Bobby's Monkey Bar

Dancing · Karaoke · Key West, FL

About

The jukebox is loud, the pool table is busy, and someone is always at the karaoke mic. This cash-only dive bar earns its nickname as Key West's 'gay Cheers' through a steady local crowd that treats the place like a second home. Bartenders pour generously without the premium price tag.

Open until 4am every single night, it's a natural last stop before heading home. The vibe is casual and mixed between gay and straight patrons, with a smoking area out back for late-night conversations. If you want a snapshot of local Key West nightlife, pull up a stool.

Located in Key West's Old Town, just a short walk from other nightlife like Olivia and the Bourbon Street area.

Features

  • Known as the local 'gay Cheers'
  • Karaoke and pool tournaments draw regulars
  • Smoking area for late-night hangs
  • Cheap drinks with no frills
  • Mixed gay/straight crowd, mostly locals

Good for

Pool TableHappy HourAfter HoursSmoking AreaCasualDancingKaraoke

Practical

Mixed Gay/Straight
4

What people say

Rated from 77 reviews. 27 community ratings. View this venue on Yelp

From the community

When I visited, the place was empty. Definitely give it a try. Maybe you'll find it more active! - only takes cash.

A visitor · Over a year ago

“Don't miss this bar.”

The atmosphere, the regulars, and the bartender are all fantastic. She's the best bartender in Key West. I absolutely love her and this bar.

A guest · Over a year ago

“THIS IS MY ABSOLUTE FAVORITE BAR OF ALL TIME...”

I lived in Key West for five years and always ended up at The Monkey Bar at 4 AM. I miss it every night I'm not there and even put in my will that some of my ashes should be left there when I die. Need I say more?

A recent visitor · Over a year ago

“Best place to relax away from the tourists”

My boyfriend and I really enjoyed this place! On our first visit, we met a very friendly group of regulars and had a wonderful time. We returned the next day and many of the same people were there and equally welcoming... it truly feels like a gay-friendly neighborhood bar where everyone knows your name.

A local visitor · Over a year ago

“Great for locals!”

Bobby's Monkey Bar is a good spot for both locals and tourists. The staff is extremely welcoming.

A visitor · Over a year ago

Frequently Asked Questions

Is Bobby's Monkey Bar cash only? +

Yes, the bar is cash only. Bring cash or hit the ATM before you arrive.

What time does Bobby's Monkey Bar close? +

It's open until 4am every night, making it a popular late-night spot.

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