What’s better than a tropical getaway? A tropical getaway with incredible cocktails. Whether you’re a margarita maven, daiquiri devotee, or just someone who thinks all drinks are better when they come with a little umbrella, Key West is here to quench your thirst (in style).
From iconic haunts with decades of history to hidden speakeasies that whisper “well, hello there,” this sun-soaked island knows a thing or two about raising a glass. Grab your sunglasses and your stretchy pants—we’re taking you on a cocktail crawl through Key West.
Oh, and don’t worry—we’ve done all the taste-testing for you. Someone had to.
Sloppy Joe’s: The Classic Tourist Stop
Yeah, yeah, we know. It’s touristy. But hear us out. Sloppy Joe’s made its name for a reason, and it’s not just because of the t-shirts. This lively haunt offers killer live music, heavy pours, and cocktails that scream, “You’re officially on island time.”
- Sloppy Rita – It’s a margarita, but make it Key West. A little tangy, a little tropical, and very hard to say no to a second round.
- Tito’s Texas Tea – Iced tea gets a boozy glow-up thanks to Tito’s vodka and a splash of raspberry liqueur. It’s basically sweet, boozy sunshine.
- Frozen Rum Runner – The Florida Keys’ unofficial drink, this fruity frozen favorite blends Bacardi or Key West First Legal Rum with a mix of juices. (Pro tip? Drink responsibly. Two of these, and you’re toast.)
Why it’s worth a stop: The cocktails are solid, the vibes are unmatched, and it feels like a rite of passage.
Irish Kevin’s: Whiskey + Cocktails Collide
Irish Kevin’s may be known for beer and whiskey, but their cocktails are surprisingly worth the hype. Bonus? Most of them come in souvenir cups because memories are great, but keepsake cups are better.
- Green Gator – Lemon rum, sour mix, and blue curaçao come together in a cup that’s straight-up tropical perfection. Plus, it’s easy to get refills (because you definitely need refills).
- Blueberry Lemonade – Blueberry vodka and lemonade? Yes, please! It’s sweet, bright, and refreshing enough to keep you sipping all afternoon.
Pro tip: Stick around for live music. You don’t need a plan here. You just need to enjoy.
Hog’s Breath Saloon: Where the Name Says It All
One drink here, and you’ll be claiming that “Hog’s Breath is better than no breath at all” (yes, that’s their actual slogan).
- Hog Snort – Coconut rum, pineapple juice, and a touch of blue curaçao = tropical magic in a cup (and a pretty Instagrammable one at that). Plus, saying, “I’ll have a Hog Snort” is just fun.
Why stop here? It’s Key West in a nutshell. Quirky, casual, and guaranteed to put a rum-soaked smile on your face.
Speakeasy Rum Bar: A Nod to Rum-Running History
Once known for… how do we put this politely… illicit rum-running, Key West’s Speakeasy Rum Bar keeps the spirit alive (minus the illegal smuggling).
- Rum Runner – The signature cocktail here is a beautiful blend of rum, banana & blackberry liqueurs, and fruit juices. One sip, and you’re basically sailing the high seas with pirates.
Insider tip: Not only do they make killer cocktails, but they also stock an impressive collection of 200+ rums. Feeling brave? Go for a tasting flight.
General Horseplay: Cocktails with Attitude
This isn’t your basic bar. General Horseplay takes mixology very seriously (but still knows how to have fun).
- Old Fashioned – Iconic. Balanced. A little smoky. They even offer cocktail classes in case you feel like leveling up your skills.
- Creme Bru Lime – Lime vodka, key lime liqueur, torched meringue on top… It’s Key West in a drink. Bonus points for looking cute on Instagram.
- Unicorn Heart – Strawberry gin, rhubarb bitters, edible glitter, and kombucha. This drink is wild, magical, and totally worth it.
Good to know: The bartenders here are artists, so if you can’t decide, just ask them to surprise you.
Grab our Free Happy Hour List here!
The Roost: Charming + Off the Beaten Path
If you’re craving a cozy vibe and expertly crafted cocktails, The Roost is your stop.
- Hemingway Daiquiri – This isn’t the frozen slushy you’re used to. It’s rum, fresh lime, and just the right touch of sweetness. (Papa Hemingway would approve.)
- Old Forester Old Fashioned – A timeless classic done oh-so-right.
Why visit: It’s intimate, cool, and the drinks are as well-crafted as the vibes.
Tiki House: Transport Yourself to the ‘50s
This bar celebrates the golden age of tiki culture. Think flaming drinks, vintage vibes, and plenty of rum to go around.
- Zombie – A multi-rum fruit concoction that usually arrives on fire. It’s as much a spectacle as it is a drink.
Quick tip: Pop in for a late-night drink when the tiki torches are glowing. It’s a whole vibe.
Mary Ellen’s Bar: Comfort Meets Boozy
You’re here for one thing and one thing only—the Frozen Irish Cream. It’s swirly, decadent, and feels like dessert in a (boozy) glass. Enough said.
Need more ideas on where to drink when in Key West? Check out all of our suggestions here!
Monkey Bar (Next to Fogarty’s): The Daiquiri Wall You Need
New Orleans-style frozen daiquiris? Yes, please. Pick a flavor, mix them up, layer them high, and walk out of here with a refillable cup. It’s DIY cocktail paradise.
Bonus Stops for the True Adventurers
- Bagatelle – Sip Key West Rum Punch or a Gin & Jam while people-watching from their fabulous outdoor porch.
- Key West First Legal Rum Distillery – Not technically a bar, but worth a visit for tastings or their famous Mojito Class.
Cheers to the Best Key West Bars
Key West is more than just an island escape with pastel sunsets and roosters roaming the streets. It’s a cocktail-lover’s dream. From old-school haunts to sleek speakeasies, every bar here offers something unique, quirky, and oh-so-very Key West.
Now it’s your turn to take this list, sip your way through the island, and find your own favorites. Just promise us one thing? Order that second drink. You’re on island time, after all.
