Exploring Key West
At Key West you’ll find the southernmost of everything – the Southernmost Point (expect a long wait for that photo), the Southernmost House, the Southernmost Beach Resort, the Southernmost Beach Cafe … you get the picture.
Key West has a well-earned ribald reputation, from its days as a port-of-call during the wrecker and pirate era to its “come as you are” vibe today. Cultural diversity is celebrated year-round.
As one of Florida’s oldest cities, Key West still retains much of the grandeur of the past in its architecture and a mature tropical forest shading much of the city.
Once you arrive, park the car at your hotel and don’t move it again. This is an incredibly walkable city, although there are lots of bike, scooter, and electric car rentals on the island to go farther afield.
A walk down Duval Street will take you to art galleries and fine restaurants, t-shirt shops, and the many bars that the city is known for. Pub crawls are easy since the distance between bars is so small.
Captain Tony’s Saloon – where Ernest Hemingway hung out, and Harry Truman was known to have a drink or two – was the original Sloppy Joe’s Bar, which is now just around the corner.
Jimmy Buffet discovered Key West in his early days, and when you see the seat with his name painted on it at Margaritaville, he might just be sitting in it.
Whitehead Street connects some of the must-see attractions: the Hemingway Home, the Audubon House, the Little White House, and the Mel Fisher Maritime Museum.
The Key West Aquarium isn’t far from Fort Zachary Taylor and Mallory Square, where every sunset is a celebration.
The harbor is just around the corner, a launch point for off-island adventures such as a trip to Fort Jefferson in the Dry Tortugas.