Barbados
While at first glance this vaguely Irish-themed bar/club seems to be a generic could-be-anywhere watering hole, it's the best place on the strip to mix it…
Must-see nightlife in Caribbean
Montego Bay
Blue Beat kind of feels like a collection of clichés of what a classy cocktail bar should look like (smooth metal furnishing, dim lighting, dark curtains)…
Rincón
This bar does exactly what it says on the tin: has a pool, is a bar and serves sushi. It often shows surf films on a big screen. It's just back from Pools…
San Juan
The big draw of this multi-level rooftop bar are the showstopping views over Playa Isla Verde. Closely followed by the cocktails and light bites, perhaps…
Port of Spain
Popular with a well-heeled, older crown, this is a lovely spot for a drink and a lot less frenetic than many Port of Spain bars, with lots of tables on an…
St-Barthélemy
Tucked upstairs in a small mall, Shankar's is a diamond find for freshly squeezed juices with names such as 'sweet green' (spinach, cucumber, apple and…
Rincón
This Rincón bar is all about serving incredible cocktails with none of the pretension, and with the gimmick that you can select your own ingredients for…
Matanzas
The city's famed drinking hole is a frenetic place housed in the ruins of a 19th-century, bay-facing warehouse. Drinks and grilled meats are served on an…
Nassau
Ravaged by Hurricane Matthew in 2016, this historic cricket pavilion-pub overlooking the Haynes Oval immediately got back on its feet, a sign of how much…
Tortola
This tarp-shaded shack on the white sands of Smuggler's Cove sells beer, booze and hot dogs, as well as two daily platters (usually with chicken or shrimp…
Anguilla
Don't be fooled by the casual look – the menu at Ocean Echo is ambitious and laced with international influences. In the daytime, take a break from the…
Santo Domingo
Thankfully, there's no dress code at this laid-back, grungy place with graffiti-covered walls, strong sangria and a merengue soundtrack. The vibe becomes…
Barbados
The folks from Bathsheba's favorite watering hole, the Seaside Bar, have moved up the hill to this new location with a marvelous wooden deck jutting out…
Mr X’s Shiggidy Shack Bar & Grill
St Kitts & Nevis
Lanterns on battered picnic tables on the sand put you in instant party mood at this high-energy joint popular with expats and tourists. On bonfire night …
British Virgin Islands
This open-air pavilion on the beach at The Bight pours an awful lot of rum (and gin, and tequila, and vodka). Chicken rotis, conch fritters and grilled…
San Juan
With showstopping views over La Perla and the Atlantic's endless blue expanse, this buzzy chinchorro (casual restaurant serving local dishes and drinks)…
Santiago
The best of a string of bars on Calle RC Tolentino, Ahí has an open-air patio set above street level. Most people come to drink, but the food's decent too…
Punta Cana & the Southeast
This small, outdoor bar, part of a hair salon, sits on a lively corner and is a fine spot to knock back a couple of rounds of the classic rum cocktail of…
Aruba
Palm Beach's liveliest beach bar hosts frequent happy hours and a rollicking Sunday-night dance party in the sand, which the whole island tends to show up…
Santiago
A diverse mix of locals, dom-yors (Dominicans living in New York City) and even a celebrity baseball player or two come here for serious merengue music…
Santo Domingo
Serene cafe with tables spilling out onto a picturesque cobblestone lane good for a cappucino or a glass of wine (RD$190). These are best accompanied with…
Bermuda
Henry's is an odd but likeable fish: it's a quintessential English pub with low ceilings and pub grub, against a most un-English backdrop of turquoise…
Ivan's Stress Free Bar & Restaurant
British Virgin Islands
Oh, how past visitors must miss the old Ivan's, which truly was a stress-free bar strewn with shells and run on the honor system. But hurricanes come and…
Camagüey
The aesthete's choice. At the top of the Gran Hotel, its cocktail maestro will prepare mojitos and daiquiris while you gaze at the city's premier vista –…
Matanzas
Dark, coolly air-conditioned and rather swish for Matanzas, this small, mod bar has tables that light up to show old city landmarks. Cocktails are…
Port of Spain
An ever-busy bar that's popular with the expanding Venezuelan community. Drinkers crowd onto the pavement outside come the weekend, and DJs spin Latin…
San Juan
This beautiful old corner bar has been updated with Puerto Rico's best selection of artisan beers, including Ocean Lab and Boxlab. Pull up a stool to…
Saba
This is Saba's only coffeehouse and it's a gem. Pop by for a cuppa or a fresh juice on the tree-shaded terrace or fuel up for the day with a pastry,…
San Juan
Barbershop by day, dimly lit bar by night – the clue's in the name (barbero means barber). Mixologists rustle up great house cocktails, many with hair…
Port of Spain
Set high above the street on the terrace of swish One Woodbrook Place, this is a chilled alternative to the bars of Ariapita Ave and Rust St, with…
Nassau
If you're wondering where the locals go to drink in downtown Nassau, this is it. The combination of fun-loving Bahamians, backpackers, in-the-know…
Varadero
New cafe specializing in hot or cold mugs of Baracoan chocolate, a concoction that manages to taste both sweet and bitter at the same time. There’s inside…
North Coast
Local watering hole where tourists are frowned upon until enough rum is consumed, then welcomed with open arms. Then cursed at. Then welcomed again…
St Croix
Set around a windmill at the water’s edge, this spot is hard to miss. It hosts a crowd of grizzled regulars in the afternoon, then morphs into a younger…
St-Barthélemy
The Rhum Room is an extraordinary shrine to spirits with a mind-boggling lineup of around 650 rums from Anguilla to Venezuela, some of them aged as much…
San Juan
She admits to being almost 30, though the boys who pack Tia Maria’s are aged across the spectrum and turn up from all over the island for the strong…
Matanzas
What begins as an old-school art-supplies shop and exhibition venue leads back into a courtyard reminiscent of bohemian Paris, where artsy culture…
Haiti
This waterfront bar and restaurant is pirate-themed, with a spectacular view of Cap-Haïtien's bay. It's an ideal spot for a Haitian spaghetti breakfast or…
San Juan
Those craving some top-notch caffeine should head to this joint opposite the cruise port, a cross between a cozy cafe and cool hangout. The beans are…
Trinidad
This place is famous for its eponymous house cocktail made from rum, honey, lemon and water. Local musicians regularly drop by for off-the-cuff jam…
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