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  • Ranked Top 10 History Tours in North America!

  • Voted Best “Highlights Tour” of Key West!

  • Our tour guides have been featured in many leading publications
    including Gentry, Conde Nast, Frommer’s Travel Guide, Jetset, Hamptons, Travel Weekly, Private Islands, and USA Today.


We've taken walking tours with these wonderful people on several occasions during the last eight years of visiting Key West. I always recommend their walking tours to my family and friends visiting Key West. Oliver the mascot flamingo is fun as well. These people are professionals and you can tell they enjoy sharing the history and interesting facts about their hometown.

Brice V. and family
New York

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Hidden Key West offers the very best Private and Small Group Walking Tours.

Join Key West’s unofficial “mayor” and his sidekick “Oliver” (Key West’s most famous mascot) as they, or one of our other excellent guides, stroll with you through the historic Old Town streets where you’ll discover many of the highlights and secrets of the history, culture, legends, and points of interest of our remarkable island community.  

Unlike other companies, our standard tours are typically limited to a maximum of 10 participants to ensure quality, enjoyment, and interaction for our guests during the tour.  Special private tours can be arranged to accommodate larger groups (up to 20) and can be customized to fit your needs.

Our goal is to mix interesting with fun while giving you the very best overview of our exceptional island with easy and manageable 2 and 3 hour walking tours.  Any of our tours can be arranged as a private tour and customized or adapted to your requests.

The quality of our tours and guides is unmatched.  Our tours are consistently ranked as the top walking tours in Key West, and our Historic Homes and Island History tour has been repeatedly ranked as one of the top 10 history tours in the United States (ranking by Tripadvisor/Viator). 

With exclusive insights and carefully crafted tour routes, we strive to provide the finest walking tours available in Key West.  Our guides want you to have fun while enjoying the rich and colorful history, legends, food, and culture that make Old Town Key West unique and famous across the globe.

Most important, we want you to enjoy the tour and your time here.  We love what we do, and it shows in the knowledge of our guides and the uniqueness of our stories.

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