Service Description

2020, 2021, 2022 and 2023 Winner- Best Key West Walking Tour! Join Key West’s unofficial “mayor” as we take you on a wonderful 2.5 hour walk 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. We start in front of the beautiful, old Customs House and make our way south 1.25 miles to the historic “Southernmost House Hotel” mansion. Along the way we’ll talk about the fascinating history of Key West, the boom days and the bust days, its people throughout the years, the rich traditions in the architecture of our buildings, the legends passed down through the generations, the unique flora and fauna found on our island, our most famous ghosts, the food that has shaped our culture, the many celebrities and characters that have graced our community, and the stories behind why we call ourselves the Conch Republic. We’ll get off the crowded tourist track and into the quieter streets to stroll by and learn about Truman’s Little White House, the beautiful Truman Annex neighborhood, the original Pan American Airlines office, the island’s largest and most famous Banyan Tree, Mile Marker 0, the historic courthouse with its magnificent Kapok tree, the unique restaurants of Petronia Street, the old Bahama Village neighborhood, rows of original conch houses, the Hemingway House, the old Lighthouse, the Southernmost Buoy (marking the southernmost point of the continental United States), the Gato Family home, and the stunning Victorian beauty of the “Southernmost House Hotel” mansion where the tour will end. There will be time for a cocktail or cool beverage at the mansion before you head back up Duval Street to explore its shops, bars, and restaurants on your own. We look forward to sharing Old Town Key West with you in this “Highlights of Key West Tour”. Please remember this tour includes walking at a moderate pace for 1.25 miles. You should have a moderate level of fitness and be able to proceed at a moderate pace. Tours can easily be modified to accommodate wheelchairs. However, this tour is not recommended for people with impaired walking ability unless they are using a wheelchair or motorized scooter. Private tours are also available- ask us for details.