Berlin's Cocktail Bar & Lounge is a speakeasy in Historic Seaport, Key West.
Editorially verified August 21, 2026 by Lewis Vaughan, TableJourney editor. Source.
Tip: You can order the full A&B menu at the bar, and the cigar terrace overlooks the marina; jazz nights run in season.
Address: 700 Front Street, Key West, FL 33040
General Horseplay mixes proper cocktails and pours craft beer on Caroline Street in Key West, with a hidden back bar opening nightly at 19:00.
Tip: The back bar opens at 19:00 and feels like a second, smaller venue; sister rooms include Mary Ellen's and The Roost.
General Horseplay mixes proper cocktails and pours craft beer on Caroline Street in Key West, with a hidden back bar opening nightly at 19:00.
Tip: The back bar opens at 19:00 and feels like a second, smaller venue; sister rooms include Mary Ellen's and The Roost.
The Rum Bar pours one of Key West's deepest rum lists on the Speakeasy Inn porch, an upper Duval house whose basement once hid Prohibition bottles.
Tip: Ask the bartender to build a three-pour flight by island; the porch rockers are the best seats on upper Duval.
801 Bourbon Bar anchors upper Duval as Key West's best-known drag room, with the 801 Girls performing nightly above a bar that pours until 04:00.
Tip: The downstairs bar is the walk-in room and the cabaret upstairs is the show; go late, because the bar runs to 04:00 every night.
Aqua runs Key West's drag programme across a Duval Street complex of bars that includes the Birdcage Cabaret, the Back Bar and 22&Co under one roof.
Tip: The complex is several rooms rather than one bar, so check which room the night's show is in before you queue at the front door.
Captain Tony's Saloon drinks inside an 1851 icehouse on Greene Street, the Key West bar that claims Hemingway's patronage and a tree through the roof.
Tip: The operator says the building was an icehouse and morgue and that Hemingway drank here; both bars on this block claim him, so enjoy the argument.
The Chart Room hides inside the Pier House Resort at mile zero of Duval, the wood-panelled Key West bar once frequented by Jimmy Buffett and Mel Fisher.
Tip: The keywesttourist guide notes Buffett and treasure hunter Mel Fisher drank here; the room seats barely a dozen, so go at 17:00 sharp.
