Hemingway in Key West Tours — Local services in Key West

We had the absolute pleasure of going on the Jimmy Buffett walking tour with Caleb, and WOW—what an unforgettable experience! Caleb is everything you could hope for in a tour guide: incredibly knowledgeable, engaging, funny, and just downright nice. His knowledge of Jimmy Buffett’s life and music, paired with actually seeing the places where Jimmy himself walked and wrote his songs, brought the whole experience to life.

The tour itself was a treasure trove of fascinating facts, fun anecdotes, and hidden gems about Jimmy’s life and the places that inspired his iconic songs. Even if you’re not a die-hard Parrothead, this tour is an absolute must-do—it’s informative, lively, and brimming with Margaritaville vibes. The included key lime pie and margaritas don't hurt either.

If you're a true Jimmy Buffett fan or just someone looking for a fantastic, unique way to explore the area, don’t miss this tour. Caleb made it one of the highlights of our trip, and we can’t recommend him highly enough. It's Five...

Had a great time on the Hemmingway House guided tour and the Jimmy Buffett Walking Tour.

The Hemmingway House guided tour was well worth it. You get to hear stories that you wouldn't get on a self guided tour. Our guide was a lot of fun, well paced, and could tell a great story.

Caleb was our guide for the Jimmy Buffet Tour and I think he was having as much fun as we were. He had trivia, guess that song, and some bad jokes! LOL. Probably one of my favorite tours...

We had the most wonderful Hemingway tour with Caleb! My husband and I came down for his 40th birthday for the full Hemingway Experience in Key West and were so excited for this walking tour! Caleb was so knowledgeable, friendly, and made the entire experience absolutely fantastic and memorable! We especially appreciate the tour still running even though it was just us two - we can’t wait...