Nightlife

Top Choice Bar in Key West

Green Parrot

The oldest bar on an island of bars, this rogues’ cantina opened in the late 19th century and hasn’t closed yet. Its ramshackle interior – complete with local artwork littering the walls and a parachute stretched ac…
Top Choice Cocktail Bar in Sugarloaf Key & Boca Chica Key

My New Joint

My New Joint brings a serious dash of style to the Lower Keys. This spacious, warmly lit lounge has artfully made cocktails, excellent brews on tap (including local varieties), great tapas plates and platters of oys…
Top Choice Bar in Marathon

Hurricane

Locals, tourists, mad fishermen and rednecks saddle up here for endless Jägerbombs before dancing the night away to any number of consistently good live acts. With sassy staff and heart-warming (strong) drinks, this…
Bar in Key West

Pilar Bar

Inside the Saint Hotel, this small, convivial bar deserves special mention for its outstanding Bloody Marys – among the best you'll find in this country. It's also a great setting for a cocktail and high-end pub gru…
Bar in Big Pine Key, Bahia Honda Key & Looe Key

Kiki's Sandbar

For drinks with a view, Kiki's is hard to beat. You can have a chat around the bar or retreat for a bit of sunset watching or stargazing from one of the picnic tables on the waterfront lawn – or better yet stroll to…
Bar in Key West

Porch

For a break from the frat-boy bars on the Duval St strip, head to the Porch. Inside a lovely Caribbean-style mansion, this two-part bar serves up craft beer and wine on one side (left entrance) and creative cocktail…
Bar in Key Largo & Tavernier

Alabama Jack’s

Welcome to your first taste of the Keys: zonked-out fishermen, exiles from the mainland and Harley heads getting drunk on a mangrove bay. This is the line where Miami-esque South Florida gives way to the country-fri…
Bar in Key West

Irish Kevin’s

One of the most popular megabars on Duval, Kevin’s has a pretty good entertainment formula pinned down: nightly live acts that are a cross between a folk singer, radio shock jock and pep-rally cheerleader. The crowd…
Microbrewery in Islamorada

Florida Keys Brewing Co

Of the two microbreweries in Islamorada, this is the one not to miss. It's locally owned and operated, with excellent beer brewed on site. Come in to the friendly tap room, order a flight and have a chat with one of…
Bar in Key West

Captain Tony's Saloon

Propagandists would have you believe the nearby megabar complex of Sloppy Joe’s was Hemingway’s original bar, but the physical place where the old man drank was right here, the original Sloppy Joe’s location (before…