Southernmost Food Tasting & Cultural Walking Tour

Duration: 3 - 3.5 hours (1.6 miles covered)

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







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

Get off the tourist track and into real restaurants that locals have been eating at for 30+ years. Our goal is for you to eat like a local!

  • 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 200 Five-Star Reviews

All food tastings provide enough for lunch.

Key West is a very hot, humid sub-tropical island. Please protect yourself in the sun with a hat and sunscreen. We also advise you to bring a bottle of water.

Our tours take place in rain or shine. Wear comfortable clothing and shoes for walking. We will provide ponchos if needed.

This tour is for all age groups and all fitness levels. The tour is wheelchair accessible, however it is not suited for people with severe mobility issues, as the walking tour is 1.6 miles in length.

Multiple tours tours starting at 11am, Wednesday - Saturday.

Small tour groups of no more than 10 guests per guide ensures a personalized and comfortable experience for everyone.

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 10 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.


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.

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

Key West Distilling

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

Meeting Location

Catherine and William Streets, Key West FL, United States

Where to Meet

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


Have questions? Here's the most frequently asked.

Of course! We welcome young foodies on our Southernmost Food Tour but they must be accompanied by an adult.

However, the tours average 3 hours in length and do involve a fair degree of standing and walking so we ask that you consider whether your child would like to participate on a food tour. Parents, who know their children best, should assess the situation individually.

There will be a non-alcoholic beverage served to the children during the tasting.

Please note, there is a special Child Ticket Fare of $49 for children joining the tour, ages 4-12 who will be eating. Children under the age of 3 not participating in the tastings do not require a separate ticket.

Our Southernmost Food 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.

In addition to a healthy appetite, please bring along your e-ticket (electronic form is fine) to give to your tour guide at the tour starting point.

In terms of clothing, we suggest that you wear comfortable, light clothing and walking shoes. Summer months (May-September) in Key West can be very hot and humid and we recommend that you wear sun protection i.e. sunscreen, sunglasses, a hat, etc.

Ice water will be provided at several of our tasting locations throughout the tour to help keep you hydrated. However, you might also like to bring your own bottle of water with you.

We also suggest you bring a camera to capture the memories you’ll create during the tour and lastly-gratuity for your tour guide if he/she impresses you!

Yes. You can always find parking in this area. There is street parking on Catherine street, and if you are unable to find a spot, a tour guide standing on the corner of the first location will assist you. Please DO NOT park at the spots reserved for the first restaurant as they are very limited. There is plenty of street parking nearby.

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.

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