Southernmost Food Tasting & Cultural Walking Tour

Duration: 3 hours 1.4 miles covered

Location: Tour meets at William and Catherine Streets (exact location is disclosed upon ticket purchase)






usd 12 & younger

Plus 7.5% Florida Sales Tax
All sales are final. Non refundable. Tours occur rain or shine.

Off the tourist track & into local restaurants. Our signature tour includes iconic ‘must-eat’ foods like Key Lime Pie & Conch Fritters!

  • 5+ tastings: come hungry.
  • Enjoy Key West’s iconic foods, including fresh seafood and Key Lime Pie!
  • Learn about the history and origin of Cuban cuisine, and their influence on our culture here in Key West.
  • Southernmost Food Tour booklet- with coupons and recommended eateries!

Rated #1 in the Food & Drink Category in Key West, With Over 450 Five-Star Reviews

All food tastings provide enough for lunch.

Key West is a very hot & humid island. Please protect yourself in the sun with a hat and sunscreen.

Our tours take place rain or shine. Wear comfortable clothing & shoes for walking. Ponchos provided.

our is ADA & wheelchair accessible, however it is not suited for people with severe mobility issues.

Multiple tours starting at 11am, Monday - Saturday.

Small groups of no more than 15 guests per guide ensures a personalized & comfortable experience.

With advanced notice, we can fulfil most requests (vegetarians, gluten-free, no shellfish, etc).

What to Expect

Unique Food Tastings – Our guided 3-hour Southernmost Food Tasting & Cultural Walking Tour visits 6 locally-run “mom and pop” establishments in historic old town. Delicious and mouth watering food tastings, enough for a hearty lunch, are served from ethnic eateries and specialty shops that are unique to the Florida Keys. Stops include authentic Cuban roast pork, rum-runner cocktails from an old speakeasy, and world famous key lime pie from Key West’s most iconic restaurant.


Historical & Cultural Experience – Between tastings, you’ll experience what life is like for a Conch (a native to Key West). Today’s Key West local population is an evolution of native Indians, Cubans, Bahamians, Greeks, explorers, adventurers, pirates, wreckers, scavengers, fisherman, hippies, writers, and artists. We can’t wait to tell you about how the island survived them. Our passionate, local guides share their knowledge and recommendations of architectural gems, tropical flora, and exciting local attractions and restaurants.


Small Group Sizes & Knowledgable Local Guides – The tour group size maxes out at 12 people to ensure that there is a personalized and memorable experience for all. Our local guides are experts on Key West and are eager to show an authentic side to our island. There is so much more to Key West than Duval Street! After the guided tour, explore Key West’s neighborhoods with confidence and take advantage of recommendations from your local guide on the restaurants, attractions, entertainment and cultural offerings.


Advance purchase required. In the tourism industry, it is typical to tip a standard gratuity of 15% to 20% of the retail price of the tour. If you enjoyed your time on the tour, please be sure to take care of our tour guides. 


Our Local Tasting Partners

El Siboney

Traditional Cuban home cooking & in a casual, family-friendly setting.

The Rum Bar

Historical speakeasy on Duval Street, with an impressive 250+ list menu of rum.

Bad Boy Burrito

Tiny grab-&-go canteen specializing in massive build-your-own burritos, tacos & custom juices.


Local fusion cuisine along with an array of Caribbean cocktails in a newly renovated upscale tropical setting right on Duval.

Key West Distilling

Small craft distillery making delicious Rum, Vodka & Whiskey right here in Key West!

Blue Heaven

The iconic restaurant is famous for their Caribbean style dishes, island atmosphere and the roosters running amok. Most notably, however, for their Key Lime Pie.

Where to Meet

Our tour meets near Catherine and William Streets. (Exact location will be provided upon purchase.)

Meeting Location

Catherine and William Streets
Key West FL, United States

Get Directions

Have questions? Here's the most frequently asked.

We CAN provide substitutions for vegetarians, pescatarians, gluten-free, those who do not drink alcohol, and shellfish/nut allergies. Allergies and preferences must be indicated in advance at the time of ticket purchase. Please note, substitute dishes will NOT be the iconic Key West dishes that regular participants on the tour will receive. 




Our tours are held rain or shine. In the event of inclement weather however, we will be able to go inside of all of the establishments on the tour. We also provide ponchos and/or umbrellas in case of sudden weather changes if you do not have your own umbrella. However, we advise you to check the weather conditions for your tour date and dress/prepare appropriately.

If severe weather (such as a hurricane or tropical storm) does prevent the tour from taking place, you will receive a full refund or a gift certificate to use on a date of your convenience.

Our Southernmost Food Tour can accommodate guests with strollers, and guests requiring wheelchair assistance. However, the tour is not suitable for guests with severe mobility issues.

We can always offer a modified tour route but it goes without saying that some of the presentations throughout the tour will be missed and the overall experience will not be as complete for the tour participant in that case.

If you are planning to push a stroller, please let us know at least 24 hours before the tour begins to so that we can ensure you have the best tour experience possible.

Yes, Key West Private Group Food Tours are available for our Southernmost Food Tours. To set up a Private Tour or learn more, please visit our Private Group Tours page and submit a Private Group Tour Request Form. A member of Key West Food Tours team will respond within 48 hours to your inquiry!

Yes, gift certificates are available for our Southernmost Food Tour and make a perfect gift for holidays, birthdays or any other occasion! To purchase or learn more about our gift certificates, please visit our Gift Certificates page or call us at: (305) 396-2224.

*NOTE- our gift certificates never expire!

Still have questions?   Visit our FAQ page to submit your own

4 of us went on the Southernmost Food Tour and loved every moment. Delicious food, great history, awesome group leader. You won't be disappointed!! My 16y/o son said it was 10 times better than he expected!! He loved the history and the food too!

Lisa Barrows, TripAdvisor