Hemingway Food and Walking Tour

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based on 81 reviews
  • Duration:2 hours (approx.)
  • Location: Key West, Florida
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This guided walking 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 first apartment in Key West where he finished writing “A Farewell to Arms”. Along the way you will have three food samplings, before visiting where he took the train, fished and charted boats in the Key West Harbor, and finally where he spent a lot of time drinking- Sloppy Joe's. An alcoholic drink is also included for you to experience Hemingway's favorite bar. Numerous other historical sites that Hemingway frequented while he lived in Key West will also be visited on this incredibly authentic tour.


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Posted By : Lee_B
Very knowledgeable and entertaining guide provided some great stories and insight to the Hemingway experience. A highlight of the trip!
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Posted On : 2024-06-26 09:31:16 full ratings


Posted By : 930mendir
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 ‼️
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Posted On : 2024-05-22 15:22:02 full ratings


Posted By : Christine_K
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.
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Posted On : 2024-05-15 20:34:25 full ratings


Posted By : Carolyn_T
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.
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Posted On : 2024-04-29 07:54:06 full ratings


Posted By : Monica_K
Liz was a perfect tour guide. This walking tour was full of information, and we got a better feel for downtown Key West.
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Posted On : 2024-04-14 07:31:00 full ratings


Posted By : thomasdB217KU
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.
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Posted On : 2024-03-12 13:42:39 full ratings


Posted By : NorthStar781963
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.
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Posted On : 2024-02-10 08:21:16 full ratings


Posted By : JimKennedy_C
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.
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Posted On : 2024-02-09 21:24:13 full ratings


Posted By : gilliansT4056QY
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.
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Posted On : 2024-01-30 20:59:31 full ratings


Posted By : Patty_K
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!
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Posted On : 2024-01-22 10:02:55 full ratings