Hemingway Walking Tour: Authentic Key West Experience

Immerse yourself in the world of Ernest Hemingway on this authentic walking tour of Key West. Visit the places where he lived, worked, and played, and indulge in food and drink samplings along the way.

Duration: 2 hours
Cancellation: 24 hours
Highlights
  • The Ernest Hemingway Home and Museum - You will meet your tour guide outside the front gate of the Hemingway House. Then a guided tour will take you to the real places that Hemingway lived, worked, and played, including where he watched and refereed boxing matches, where he kept his boat the Pilar, the bookstore where his books were sold, his…
What's Included
  • Snacks, Lunch, Alcoholic Beverages
What's Not Included
  • Gratuities
Additional Information

This guided walking tour will lead participants to the actual locations where Hemingway lived, worked, and enjoyed his leisure time. The tour includes stops at places where he watched and refereed boxing matches, the location where he docked his boat, the Pilar, the bookstore that sold his works, and his first apartment in Key West where he completed “A…

Location
The Hemingway Home and Museum
Whitehead Street
Please meet your tour guide OUTSIDE the front gate. Please arrive 15 minutes early.
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings
4.7
(98 Ratings)
5 stars
4 stars
3 stars
2 stars
1 star
Richard_b
Jun 23, 2025
Excellent tour - Great tour! Caleb was very engaging, funny and knowledgeable. Answered all our questions. Very good lunch. If you’re here in the summer months I suggest the early time. Also suggest going to the Hemingway Social Club after the tour for a drink and a picture with Ernest
Review provided by Viator
Debmink
Jun 14, 2025
One Amazing Tour - If you are a Hemingway buff- or not, this is the tour for you. Caleb is a superb tour guide. My husband knows a lot about Hemingway, but Caleb is the “cream of the Hemingway crop”. We walked a ways, but it didn’t seem like it because we were totally engaged throughout. The lunch was incredible- homemade and fresh from a local deli and then there was Kermit’s famous key lime pie for dessert. Caleb makes this tour one of the best in Key West. (We’ve been on many food tours in Key West and this is our favorite)
Review provided by Tripadvisor
Jill_p
Jun 5, 2025
Caleb was awesome. One of... - Caleb was awesome. One of the best tour guides we have had in our numerous travels. Would highly recommend this tour for even more info on Hemingway. The key lime pie and wrap was very good.
Review provided by Viator
Q4839deleahw
Jun 3, 2025
Awesome time! - Caleb is very personable and funny. He is a great storyteller with lots of interesting details! We heard a lot of information which is based on Caleb’s research.
Review provided by Tripadvisor
Davidhj7964oz
May 5, 2025
Great Hemingway Tour - Loved the walking tour, Caleb was a great guide and had lots of fun facts and stories. He even had a great story about Hemingway and Jack Dempsey that I haven't ever seen referenced anywhere. Highly recommend it.
Review provided by Tripadvisor
Linda
May 3, 2025
Very knowledgeable - Caleb was very knowledgeable and enthusiastic. He's got a great personality and was prompt. We really enjoyed the tour! Lots of interesting information.
Review provided by Tripadvisor
Lori_m
Apr 3, 2025
Tour gives insight into... - Tour gives insight into the life of the famous author in Key West. Places and experiences around town that were intricate parts of his life. Caleb is a great guide!
Review provided by Viator
C3990cdandreak
Apr 3, 2025
Caleb rocks! Do this tour! - What a fun, engaging and KNOWLEDGEABLE tour guide! It’s so obvious that he has an appreciation for key west history. Not to mention, when everyone that walks by greets him- you know you’re with a good local. Fun stories, fun facts (some we didn’t know!) and a great walk around the island. Highly recommend!
Review provided by Tripadvisor
Peterg
Mar 17, 2025
Tour with Liz - The tour is better than the Viator description. Knowledgeable and witty guide. Learned about Hemingway and Key West
Review provided by Viator
Jeri_w
Apr 29, 2025
The tour company... - The tour company attempted to get me to give up our tour for another. In the end, they ended up canceling on us, at the last minute.
Review provided by Viator
From $99
up to 15 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).