Key West Bars

10/07/2026

Welcome to Key West—where “Paradise, USA” isn’t just a sign… it’s the whole attitude.
Island breeze, palm trees, and a waterfront waiting for whatever kind of day you decide to make of it.

What’s the first thing you’re doing when you see this sign: heading for a sunset, a cold drink, or a slice of Key lime pie?

10/06/2026

First Flight: where a quiet Key West porch can turn into a “just one drink” kind of afternoon real fast.
Find a shady seat, order something cold, and let the island schedule handle the rest.

What are you ordering first at First Flight, cocktail, b**r, or a full lunch-and-drinks situation?

10/05/2026

Meet me at Lolita’s… where the margaritas, murals, and Key West vibes all show up dressed for the occasion.
If this isn’t your sign to grab your favorite people and order something with a lime, we don’t know what is.

Who are you meeting at Lolita’s for margaritas? Tag them below.

10/04/2026

Hank’s and Garbo’s are still quiet this morning… but don’t let that fool you.
Give it a few hours and these seats will be spoken for, the drinks will be flowing, and the smell of Garbo’s Grill will have everyone asking, “Who’s got room for one more?”

Are you claiming an early seat—or rolling in once the party starts?

10/04/2026

Chasing the sunset like it owes us a rum runner.
There’s just something about a sailboat gliding into a Key West sunset that makes every other plan feel optional.

Would you rather be on that boat or watching from the dock with a drink in hand?

10/03/2026

This is taking the DUVAL CRAWL to a whole new Level!! Live from Kermit's Key Lime Shop

10/03/2026

Check out this awesome Lineup at Rick's Key West for this weekend!

One complex. One unforgettable Key West weekend! 🔥🎶 Join us Friday through Sunday for live music, football, Durtbags, late-night DJs and karaoke—all at 202-20Duval Street and 430 Greens Street! 🏈🍻🌴

10/03/2026

Happening Tonight and Tomorrow at Schooner Wharf Bar

10/03/2026

Mac's Place Is getting all ready for SPOOKY SEASON! Check out all the fun !

10/03/2026

CAFE REOPENED TONIGHT!! Louie's Backyard

The Cafe at Louie's Backyard (top floor) reopens tonight from 5 to 9. No reservations required. Check out the menu here: https://www.louiesbackyard.com/cafe