🏨 Key West Southernmost Food and Cultural Walking Tour Activity - Travel Guide

Key West Southernmost Food and Cultural Walking Tour

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From $88.68

824 reviews   (4.90)

Price varies by group size

Lowest Price Guarantee

Pricing Info: Per Person

Duration: 3 hours

Departs: Florida Keys, Florida Keys

Ticket Type: Mobile or paper ticket accepted

Free cancellation

Up to 24 hours in advance.

Learn more


Enjoy a taste of Key West on this 3-hour food walking tour, led by an expert guide. Along the way visit 4 locally-run “mom and pop” establishments in historic old town, dining on typical Cuban dishes, local seafood, and of course -- Key Lime Pie. Food samples are enough for a hearty lunch. Between tastings walk like a local, away from the touristy streets, as your guide shares insights about city history, food and architecture. This is a small-group tour, with a maximum of 12 people, ensuring a personalized experience.

What's Included

4 Food tastings & 1 alcoholic beverage - totaling a hearty lunch

Exclusive in-store coupons

Friendly & knowledgeable local guide

Walking tour of Key West's Old Town covering 1.2 miles

Water included at every stop

What's Not Included


Hotel pickup and drop-off

Traveler Information

  • INFANT: Age: 0 - 4
  • CHILD: Age: 5 - 12
  • ADULT: Age: 13 - 99

Additional Info

  • 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)
  • Gear/equipment sanitised between use
  • Infants and small children can ride in a pram or stroller
  • Not recommended for travelers with poor cardiovascular health
  • Please advise of any dietary restrictions in the Special Requirements field at the time of booking
  • Post COVID-19 Policy- Operating in groups of 12 or less. Individual tastings. Touchless check in. Guests will respect individual businesses requirements to wear facial covering (cloth mask, bandana, all materials accepted) to cover their nose and mouth wh
  • Regular temperature checks for staff
  • Service animals allowed
  • Tour is held in all weather conditions (ponchos provided in case of rain)
  • Wheelchair accessible
  • All areas and surfaces are wheelchair accessible
  • Contactless payments for gratuities and add-ons
  • Guides required to regularly wash hands
  • Maximum number of passengers per tour is 12
  • Not recommended for travelers with spinal injuries
  • Please note: it is recommended you wear comfortable walking shoes. Moderate amount of walking is involved
  • Post COVID-19 Policy- Operating in groups of 12 or less. Individual tastings. Touchless check in. Guests will respect individual businesses requirements to wear facial covering to cover their nose and mouth while entering and throughout visit at businesse
  • Regularly sanitised high-traffic areas
  • Suitable for all physical fitness levels
  • Transportation options are wheelchair accessible

Cancellation Policy

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

  • For a full refund, you must cancel at least 24 hours before the experience’s start time.
  • If you cancel less than 24 hours before the experience’s start time, the amount you paid will not be refunded.
  • This experience requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.

What To Expect

Please meet us at El Siboney, 900 Catherine Street.

30 minutes • Admission Ticket Free


Do this tour first, if it's your first time in Key West!
941adriennes, 10-12-2022
This was a wonderful time. I've been on other food tours, and the portions were not nearly as large. You should definitely bring your appetite. The walk was at a leisurely pace, so you don't need to feel that you need to be in shape to do it. We met at El Siboney, a Cuban restaurant. The tour guide immediately encouraged everyone to purchase a drink package, so that alcoholic beverages could be included at the various stops. This was an extra $17. I'm not complaining about this, but it was slightly challenging having to do this online, outside, at the beginning of the tour. I wish, somehow, that this information had been available when I purchased the tour online.

But - bottom line - the food was delicious, the drinks were wonderful, and we learned a lot of interesting Key West history along the way. I'd do it again in a heartbeat. I definitely recommend this tour as a first stop in Key West, because it helps you decide what places you'd like to visit.
Wonderful Tour
Footprints584983, 09-12-2022
100 you should check out this tour. The food was amazing, the information was great and our guide was super nice to hang out with for a few hours. They were very accommodating to my shellfish allergy. A Key West must do!
Walking for Food
Explore783431, 06-12-2022
Most enjoyable tour. Dana was an excellent guide & the food choices were varied & excellent. Cuban food, Rum Runner, Gel Lime Pie, Cuban coffee. Perfect for us.
Love it! Great food and interesting stories!
Fred K, 06-12-2022
Enjoyed the food and the commentary by Dana (our guide) who was outstanding. She was interesting and provided the right amount of information in a pleasant and informal way. Nice pacing, just the right serving sizes and, of course, great food. We were repeat customers but we still learned something new about Key West. And we now have some new restaurants that we will visit on our own. Excellent way to introduce friends and family to Key West. Highly recommend without hesitation.
Highly recommend!
MindiT7, 05-12-2022
A great time!!! The food was amazing and a couple of the dishes were things I would not normally try, but really enjoyed. The drinks were equally yummy and our guide was extremely knowledgeable about the food and the history!
Great Way to Experience Key West
Joy_Y, 16-12-2022
Our guide was a local who shared Key West history, both culinary and cultural, with us. The food was amazing, and the libations were delicious. Highly recommended.
Educational and tasty.
bencF1073HC, 16-12-2022
Chris was very knowledgeable and considerate.
It was interesting to combine history and food!
We used to live in the Keys and never went to restaurants in Key West , wish we had known about the food tour.
Great exeperince and great food!
Debra_M, 13-12-2022
Thoroughly enjoyed trying various famous Key West cuisines. Good size portions, Mirka our guide was great. Good walking distances to see various places to go back later. Recommend the Morning (11am-2pm) tour....think the afternoon one would be too hot walking around.
Great walking food tour in Key West
vhc092, 31-12-2022
Great food tour. We took this tour towards the beginning of our trip and it was a great way to get our bearings and identify places we wanted to try during the rest of the trip. Chris was our guide and did a nice job giving an overview of Key West. Food was delicious and the portions were good.
Great Tour!
y8n5gt4yyd, 31-12-2022
We had a great time! Great food sampling (we were so full when we finished!). Easy walk with great history of Key West. Chris was a great tour guide and his culinary background was greatly appreciated. He was very attentive and was always making sure we were being taken care of. Would absolutely recommend to a friend.
Great food - great guide!
Kim_S, 28-12-2022
Our family kids 22 & 24) did the tour and Maxwell made it fun and interesting. We got to taste some things we never would have tried and learned a bit of history about Key West. Highly recommend
Informative and delicious
Debby C, 27-12-2022
Very fun delicious and informative! Marjorie did a great job with explaining the history in the neighborhood and I felt like we got a bonus architecture tour thrown in
A great way to quickly learn about what's what on Key West
Karen C, 27-12-2022
This was a great introduction to the history of Key West, its food, drink, and some fun things to do (on the tour as well as on our own). What I appreciated just as much was the opportunity to ask our local guide all the other questions I had about interesting things to do while we were there. He had knowledge not easily found in a tour book.
Island treats
O4953SYsharonb, 12-12-2022
Fun experience even though we had been to Key West before. There was plenty of time at each stop to go over things. Sara told interesting stories that simply enhanced the experience. Book this tour...you won't regret it.