Old pictures show early Key West streets, cars, landmarks, attractions, bars and people. It didn’t always look like a tourist city.

Key West’s history may be steeped in spirits; Prohibition’s rumrunners put some of the first speakeasies on the map here. And Duvall Street’s iconic bars, Sloppy Joe’s and Captain Tony’s ...

Key West bars, especially the popular ones, can get crowded. So if you’re looking for somewhere to escape—and if you generally prefer drinking at a dive bar—go seek shelter at Chart Room.

On the surface, Key West—that four-by-one-mile sliver of sand at the southernmost part of the United States—seems to follow the same formula: Its bars certainly mirror the larger-than-life ...

LANDMARK SIGNS A helpful tease on the road to Key West. A Key West street sign at a well-known intersection. A historic library sign. HOTELS The La Concha Hotel on Duval Street in Key West in 1978.

CONVERTITO Key West, to me, always finds a way to bounce back. Every time we're dealt this bad news economically, in particular, we find a way to regenerate. And that's what happens in the mid-70s.

Sloppy Joe's in Key West, Florida 201 Duval St, Key West, FL 33040 Make sure to grab one of this bar's notorious Sloppy Rita’s or Sloppy Joe sandwiches.