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Southernmost Food & Cultural Walking Tour by Key West Food Tours

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Overview

Available languages

English

3 hours

Mobile ticket

Enjoy a taste of Key West on this 3-hour food walking tour, led by an expert guide. Along the way visit 5 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.

Additional Info

Wheelchair accessible

Infants and small children can ride in a pram or stroller

Service animals allowed

Transportation options are wheelchair accessible

All areas and surfaces are wheelchair accessible

Not recommended for travelers with spinal injuries

Not recommended for travelers with poor cardiovascular health

Suitable for all physical fitness levels

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

Cancellation Policy

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

What To Expect

1

Please meet us at El Siboney, 900 Catherine Street.

30 minutes • Admission Not Applicable
2

Third Stop: The Speakeasy Inn & Rum Bar

20 minutes • Admission Not Applicable

What‘s Included

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

Friendly & knowledgeable local guide

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

Water included at every stop

Exclusive in-store coupons

Gratuities

Hotel pickup and drop-off

Options

Southernmost Food Tour

Reviews

4.89

1,735 reviews

Total reviews and rating from Viator & Tripadvisor

1610
82
30
11
2
  • Local Key West guide makes this tour special!

    Lowell1644,,Feb 15, 2026

    - Review from Tripadvisor

    5.00

    We look at adventures in new places as a chance to take in the ambiance and flavor of the culture there. Our searches, with the help of Trip Advisor, never disappoint us. This particular excursion was The Southernmost Food and Cultural Walking Tour. By the end of the tour, we felt like long-term residents of Key West, able to brag on those out of the way spots we visited along our path. It helped that our guide, a true local, lived and worked in Key West. His experiences became our adventure for the day! We started our travels in a local, family-owned restaurant. There, we kicked off our day of walking and tasting with a roast pork asado. The flavor and aroma of the treat placed before us was an amazing hint of our upcoming day! From here, we left on a stroll that would take us to other equally incredible spots. Our first stop was a local Speakeasy and rum bar. Our guide gave us a brief description of the rather checkered past attributed to the location. Not only had the house been a Speakeasy for locals in-the-know, but it also housed a brothel! The brothel has long since relocated and with the end of prohibition, the Speakeasy façade could be redone into a wonderful rum bar, complete with a great veranda. The veranda provided a cool resting place to enjoy a rum runner and watch all the life of Key West wondering up and down the streets. After the refreshing stop and tasty rum runner cocktail, our guide took us through the nearby “Bahama” neighborhood. We walked the tree lined streets and listened to our locally born and raised guide explain the history of the neighborhood and its importance in how Key West had grown up to be what it was today. Our walk through the neighborhood lead us to the requisite Conch fritter stop. The fritters were a great repast after our walk and learn stroll through Key West. So, we had eaten, enjoyed a cocktail, and several quite lively and informative discussions about Key West. As things progressed into the afternoon, our final stop to get a caffeine infusion was at hand. That meant a shot of “Cuban” coffee. What goes great with a Cuban coffee one might ask. Well, of course the answer is Key Lime pie. Every Key West trip involves a piece of Key Lime pie. As mentioned, we find our time is well spent on local food tours with local guides. This excursion was no exception. I highly recommend it!

  • It was a lot of fun. ...

    Kathleen C,,Feb 14, 2026

    - Review from Viator

    5.00

    It was a lot of fun. Kyle and Gogo were great tour guides. Went to 5 different places and has some delicious food and rum runner. Also walked around and learned some interested history. Would highly recommend it.

  • Good Food Plus Good Guide Equals Fun Time

    IlliniTrav,,Feb 14, 2026

    - Review from Tripadvisor

    5.00

    I was really glad that we booked the Southernmost Food Tour. We ate a lot of food - black beans, rice, pork, onions, Cuban bread, rum punch (I got the no-alcohol version), conch fritters with lime sauce (my favorite), seafood chowder, an amazing jerk mahi mahi over rice, Cuban coffee, and key lime pie. I was pleasantly surprised at the quantity and quality of food offered. Our guide, Mike, was fantastic and easy-going. He was especially mindful of allergies and food preferences, and offered alternatives. All the other folks on our tour were friendly, which made for a fun afternoon!

  • Well done

    Family9999015,,Feb 14, 2026

    - Review from Tripadvisor

    5.00

    Guide was very knowledgeable about key west and the tour was very well organized. She went out of her way to make everyone comfortable throughout the tour. Highly recommend!

  • Tasty and lotsa good history n fun facts

    Dreamer830594,,Feb 14, 2026

    - Review from Tripadvisor

    5.00

    Great restaurant & food choices, friendly peeps and Kayla was a very knowledgeable guide!

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  • Great tour. Guide was...

    Tim B,,Feb 13, 2026

    - Review from Viator

    5.00

    Great tour. Guide was very good. Food excellent. Stories about Key West and cultural traits were very informative. O

  • Great food. Fun time!

    Ellen L,,Feb 12, 2026

    - Review from Viator

    5.00

    We enjoyed everything about this tour. Marissa our tour guide provided a nice balance of history, food and local lore. The walking was pretty easy and now there are so many new places to try. Well worth it!

  • Food

    S1298GOheidin,,Feb 12, 2026

    - Review from Tripadvisor

    5.00

    Very informative. Good food ! We enjoyed our tour guides .

  • Key West History & Cuisine

    Excursion791815,,Feb 12, 2026

    - Review from Tripadvisor

    5.00

    Great tour! Mike, our guide was outstanding! The food a great tasting of Island cuisine and insight into Key West History

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  • This was a great food...

    Penny S,,Feb 12, 2026

    - Review from Viator

    5.00

    This was a great food tour. We enjoyed the variety of food dishes and the portion sizes. The tour had a good pace and the history pieces were informative. I highly recommend the tour.

From US$90.19

4.89
(1,735 reviews)
Check availability

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Southernmost Food & Cultural Walking Tour by Key West Food Tours

Southernmost Food & Cultural Walking Tour by Key West Food Tours

4.89

Operated by Key West Food Tours

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Australia: Pavel Australia Pty Ltd

Việt Nam: Công ty TNHH Trip Social

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