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    5. Explore Hemingway Food & Walking Tour in Key West
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    Explore Hemingway Food & Walking Tour in Key West

    Walk Key West’s Hemingway haunts with three food tastings

    4.8 stars• 170 reviews
    From$111/ personincl. taxes and fees

    Duration

    2 hours

    Includes

    Guide, walking tour, tastings

    Highlights

    Meet your guide at the front gate of The Hemingway Home and Museum and follow Hemingway’s Key West footsteps. Walk to places where he lived, worked, and spent time, with tastings along the way.

    • Meet your guide outside the front gate of the Hemingway House
    • Visit spots where Hemingway lived, worked, and watched boxing matches
    • Stop for three food tastings during the walk
    • Explore Key West Harbor places tied to fishing, trains, and charters
    • Learn Hemingway and Key West history from knowledgeable guides
    • Walk at a moderate pace suitable for most fitness levels

    What's Included

    • Three food tastings
    • Poncho (if necessary)

    Things to know

    Please arrive 15 minutes before your tour start time. Tours run rain or shine. Gratuities are appreciated; standard tips for excellent service are 20%.

    Cancellation Policy

    Full refund with 24 hours notice of cancellation. No-shows will be charged the full price. Full refund if the operator cancels due to weather or other unforeseen circumstances. Exclusions apply to Private Tour Cancellations.

    FAQs

    You’ll meet your tour guide at the front gate of the Ernest Hemingway Home and Museum in Key West. The tour start time is listed as 9:00 a.m. for the Food & Walking Tour.

    The guide will take you to the places where Ernest Hemingway lived, worked and played in Key West, including his first apartment, the location of his boat “Pilar”, the bookstore that sold his books, places he watched/refereed boxing matches, where he fished and chartered boats, and his frequent bar haunt Sloppy Joe’s Bar.

    The tour includes three food tastings: a grilled chicken Caesar wrap, a bean salad with a mango-poppy dressing, and a slice of Key Lime pie.

    Meeting details

    Outside the front gate of the Hemingway House ( 907 Whitehead St.)

    Experience provided by Hemingway in Key West Tours
    Experience provided by Hemingway in Key West Tours

    Related locations

    How can we help?

    We are here to assist with special requests, large groups, last minute needs, and any questions you may have.

    Call or text (650) 414-7338

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    Reference #HPRVDY

    Adult

    $111.23

    Ages 13+ • Includes food and drink

    0

    Child

    $78.32

    Ages 6-12 • Includes food and drink

    0

    Why book through Greetwell?

    • No Added Fees

      No booking or service fees, ever

    • Concierge Support Included

      Real humans ready to help with timing, questions, or special requests

    • Free Cancellation Available

      Most experiences can be cancelled for a full refund

    Discover what we've curated for you

    Review summary

    4.8
    Excellent
    170 reviews•Google Maps

    This tour company has clearly hit on something special, particularly with their Jimmy Buffett walking tour that seems to steal the show. Guide Caleb gets mentioned repeatedly and for good reason: reviewers consistently praise his deep knowledge, engaging personality, and ability to make the experience fun through trivia, music, and even some groan-worthy jokes. Whether you're a hardcore Parrothead or just casually familiar with Buffett's music, people say the tour brings his story to life by visiting the actual spots that inspired his songs. The inclusion of key lime pie and margaritas along the way doesn't hurt either. Jessica also earns praise for her guiding skills, impressing even self-described Buffett experts. The Hemingway-focused tours get equally enthusiastic responses, with guides described as knowledgeable storytellers who share details you'd miss on a self-guided visit. The famous six-toed cats are a highlight for many visitors. Groups of all ages seem to enjoy these experiences, and the company apparently runs tours even for just two people, which one couple especially appreciated. A few practical notes: arrive early since parking can be tricky, and at least one reviewer mentioned cash-only payment. The food served on tours consistently gets compliments. Overall, this appears to be one of those experiences that becomes a trip highlight, whether you're diving deep into literary history or living that laid-back Margaritaville lifestyle.

    What people are saying

    Review 1 of 4
    5/5

    Had a great time!!! Our tour guide JP was very entertaining and knowledgeable about Jimmy Buffett and the places he frequently visited and stayed. Definitely recommend if you are a Parrothead. Like it states when you book the tour, it is a lot of walking, but JP always made sure we stayed together and didnt get separated.

    Photo of Karl Seghorn

    Karl Seghorn

    January 9, 2026

    Review 1 of 1
    5/5

    Had a great time!!! Our tour guide JP was very entertaining and knowledgeable about Jimmy Buffett and the places he frequently visited and stayed. Definitely recommend if you are a Parrothead. Like it states when you book the tour, it is a lot of walking, but JP always made sure we stayed together and didnt get separated.

    Photo of Karl Seghorn

    Karl Seghorn

    January 9, 2026

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