Key West Food & Cultural Walking Tour

From$90.19
2 hours
Key West, USA

About this activity

Join a guided walking tour through Key West's historic district, savoring local flavors and learning about its rich cultural heritage, including visits to landmarks like the Ernest Hemingway Home and Museum.

Highlights

  • Explore historic Old Town Key West
  • Sample local specialties like conch fritters
  • Learn about Ernest Hemingway's life here
  • Visit the Ernest Hemingway Home and Museum
  • Discover hidden gems off the beaten path

Full description

Discover the vibrant flavors and rich history of Key West on this engaging walking tour. Stroll through the charming streets of Old Town, where you'll sample local specialties such as conch fritters and Cuban sandwiches. Along the way, your knowledgeable guide will share fascinating stories about the island's past, including insights into Ernest Hemingway's life and his time spent in Key West. Visit iconic landmarks like the Ernest Hemingway Home and Museum, and uncover hidden gems that showcase the unique character of this tropical paradise. This tour offers a delightful blend of culinary delights and cultural exploration, perfect for foodies and history enthusiasts alike.

Included / Excluded

  • Guided walking tour of Key West's historic district
  • Tastings at local eateries showcasing regional cuisine
  • Insights into Key West's rich cultural heritage
  • Transportation to and from the meeting point

Itinerary

1

Please meet us at El Siboney, 900 Catherine Street.

Duration: 30 minAdmission: NOT_APPLICABLE
2

Third Stop: The Speakeasy Inn & Rum Bar

Duration: 20 minAdmission: NOT_APPLICABLE
3

Walk off the beaten path of Duval Street and into historic neighborhoods and hidden gems

Duration: 20 minAdmission: NOT_APPLICABLE

Meeting point

Start Location

Unknown location

Important information

Know before you book

  • The tour operates rain or shine; please dress accordingly.
  • Vegetarian and gluten-free options are available; inform the guide in advance.
  • The tour is conducted in English; ensure you understand the language.

Know before you go

  • Wear comfortable walking shoes and dress appropriately for the weather.
  • Bring a bottle of water to stay hydrated during the tour.
  • Be prepared to walk approximately 2 miles at a leisurely pace.

Cancellation policy

Free cancellation up to 1 days before the activity starts

For a full refund, cancel at least 24 hours before the scheduled departure time.

Accessibility

  • Wheelchair Accessible
  • Stroller Accessible
  • Service Animals Allowed

Good to know

  • Maximum number of passengers per tour is 12
  • Children ages 12 and under must be accompanied by an adult. (Infants ages 4 and under who are not eating do not require a ticket)
  • Tour is held in all weather conditions (ponchos provided in case of rain)
  • Please note: it is recommended you wear comfortable walking shoes. Moderate amount of walking is involved
  • Please advise of any dietary restrictions in the Special Requirements field at the time of booking

Traveler reviews

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Unique Key West Experience

My husband and I really enjoyed our food tour when we were in Key West. Our guide was knowledgeable and took us to some real hidden gems. We would have never known about a couple of the spots we went to. All of the food and drinks were great and we highly recommend

467earleJul 6, 2026TRIPADVISOR

Five Stars + for Go Go!

Go Go was an outstanding tour guide! His knowledge of Key West’s history, combined with the incredible local food, made this one of the absolute highlights of our trip. We loved learning about the island while stopping to enjoy delicious bites at some fantastic local spots. By the end of the tour, we appreciated Key West even more! If you’re visiting, don’t miss this tour. It’s the perfect combination of history, food, and fun. Highly recommend!

tammybS8992MDJul 5, 2026TRIPADVISOR

Make This the First Excursion of Your Trip to Key West

Our Southernmost Food & Cultural Walking Tour with Key West Food Tours was an absolute highlight of our trip. Jo, our guide, was exceptional — knowledgeable, personable, and always one step ahead to make sure everyone was comfortable, engaged, and having fun. Her love for Key West’s history and food scene made every stop feel special. We tasted our way through the island with an unforgettable lineup: authentic Cuban food, perfectly crispy conch fritters, a refreshing rum runner, a beautifully prepared Mahi Mahi dish, and the perfect finale — Cuban coffee paired with Key Lime Pie. Every bite was delicious, and every stop came with a story that brought the island’s culture to life. By the end, we had full bellies, a deeper appreciation for Key West, and a handful of new friends. If you’re visiting, this tour is a must.

tonyandnancisJul 5, 2026TRIPADVISOR

Family trip

The tour was great! Kyle was very informative about the history of Key West and took us to some excellent restaurants! This is a must do in Key West!!

W2834RWaprillJul 4, 2026TRIPADVISOR

Good Food, good drinks and a good time. Cheers to Go-Go

Go-Go was our guide For the Southern Most Food Tour and kept everyone engaged. His light hearted banter was funny and knowledgeable while taking us to some off the beaten trail places to eat. I would highly recommend this tour

Chris HJul 1, 2026TRIPADVISOR

Additional information

Maximum number of passengers per tour is 12 Children ages 12 and under must be accompanied by an adult. (Infants ages 4 and under who are not eating do not require a ticket) Tour is held in all weather conditions (ponchos provided in case of rain) Please note: it is recommended you wear comfortable walking shoes. Moderate amount of walking is involved Please advise of any dietary restrictions in the Special Requirements field at the time of booking