Tours/Key West/Hemingway Food and Walking Tour
Viator · group up to 15 pax

Hemingway Food and Walking Tour

4.7(111)Key West1 hour
VIATOR4.5(49)TRIPADVISOR4.8(62)

Description

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. Numerous other historical sites that Hemingway frequented while he lived in Key West will also be visited on this incredibly authentic tour.

Tour Options

Hemingway Food & Walking Tour

Itinerary

Admission not included10 min

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 first apartment in Key West where he finished writing “A Farewell to Arms”. Then you will enjoy lunch and a slice of key lime pie, 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 Joes (the original and the second one). Numerous other historical sites that Hemingway frequented while he lived in Key West will also be visited on this incredible authentic tour.

110 min

This 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 first apartment in Key West where he finished writing “A Farewell to Arms”. Then you will enjoy lunch and slice of key lime pie, 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 Joes (the original and the second one). Numerous other historical sites that Hemingway frequented while he lived in Key West will also be visited on this incredible authentic tour.

Highlights

Three food tastings (grilled chicken caesar wrap, bean salad with famous mango poppy dressing, and slice of key lime pie).

What's included

Included
Three food tastings (grilled chicken caesar wrap, bean salad with famous mango poppy dressing, and slice of key lime pie).
Not included
Gratuities

Traveller Ratings

4.7
111 reviews
5
95
4
6
3
3
2
2
1
5

Important Information

  • Public transportation options are available nearby
  • Not recommended for travelers with poor cardiovascular health
  • Travelers should have at least a moderate level of physical fitness

Reviews(111)

G
G4587GLloris
June 18, 2026
Great personal experience with Gwen!

Had a wonderful experience with Gwen! She was very personable and made the tour fun! 100% would book this tour again!

Operator response

Thanks Lori, we are so glad you had a wonderful tour experience!!!!

J
Joshua E
April 27, 2026
Scam

Paid 400 dollars for four of us to NOT SEE the Hemingway House; hilarious when we could have paid $19 dollars for a entry ticket with free tours inside which were more informative than the 2 hour tour; which we chose to do after. The boring Cesar wrap provided. False advertising again; not a good tour! There was one stop which was a small lunch provided. Broke locals ripping off tourists; do not recommend.

Operator response

Wow, these are the same guests who wrote the other bad review. Not sure how they got to write two reviews for one booking, but they pulled it off. They went on the tour, had a fun time and then requested a refund, which was denied by Viator, because the tour ran and they attended. Our tour description is very clear as to what we will do on the tour. It's unfortunate that there are such negative and conniving guests like this.

K
Kristyn E
April 27, 2026
BEWARE! Long walking tour with basic lunch

This was a complete scam when my family and I did this tour and have since changed their description. The tour did not include going into the Hemingway house even though that was the meeting point as well as calling something a “food tour” no it was a walking tour with lunch a Cesar wrap and a piece of key lime pie. Food tours go multiple places and get history into the food. This is a local trying to rip off tourists.

Operator response

Wow!!! It's interesting to see how extortion works. So, these guests went on our tour and the report back from the guide was they had a fun time. After the tour, they tried to get their money back by filing a refund request. Their request was rejected by Viator because the tour ran and they attended the tour. Of course, we have not changed the tour description in 4 years, and it is a food tour because we have food on it. It's very unfortunate that we have to deal with guests like this, that try and take advantage of the system.

B
Becci_P
March 19, 2026
It doesn't include the...

It doesn't include the Hemingway house,however you tour many of the important spots in his life here.Guide is local and very knowledgeable. Lunch was delicious! So glad we did it!

Operator response

Becci, so glad you enjoyed our tour and the lunch!!!

B
BRS1967
March 11, 2026
Good overview of Hemingways time in Key West

Our tour guide Caleb was very knowledgeable about Hemingway & Key west - provided great info as we walked. Please note that the tour did NOT include entrance into Hemingway’s home.

Operator response

Thank you for your 5 star review of our tour!!!

F
Francine_A
March 11, 2026
Fun history

The tour guide was great. Knowledgeable and entertaining. Wear sneakers, its a long walk. It doesn't include admission to the Hemmingway house.

Operator response

Thank you!!! Glad you enjoyed our authentic tour of Hemingways time in Key West.

T
Trail636378
February 2, 2026
Fantastic and fun

Caleb did a great job giving our group information on Hemingway and stopped for delicious food along the way too. Highly recommend!

Operator response

So glad you got to experience our fantastic and fun tour!!! Thank you!!!

J
junebugfareast
February 1, 2026
Great time. We enjoyed the tour

Learned a lot and had a good time on this tour. Caleb was a knowledgeable and entertaining guide into the life of Hemingway.

Operator response

Thank you for the great review., we are so glad you enjoyed our tour!!!

C
Callie_G
January 31, 2026
Caleb was very...

Caleb was very knowledgeable about Hemingway and Old Town. He also shared a lot of information about Jimmy Buffet as an added bonus! For future tours, it would be great to know an ending point, as we had left our bikes all the way back at the Hemingway House.

J
jimlN8039LH
January 3, 2026
Hemingway and the wild days of Key West

Our guide really enhanced our knowledge of Hemingway and his life on Key West. O had no idea how crazy the island was even back then and how Hemingway fit right in. Would definitely recommend to others.

1 people found this helpful

You might also like...