Key West is known for its clear blue waters, sun-filled skies, and laid-back attitude. In addition to being a great vacation spot, the city has also served as an artistic refuge, a presidential retreat, a military post, and an vital port. For over 25 years, Old Town Trolley Tours has been providing sightseeing tours highlighting the best of Key West. Hop aboard one of our trolleys and you’ll experience Transportainment, a delightful combination of transportation and entertainment. 

Join Old Town Trolley Tours as our conductors turn back the pages of history and relive the past Key West. Coming from various backgrounds, they are united by their passion for history, love of Key West, and desire to entertain. Each conductor narrates the sightseeing tour with his or her own blend of trivia, colorful anecdotes, and humorous stories to ensure that your experience is both enjoyable and informative.

With Old Town Trolley, you can avoid costly parking and city driving while exploring at your own pace as you hop on and off the trolley. Hop off at your favorite stops–for lunch, shopping or to experience an attraction–and then continue your sightseeing tour. Old Town Trolley is the best way to see Key West! Ride second consecutive day free, kids 12 and under ride free!