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.
Have feedback on this description? Let us knowGet the full experience — check in, follow this venue, and connect with the community.
No upcoming events
Try checking a later date or browse events in the app
Catch your city's vibe or the global LGBTQ+ scene.
No spam, unsubscribe anytime.
The complete LGBTQ+ guide to Key West — gay bars, Fantasy Fest, Pride, clothing-optional resorts, beaches, and everything you need to plan your trip to the Southernmost Point.
The gayest cities in America, ranked by the Out x Out Gay City Score — the most gay-friendly places for nightlife, safety, community, events, and more, with the top gay bars in each.
Everything you need for Conch Republic Independence Celebration 2026 in Key West — 10 days of parades, sea battles, drag shows, pool parties, and wild Duval Street fun, April 17-26.
The best LGBTQ+ bars in Key West, from 801 Bourbon's drag shows and Bourbon Street Pub's clothing-optional garden to La Te Da's Tea Dance and the local hangouts off Duval.
$599
Experiences powered by Viator
