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Photo by: Zach Stovall

Foxy’s Bar, Jost van Dyke, BVI

If the assortment of shirts, flags, undies and whatnot hanging on the walls says anything, it’s that Foxy Callwood is a popular guy. 
His rickety little bar in sleepy Great Harbour is a magnet for dance-into-the-night fun junkies from 
all over the world. foxysbar.com

Roger’s, Grenada

Located on tiny Hog Island, off Grenada’s south coast, and reachable only by boaters or strong swimmers, this driftwood shack is a glimpse back in time. There’s no jukebox or running water or powder rooms. Yet despite its lack of frills, you’ll be happy to know (especially if you just swam the channel to get here) that the alcoholic essentials are present and accounted for.

Karakter, St. Maarten

Every now and then, a jet airliner will rev its engines and this school bus turned beach bar will vibrate to its frame. Nobody seems to notice. On this sliver of sand between the international airport runway and turquoise water, the Amstel is cold, the food is good and a relaxed, forget-your-bikini-top vibe prevails. karakterbeach.com

Elvis’ Beach Bar, Anguilla

Every beach bar in the world aspires to be just like this one: a decommissioned wooden racing boat on permanent shore leave set on a moonlit bay and surrounded by blissed-out patrons swaying to the music and downing rum punch. elvis-beachbar.com

Tamboo, Rincon, Puerto Rico

In the world of surfing, an epic break is measured not only by consistency, direction, size and hazards but, more importantly, by the quality of the nearby bars. For surfers must have a place to trade stories, display their scars and admire the opposite sex. On Rincon’s Sandy Beach, that place is Tamboo. besidethepointe.com

Laughing Fish, Placencia, Belize

At his Turtle Inn resort, Francis Ford Coppola proves he gets it. Devour a brick-oven pizza in the restaurant, and then order a tall cold one and watch the moon rise from this beachfront oasis. coppolaresorts.com/turtleinn