Join us on our Trails And Tales of Key West Walking Tour!

Departs daily at 4pm!

  • You have never seen Key West quite like this, you will learn more about the locals, bars, history, and especially Buffett trivia that has NEVER been told or published before.  An island MUST do.

    Monte Tolar – Atlanta, GA

The most entertaining Key West walking tour just got better!

During this expanded 90 minute Key West walking tour you’ll discover the colorful characters, history and magic that have made our island republic a legend! Whether you are in Key West for the day or for the week, this walking tour is a fun and relaxing way to learn about The Conch Republic.  So grab a drink and walk with a local!

The tour kicks off at Capt Tony’s – the original Sloppy Joes!

From here, your entertaining and informative local tour guide will take you on a casual stroll through Old Town, the Key West Historic Seaport, finishing up at Margaritaville!

Along the way you will learn about the fascinating history of the Conch Republic and a number of our most famous (and infamous) residents. Earnest Hemingway, Capt Tony, Mel Fisher (the world’s most famous treasure hunter), and of course, Jimmy Buffett are just a few of the fascinating individuals who have made our island their home.

It’s a bit of island history, a bit of Jimmy Buffett history, and what do you know? We’ll stop by a pub or two along the way….Which is kind of inevitable here in Key West!

Whether it’s your first visit or you’ve been here a number of times… You will experience Key West in a whole new way!

Our Ghosts & Mysteries Tour

Customized Private Walking Tour

We can customize your tour around your interests! Just give us a few details and we'll get started creating a one of a kind Key West walking tour personalized for you.

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