Well, well, well. Key West bars. Where do I even begin? In a town that’s equal parts cuckoo, quirky, magical, humble, and low-key, the bar scene embodies all of that, and then some. It’s always fun, ...

You can tell a lot about a place by its bars. Some neighborhoods are as stiff as their martinis; others as homey as their strung lights. On the surface, Key West—that four-by-one-mile sliver of sand ...

On an island filled with famous watering holes and charming backstories, one bar stands out as a Key West classic. This year, Sloppy Joe’s Bar is celebrating 85 years of doing business at 201 Duval St ...

The inside of the Cabana Bar at 605 Duval Street circa 1950. Sloppy Joe's on Duval Street became famous as Hemingway's hangout almost a century ago, in the 1930s. It turns out the island's history ...

Like most places, Key West has changed through the decades. Tourism became the economy’s bedrock. Chain stores moved downtown. More people, more cars. But the Southernmost City is still a small town ...

With its quirky arts community, festivals, and museums, Key West is the cultural hub of the Florida Keys. The city also offers visitors a tropical island vibe and gin-clear waters that lap up against ...

If finding a great bar in Key West seems daunting, it’s only because the island can feel like one never-ending bar. On seemingly every block, you’ll find chairs with waterfront views, stools within ...