Part of the Gay Key West Guide — bars, events & things to do.
Key West, Florida
Cash-only dive bar with nightly karaoke, one block off Duval
Cash-only dive bar one block off Duval Street where monkey memorabilia hangs from the rafters and karaoke runs every single night of the year starting at 9:30pm. Strong pours at happy hour prices (noon to 8pm daily), pool tables, and a jukebox round out the no-frills setup. Bobby's draws a loyal mix of boat captains, drag queens, and tourists who all end up on the same bar stools—often described as the Cheers of Key West's gay scene. It's the kind of place where strangers become regulars after one karaoke song.
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