Top Key West Walking Tours

You can’t beat this tour especially for what you get for the price. On this tour you not only get a good quality t-shirt, but the 5 included drinks are from a great selection of items and all full sized. Despite some rain our tour still managed to make everyone’s night. Unlike some other crawls we have done this one gives you sufficient time to finish your drinks, get to know others on your tour, and truly experience the bars and entertainment they have. On the tour we never felt rushed or like we were just another tour as they really did want to make sure we had the best experience. Highly recommend.

I wasn’t entirely sure what to expect from the Southernmost Key West Food Tour, but it turned out to be one of the best parts of our trip. Our guide, Jo, made the experience unforgettable. She was friendly, knowledgeable, personable, and always prepared — the kind of guide who brings the city to life and makes you feel instantly welcomed. We visited five different restaurants, each serving excellent food and drinks. These weren’t just quick bites; they were genuinely memorable stops that we fully plan to revisit because of this tour. It felt like getting insider access to Key West’s best local spots without any guesswork. One of the things we appreciated most was how much history and culture Jo wove into the experience. She didn’t just lead us from place to place — she shared stories, background, and details that gave us a deeper appreciation for Key West. We walked away with full stomachs and a richer understanding of the island. If you’re on the fence about booking this tour, I can honestly say: go for it. It’s the perfect blend of great food, great company, and great storytelling. We loved every minute.

We had a wonderful time on our Key Lime Pie walking tour! Kim was super knowledgeable and fun. We learned a lot of history and facts about Key West while tasting three delicious Key Lime Pies and enjoying a Key Lime Pie cocktail! We had three generations of family on our tour so I can say that it was fun for all ages! Thanks for a great afternoon!