Explore Hemingway's Key West haunts while savoring local food, cigars, and rum on a four-hour guided walk
Discover what we've curated for you
4 hrs
Hemingway entry, Tastings, Guide
Follow in Ernest Hemingway's footsteps on this guided Key West walking tour, sampling local food, drinks, cigars, and stories along the way. Gain entry to his historic home and enjoy curated tastings at iconic island spots.
Tour operates rain or shine; wear comfortable walking shoes and sun protection. No pets allowed.
Full refund for cancellations made at least 24 hours before departure. Cancellations within 24 hours receive a 50% refund; same-day bookings are non-refundable. Rescheduling within 24 hours costs $15 per ticket; free with more notice. No-shows are charged full price. Tours run rain or shine; if the operator cancels you may reschedule or receive a full refund.
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.
Hemingway Home & Museum, 907 Whitehead St, Key West, Florida 33040, United States
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.
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!
Emily Vogeler
April 2, 2026
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!
Emily Vogeler
April 2, 2026