That Go Beyond the Standard Piña Colada!

When you’re in Key West, there’s nothing better than cooling off with a frozen drink in hand. Whether you’re strolling down Duval Street, relaxing after exploring beautiful beaches, or kicking off the evening with some live music, there’s always a good reason to grab something frosty.

Sure, plenty of spots will serve up your usual piña colada, strawberry daiquiri, or margarita — and hey, there’s nothing wrong with the classics! But if you’re craving a little adventure in your cup (with some serious tropical vibes), these three spots offer some of the most unique frozen drinks in town.

I went searching for drinks that scream Key West charm — you know, places that offer more than the typical beach bar experience. So here are my personal favorites for frozen drinks with a twist:

Flying Monkeys

Location: Duval Street, right next to Fogarty’s and across from the Whistle Bar
Vibe: Wall of slushy machines, fun crowd, great people-watching

This spot is a top bar for those of us who love options. Walk into Flying Monkeys Saloon, and you’re greeted with a colorful lineup of icy concoctions spinning away. You can mix and match, grab a smaller cup if you want to sample a few, or go big with their travel mug for discounted refills. (Trust me, you’ll want more than one!)

My personal favorite? The “Flying Monkey” — a delicious blend of lemonade, vodka, raspberries, rum, and bourbon. Talk about a specialty drink! If you’ve got room for dessert, try the White Russian with vanilla ice cream, vodka, and coffee liqueur. It’s basically a boozy milkshake — yum.

It’s a great place to stop, grab a frozen drink to-go, and stroll toward Mallory Square for the sunset or explore more of Old Town Key West.

Fat Tuesday

Locations: Duval Street & Front Street
Vibe: Party-ready chain with a wall of slushies, live entertainment, and dancing at night

Okay, I know Fat Tuesday isn’t a “local dive,” but sometimes you just want that classic rum runner or mega-strong frozen drink — and they deliver! Their signature drink? The “190 Octane,” made with orange juice and — you guessed it — 190 proof grain alcohol. Proceed with caution… and maybe grab some delicious food nearby first.

The Duval Street spot often has DJs and live music, so it’s a good time for starting your night. The Front Street location is more of a grab-and-go vibe — perfect if you’re heading toward Sunset Pier or Mallory Square.

They also serve cold beer, house wine, and craft beer, so if frozen drinks aren’t your thing, you’ve still got options.

Mary Ellen’s

Location: Appelrouth Lane (off Duval Street)
Vibe: Laid-back local favorite, dive bar feel with fun surprises

If you ask me about the best spot for a frozen drink in Key West, Mary Ellen’s wins, hands down. It’s tucked off Duval Street, just a short stroll from Captain Tony’s Saloon, and has a loyal following among locals and visitors alike.

Their must-try? The Frozen Irish Coffee — spiked with whiskey and coffee liqueur, blended to perfection, and topped with crushed cookies (used to be breakfast cereal back in the day!). It’s the best thing to sip when you’re cooling off between exploring Greene Street, Whitehead Street, or the original location of Sloppy Joe’s.

Pair it with their small plates, like grilled cheese or chicken wings, and settle in for a good time. They’ve also got a full menu of domestic beers, fine wine, and even a solid selection of hot sauces if you’re feeling adventurous.

Honorable Mentions:

If you’re up for exploring even more frozen fun, check out the bloody mary bars at BC Two (Breakfast Club Too) and Ram’s Head — perfect spots for brunch lovers. You can also venture out to Stock Island for some laid-back watering holes with waterfront views.

Bonus Tips:

• Download our Key West Happy Hour guide for even more drink deals and happy hour specials!

• Follow us on social for updates on special events, new craft cocktails, and fun at spots like La Te Da, Green Parrot, Garden of Eden, and more.

• If you’re a book lover, join our Fun in Key West Book Club — because nothing pairs better with an Ernest Hemingway novel than a frozen drink in paradise.

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So, where’s your first stop for a frozen drink in Key West? Got a secret rum bar, speakeasy inn, or beachy spot I need to try? Drop me a message or tag me on Instagram— I’m always up for a good idea (and another round!).