Sip and stroll through Key West bars with 5 craft cocktails and tastings
3 hours
5 cocktails, 2 tastings, guide
Explore Key West’s Old Town on a guided walking crawl that mixes local craft cocktails with bites and stories along the way. Visit locally loved spots off the beaten path and enjoy a relaxed pace.
Ages 21+ only. This is a walking tour and takes place rain or shine.
Full refund if you cancel 24+ hours before departure. Cancel same day or with less than 24-hour notice for tickets purchased and get a 50% refund. Same-day bookings are non-refundable. Reschedule within 24 hours: $15 rebooking fee per ticket. No-shows are charged full price. Full refund if the operator cancels.
Arrive 15 minutes early so the tour can start on time.
Wear comfortable clothing and walking shoes. Skip high heels and dress shoes. Bring sun protection like sunscreen, sunglasses, and a hat.
Yes. The walking tour takes place rain or shine, and ponchos are provided in inclement weather.
The Cocktail Crawl Meeting Point, 420 Appelrouth Lane, Key West, Florida 33040, United States
If you're trying to decide whether a food tour is worth it in Key West, this one seems to hit all the right notes. The guides really make the experience. Larry gets mentioned over and over, with people praising his 26 years of local knowledge and the way he weaves history into the food stops with humor and passion. But it's not just him. Kayla, Corley, Kyle, Danielle, and Sara all get individual shoutouts for being knowledgeable, engaging, and genuinely fun to spend a few hours with. These aren't just tour guides reading from a script; they're locals who clearly love what they do. The food itself gets enthusiastic reviews, with generous portions that often leave people with leftovers. You'll hit multiple restaurants representing different aspects of Key West cuisine, from conch fritters to lobster mac and cheese to Cuban sandwiches and Key lime pie. Several reviewers mention this tour helped them discover spots they wouldn't have found on their own, especially first-time visitors who appreciated getting oriented to the island. The tours accommodate everything from intimate groups of two to slightly larger parties, and whether you choose the food tour or the craft cocktail crawl, people consistently leave feeling like they got their money's worth. The blend of eating, walking, and learning about the island's multicultural heritage (including interesting stops like cigar-making demonstrations) creates an experience that's more enriching than just hitting restaurants solo.
Fun tour- we visited places we never would have and Mike shared lots of history/facts with us during the tour! Drinks were fun. Recommend this tour for something different!
Emily Vogeler
April 2, 2026
Fun tour- we visited places we never would have and Mike shared lots of history/facts with us during the tour! Drinks were fun. Recommend this tour for something different!
Emily Vogeler
April 2, 2026