Negril
At the hotel of the same name, this is a relaxed bar for those looking to escape the beach mayhem. We particularly like the cocktails, though the Blue…
Must-see nightlife in Caribbean
Matanzas
Rum and draft beer rule the menu, while old-timers and young students make up the clientele in this old, stripped-down bar, a dusty relic in an otherwise…
Tortola
The expansive open-air bar-restaurant at Village Cay Marina is an amiable spot for a drink among charter-boat crews and networking local business people…
Negril
If all you want is to watch the greatest show on earth – Negril's fiery sunset – with a Red Stripe in your hand, then this friendly little place that…
Bequia
Sit at wooden tables overlooking the buzz on Front St and enjoy the best coffee on the island – hot or iced. It also offers smoothies and juices, fancy…
Habana Vieja
A couple of doors down from the famous Hemingway drinking haunt of El Floridita, Monserrate is a Hemingway-free zone, meaning the daiquiris are half the…
St-Barthélemy
For a sweet time of counting the shades of the sea, plant yourself at a wooden table in the sand in this artily ramshackle beach joint and mellow out over…
Havana
A slim flat-iron building that serves drinks and simple snacks, Prado No 12 resembles Havana in a 1950s time warp. Soak up the atmosphere of the city here…
Negril
Popular with locals, this place draws a late-night crowd into the wee hours, when you can swig shots of white rum and slap down dominoes with the Rastas…
US Virgin Islands
Grab-and-go breakfast bagels, cheap lunches (from US$6) and strong cold-brew coffees are some of the highlights at this open-air cafe overlooking the…
Kingston
Pretty young things rub shoulders (and not just shoulders) with each other at one of Kingston’s most popular clubs. As always, don't go too early –…
Bonaire
A classic cigar and music bar (the coolest in the Caribbean, it claims), this throwback guarantees a good time with live bands, trivia contests, and come…
Tortola
Think of this reggae-filled rum hut up Windy Hill as a lookout with liquor where you can gaze down on the Cane Bay crowds with a Painkiller in one hand…
San Juan
A mix of locals and visitors, this turns hot and heavy after midnight and on weekends, when high-energy dancing gets everyone up close and personal. Fair…
Eleuthera
Jimmy Buffet has been known to jam at this ramshackle north-end cottage, with its pink-sand dance floor and harbor views. No singlets (tank tops) or…
Santiago de Cuba
Forget the coffee – you've had better at truck stops. It's all about atmosphere: 100% authentic. This smoky, dark cantina-type cafe sells cups of java…
Kingston
Kingston’s most exclusive club, with a smart dress code, a large dance floor and high-end liquors. Dancehall, R&B, hip-hop and regular free shots at the…
St Lucia
Pop into this tiny place in the Rodney Bay Mall for great juices and smoothies. Take your pick from the two boards full of different mixes or make your…
Puerto Plata
The best bar along the Malecón does a killer churrasco, and hosts live merengue bands and DJs on the weekend. The most popular libations are mojitos and…
Nassau
A stylish crowd sips potent cocktails on the pool deck with the deep blue sea as a backdrop. There's live music on Tuesday, Thursday and Saturday nights,…
Santo Domingo
This chic little bar draws a party crowd with its Thursday karaoke and mojito nights in a beautiful courtyard; check the Facebook page for the live-music…
Aruba
Aruba's premier gay bar is a friendly place with a pretty sweet patio. It's quiet during the week, but business picks up after midnight on Friday and…
Negril
Even if you can’t afford to stay at Caves, you can still join sunset cocktails at its classy bar on Wednesdays and Saturdays, when it's open to the public.
Trinidad
In an adorable colonial courtyard decorated with modern graffiti, the best coffee in Trinidad is served in ceramic mugs with a square of Baracoan…
Tobago
Right on the sands of Pigeon Point Beach, this is a lovely spot to have a cocktail, and is great for sunset-watching. It also serves decent grilled food.
Santo Domingo
Only a block from Calle El Conde, Esedeku is an intimate bar with a huge selection of cocktails. It's popular with local professionals; not for hustlers.
Saba
On weekends, check out the vibes at Byron's funky outdoor bar where strong drinks, DJs and gregarious locals keep the party buzzing until the wee hours.
Cabarete
This lounge is the only place on the beach to hear house and techno music (you'll recognize it by its neon blue lighting). Dancing goes 'til late.
Santo Domingo
Classy and sophisticated wine bar with a massive global selection at affordable prices. Service is equally top notch, as is the tapas menu.
Holguín
Holguín's premier disco at Hotel Pernik. If you're staying there, the music will visit you – in your room – like it or not, until 1am.
Bonaire
It's not technically a beach bar, but it's set on a pier and it promises happy-hour specials, sunset views and good vibes all around.
Cienfuegos
Re-create the dignified days of old with a mojito upstairs at the Hotel La Unión; live salsa music usually kicks off around 10pm.
Bonaire
That '70s bar, complete with lava lamps, flower power and a VW-bus DJ booth. Nightly happy hour and occasional live music.
Santiago
This bar atop the Plaza Bella Terra shopping mall has great views and a good after-work scene. Reserve ahead for nights.
Nassau
The views are hard to beat from this suave rooftop bar atop SLS Baha Mar. Cocktails start at BS$18 plus tax. Dress up.
Kingston
Home to the famous Stone Love music studios, and host to the ever-popular Weddy Weddy Wednesday club night.
Bayamo
International cocktails are served in this tiny corner bar replete with plenty of local atmosphere.
Santiago de Cuba
A local hangout where the coffee is good and bocaditos (snacks) won't set you back.
Santo Domingo
A beloved gay bar in the Zona Colonial that hosts regular drag shows. Find it on Facebook.
Kingston
Shopping plaza that turns club venue to host the Uptown Mondays dancehall night.
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