Hemingway Walking Tour: Authentic Key West Experience
4.7
80 Ratings
Key West
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: 1 day learn more
What's Included
  • Snacks, Lunch, Alcoholic Beverages
Additional Information

This meticulously curated walking tour will guide you through the authentic locales which shaped Hemingway’s life, experiences, and literary pursuits. You’ll step into the world of Hemingway as you explore the locations where he spectated and arbitrated boxing matches, docked his boat, the Pilar, and patronized the bookstore selling his works. You’ll also get a glimpse into his first apartment in Key West, the very spot where he concluded writing ‘A Farewell to Arms’. En route, you will have the opportunity to sample three delicious local dishes. Your journey will then take you to the places where he boarded trains, sought fish, and embarked on boat journeys in the Key West Harbor, before heading to Hemingway’s preferred watering hole - Sloppy Joe’s. An alcoholic beverage is also included for you to truly immerse yourself in Hemingway’s well-liked haunt. Additionally, this vividly real tour will cover several other historically significant locations that Hemingway frequented during his time in Key West.

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
(80 Ratings)
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930mendir
May 22, 2024
Hemingway walking tour, Key West, FL - This was a fascinating and fabulous walking tour! The tour guide, Caleb, made all the difference in the world. He was extremely knowledgeable about all things Hemingway and kept the conversation lively throughout the entire walking tour also included in our tour that we didn’t even realize it was lunch and a rum punch WITH amazing Keylime pie for dessert. It was a warm sunny day and as I stated, Caleb was a fabulous guide. We’re so happy we took this tour and learned so much—good stuff ‼️
Review provided by Tripadvisor
Christine_k
May 15, 2024
What you want in a tour! - Caleb was a great guide. Warm, friendly, and told some great stories about Hemingway. Was a perfect addition to the Hemingway House tour which we did afterward. Love the Kermit stop for food and drink. Gave some great recommendations around the island and had some delightful personal stories to tell about his experience in Key West.
Review provided by Viator
Carolyn_t
Apr 29, 2024
A Great Way To Begin The Trip! - Caleb was a wonderful tour guide! We loved learning about Hemingway from him as we walked through parts of Key West! Happy we did the tour early in our visit so we knew a bit more about the history of where we were.
Review provided by Viator
Monica_k
Apr 14, 2024
Worth the walk and historical info - Liz was a perfect tour guide. This walking tour was full of information, and we got a better feel for downtown Key West.
Review provided by Viator
Thomasdb217ku
Mar 12, 2024
Great Way to Learn about Hemingway and Key West - This is a wonderful way to get to know Key West and appreciate the Key West that Hemingway knew. While the tour does not include a tour of Hemingway's residence on Whitehead Street, the tour does visit most of the places that Hemingway frequented. Our tour guide, Caleb, was excellent. A novelist himself, he had an excellent knowledge of Hemingway's life and writings. His stories about Hemingway and his influence on Key West added an extra dimension to our discovery of the history and culture of Key West. The tour included an early lunch at Kermit's Key West Lime Shoppe which included a slice of its famous Key Lime Pie. It was a great way to spend the morning.
Review provided by Tripadvisor
Northstar781963
Feb 10, 2024
Great history review - Caleb walked us around the neighborhood of Hemingway house and gave us a great history of the man and the area. He was very articulate and provided many insightful observations of lesser known facts about him. He also provided a good intro into the living history of Key West. The meal was very good too.
Review provided by Tripadvisor
Jimkennedy_c
Feb 9, 2024
Life in Hemingway's Key West - Our guide had really done his homework! As we walked through areas of Key West associated with the author, he related stories of Hemingway's life that really gave the flavor of what life was like here in the 20s and 30s. Plus, he was extremely engaging and personable. It was a great experience.
Review provided by Viator
Gillianst4056qy
Jan 30, 2024
Fun & Educational - Caleb was excellent! We had a great time and learned a lot. This was our first time to Key West, and this tour gave us great insight into this remarkable town and its history.
Review provided by Tripadvisor
Patty_k
Jan 22, 2024
Interesting Tour of KW and Hemingways life there - Loved Liz our tour guide and the little facts she knew about KW and Hemingway! She was very good at keeping all of the group interested!
Review provided by Viator
Dsullybg1
Jan 5, 2024
Hemingway walking tour with additional island information. Lunch included - Liz, the tour guide is friendly, informative and organized. It’s a well paced tour and we learned a lot about Hemingway and a bunch about the island also. Would recommend the tour to anyone who can handle an approximate 1.5 mile casual walk and can hear normally. It can be a little noisy along the way.
Review provided by Tripadvisor
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up to 15 guests
1 Adult
May 2024
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