the West Shore Centre. In late 2013 their Regency Court location will move to the new Caribbean Plaza opposite Caribbean Club but the West Shore Centre location will remain open. 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 Macabuca Tiki Bar & Grill, Tiki Beach, Margaritaville, The Grand Old House, Royal Palms and Deckers. On Friday nights there is always live music on The Paseo at Camana Bay, which is really nice for those dining outside at Abacus. Bar Jack at The Ritz-Carlton, features live music on Wednesday nights, and offers a beautiful sunset backdrop and delicious menu items. Grand Cayman Beach Suites also has live music on Friday nights.
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, The Clubhouse, Fidel Murphy's, Triple Crown Pub and Lone Star all feature the games on big screens with great food, comfortable seating and good service.