San Juan
You'll find your best cup of San Juan joe at this cozy cafe that's a bit like wandering into someone's living room. Beans come from the family's coffee…
Must-see nightlife in Caribbean
Ocho Rios
The big TV above the bar screens the latest football games and the outdoor terrace is perfect for a beer, a burger and a spot of people-watching on the…
Vieques
All the tropics in a glass – that's what you'll enjoy when tasting the fabulous smoothies from this small stand right in front of the ferry terminal…
Kingston
Music meets athletics at this punning sports bar owned by Usain Bolt. The atmosphere is lively, with plenty of drinks and good bar meals, and there's…
Grenada Island
On one side of the market plaza, this great local smoothie bar knocks out refreshing fruit-based beverages, as well as more filling shakes, that are full…
Ocho Rios
This classic Jamaican dancehall remains Ochi's liveliest scene. The most popular nights are the Sunday Sip oldies jam at the weekend, ladies’ night on…
Ocho Rios
Small but cheery modern coffee shop inside Island Village, serving excellent coffee (Blue Mountain, of course) and other hot drinks, smoothies and a host…
Willemstad
That’s Miles as in Davis, one of the inspirations for this stylishly divey night spot in Pietermaai. This place is old school, as in jazz music from vinyl…
Kingston
Held at the Ark (also known as the Afrikan Roots & Kulcha Centre), this is a seriously good Monday roots and dub reggae night, with a regular mix of DJs…
Barbados
With ballroom dancing on a hot open-air dance floor, this combo of beach and fishing bar stands out from its nearby contemporaries. Look for the big green…
Holguín
Perched above Salón 1720, this is the city's poshest spot. Cocktails are in order as you drink in the views over Parque Calixto García while listening to…
Holguín
There's a young, trendy vibe at this place on Parque Calixto García. If you can't dance, stay static sinking beers on the adjacent Terraza Bucanero (entry…
Cienfuegos
At ye olde yacht club, this bar is great for cocktails and beer. Sunsets are sublime.
St-Martin & Sint Maarten
At the end of the runway, this beach bar is a rite of passage for plane-spotters: where else can you sip an ice-cold beer while jets take off right above…
St-Martin & Sint Maarten
Ask any St-Martin resident about Stachy's Hut and their eyes start rolling as they recall – mistily – nights spent partying at this rollicking joint on…
Puerto Rico
Wilfrido ‘Fido’ Aponte became a local legend for his sangria – a blend of Bacardí 151 and sweet tropical fruit juice. The drink garnered such a following…
Habana Vieja
El Floridita was a favorite of expat Americans long before Hemingway dropped by in the 1930s, hence the name (which means 'Little Florida'). Bartender…
Habana Vieja
Made famous thanks to the rum-swilling exploits of Ernest Hemingway (who by association instantly sends prices soaring), this is Havana's most celebrated…
St Vincent & the Grenadines
Located right in front of Clifton, in the bay, you'll find this one-bar island. There didn't used to be any land in this part of the bay, but local…
Havana
Opened by young Spanish immigrant José García (aka ‘Joe’) in 1919, this bar earned its name for its dodgy sanitation and soggy ropa vieja (shredded-beef)…
Rincón
Good coffee and better smoothies are served from a bright orange booth that waylays you as you head out from Rincón towards the Punta Higüero Lighthouse…
Habana Vieja
Chocolate addicts, beware: this state-run museum-cafe in Habana Vieja's heart is a lethal dose of chocolate, truffles and yet more chocolate (all made on…
Bávaro & Punta Cana
This chill beach bar and sand lounge is quietly positioned out of street view in Los Corales and favored by hip expats, residents and trendier tourists…
Havana
The animated sidewalk cafe at the Hotel Inglaterra is an open terrace bar where mojitos and Cuba libres are served well before noon. It’s the perfect…
Port of Spain
Competing with Frankie's as the Avenue's busiest liming spot, Pub House has a small dance floor and sports games on big screens inside, and a large decked…
Port of Spain
A 2015 fire destroyed its original hallowed location in St James, but Smokey & Bunty has risen from the ashes on Ariapita Ave, and still has much of its…
St-Martin & Sint Maarten
This boisterous beach bar is a fun pit stop for booze-fueled afternoons but also has a full menu of crowd-pleasing burgers, pizza, pasta, steaks, ribs and…
Aruba
Sip and been seen at this trendy coffee bar by day, swanky cocktail lounge by night. Coffee options include cold brew and hand-pulled espresso, and there…
Trinidad
Located in an actual cave, this frenetic disco heats up (literally – there's little air circulation down there) around midnight. Entry includes one drink;…
Aruba
You can watch the massive cruise ships glide in and out from a colorful adirondack bar stool at this touristy yet fun restaurant. There's a daily happy…
Puerto Rico
El Garabato is more of a typical pub than a club. Here students swing by for a quick one between classes or stop to play dominoes with the regulars. Its…
Habana Vieja
Havana's original microbrewery occupies a boisterous corner of Plaza Vieja and sells smooth, cold, homemade beer at sturdy wooden benches set up outside…
St-Martin & Sint Maarten
The post-Irma incarnation of this long-running beach bar exudes a relaxed yet elegant vibe. Savor tropical drinks and Caribbean-French bites like snapper…
Port of Spain
The current epicentre of Port of Spain's club scene, this lavish Oriental-themed nightspot attracts the cream of Trinidad's DJs and a very chic crowd, who…
St-Barthélemy
Many a band has whipped patrons into a dancing and clapping frenzy at Baz Bar, a wood-shingled harborside hangout in business since 1999. When there's no…
Rincón
It's not that the Beach House doesn't do food; it's that everything about its vibe and layout shouts 'drink.' It's an upmarket surfers' hangout, open to…
San Juan
Inside the El San Juan Hotel, this club gets packed with beautiful people. A mix of hip-hop, Latin and international sounds fills the small, two-level…
St-Martin & Sint Maarten
Painted in Rastafarian reds, greens and yellows, Kali's has hammocks strung between coconut palms. Renowned island-wide for potent rum punches (some using…
Nassau
The bar staff are dressed as buccaneers and the tap handles are pistols but you come to Pirate Republic, the Bahamas first craft brewery, more to sample…
Cienfuegos
Cafe, souvenir stall and nightly music venue, this small space wedged between the Teatro Tomás Terry and the neoclassical Colegio San Lorenzo is the most…
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