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    4. Hemingway-Themed Key West Food & Drink Walking Tour
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    Hemingway-Themed Key West Food & Drink Walking Tour

    Follow Hemingway’s Key West with 3 food tastings, 3 drinks, and museum entry

    4.9 stars• 2.5K reviews
    From$178/ personincl. taxes and fees

    Duration

    4 hours

    Includes

    Tours, tastings, 3 drinks

    Highlights

    Explore Ernest "Papa" Hemingway’s Key West on a guided walking tour with food stops, drinks, and entry to the Hemingway Home & Museum. Visit the Hemingway estate, a family-run cigar rolling factory, and the Pilar Distillery’s Social Club.

    • Retrace Hemingway’s Key West story with your guide
    • Visit the Hemingway Home & Museum and grounds
    • Tour a family-run cigar rolling factory
    • Stop at the Pilar Distillery’s Social Club
    • Taste 3 foods and enjoy 3 alcoholic drinks
    • Try Key West favorites like a Cuban meal and Key Lime Pie

    What's Included

    • Entry to the Hemingway Home & Museum
    • 3 food tastings
    • 3 alcoholic drinks
    • Hemingway Experience tour booklet with coupons and recommendations
    • Rain poncho (in inclement weather)

    Things to know

    Gratuities are not included; standard guide gratuity is 15–20%. No pets allowed. Food tasting locations are subject to change without notice.

    Cancellation Policy

    Full refund if you cancel 24+ hours before departure. Cancel same day or with less than 24-hour notice: 50% refund. Same-day bookings are non-refundable. Reschedule within 24 hours: $15 rebooking fee per ticket; 24+ hours: free. No-shows charged full price. Full refund if the operator cancels.

    FAQs

    The tour lasts about 4 hours and includes moderate walking between stops in Old Town.

    Yes. You get 3 tastings, 3 alcoholic drinks, a cuban meal, and Key Lime Pie.

    Bring a camera phone, sun protection like a hat and sunscreen, and comfortable walking shoes.

    Meeting details

    We will meet at: Hemingway Home & Museum, 907 Whitehead St, Key West, Florida 33040, United States.

    Experience provided by Food Tour (Key West Food Tours)
    Experience provided by Food Tour (Key West Food Tours)

    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

    Report an issue

    Reference #Q4UFYQ

    Hemingway Guest

    $178.58

    All Ages • Tours, Tastings + 3 Alcoholic or NA Beverages Included

    0

    Hemingway Child - 5 & Under

    $62.29

    (5 & under with food. Children under 5 with NO FOOD are FREE and do not require a ticket)

    0

    Hemingway Child - 6-12

    $115.24

    (Ages 6 to 12yrs)

    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

    4.9
    Excellent
    2.5K reviews•Google Maps

    If you're trying to decide whether a food tour is worth it in Key West, this one seems to hit all the right notes. The guides really make the experience. Larry gets mentioned over and over, with people praising his 26 years of local knowledge and the way he weaves history into the food stops with humor and passion. But it's not just him. Kayla, Corley, Kyle, Danielle, and Sara all get individual shoutouts for being knowledgeable, engaging, and genuinely fun to spend a few hours with. These aren't just tour guides reading from a script; they're locals who clearly love what they do. The food itself gets enthusiastic reviews, with generous portions that often leave people with leftovers. You'll hit multiple restaurants representing different aspects of Key West cuisine, from conch fritters to lobster mac and cheese to Cuban sandwiches and Key lime pie. Several reviewers mention this tour helped them discover spots they wouldn't have found on their own, especially first-time visitors who appreciated getting oriented to the island. The tours accommodate everything from intimate groups of two to slightly larger parties, and whether you choose the food tour or the craft cocktail crawl, people consistently leave feeling like they got their money's worth. The blend of eating, walking, and learning about the island's multicultural heritage (including interesting stops like cigar-making demonstrations) creates an experience that's more enriching than just hitting restaurants solo.

    What people are saying

    Review 1 of 4
    5/5

    Fun tour- we visited places we never would have and Mike shared lots of history/facts with us during the tour! Drinks were fun. Recommend this tour for something different!

    Photo of Emily Vogeler

    Emily Vogeler

    April 2, 2026

    Review 1 of 1
    5/5

    Fun tour- we visited places we never would have and Mike shared lots of history/facts with us during the tour! Drinks were fun. Recommend this tour for something different!

    Photo of Emily Vogeler

    Emily Vogeler

    April 2, 2026

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