Thousands of signed dollar bills turn a simple tavern into a living record of travelers’ comings and goings.

An idyllic swimming pool tells the tale of Hemingway's trouble with women.

The highway's southernmost spot is a beloved local attraction.

The former home of the Nobel Prize-winning American writer is now home to dozens of six-toed cats.

A historic landmark and museum filled with curious objects representing the history of Key West.

America's only city hall with minarets took architectural cues from Ali Baba and the Forty Thieves.

A mysterious castle built as a monument to lost love.

Part research station, part time capsule, part aquatic fever dream.

The famous boat that once ferried Bogart and Hepburn still floats in Key Largo after being abandoned for years.

This spiny beast guards an artist's village while vying for the title of largest lobster in the world.

A unique collection of diving equipment spanning antiquity to the present day.

Dedicated to the victims of one of the deadliest hurricanes to strike the United States in recorded history.

At this bayside marina, enormous wild tarpon jump out of the water to snatch fish from visitors’ hands.

This lush Florida island is home to the ruins of a crooked ship breaker's tiny empire.

Recently celebrating its 25th anniversary, the garden opened in September 1997 to celebrate the men and women who have had the greatest impact on Key West.

"We Seceded Where Others Failed."

A monument celebrating the idea of reaching inaccessible places.

This small museum concentrates on the juicy history of orange production in Florida.

The sign that drew attention to a young boy's cucumber stand is now the name of his fruit superstore.

Found: Garden of Eden in Miami-Dade County, Florida.

Florida's oldest bar was once a morgue, complete with a hanging tree and gravestones.

Possibly the most beautiful carillon in the world, set atop Iron Mountain in Florida.

Florida might be at its most surreal in this museum devoted to the famed Spanish artist.

Amid the hustle and bustle of Miami’s Financial District sits a mausoleum-turned-monument.