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

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.

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.

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.

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 ...

Find the best places to stay, eat, and shop in Key West, Florida. From historic bars to beachy hotels, this local-approved guide has everything you need.

Shorty’s Diner on Duval Street was a favorite of President Harry Truman, who walked to breakfast when he stayed at the Little White House in Key West. Shorty’s closed in 1989.