Old Town Trolley

Relax and enjoy the coastal breezes in the open-air car of our old-fashioned trolley as you enjoy a relaxing and informative tour of historic Old Town on Key West, Florida. Enjoy the entertaining description and narration of our knowledgeable and gregarious tour guide. You will learn all about this isles legendary past that includes indigenous culture, swashbuckling buccaneers, opportunistic wreckers, the United States Navy, a legendary writer, and even a president. Some of the islands earliest known inhabitants, the Calusa, were known to leave the bodies of slain adversaries along the coast of Key West, so that their bones would bleach in the tropical sun. When the Spanish arrived on Key West, they called it Cayo Hueso or the Island of Bones. Pirates, who hijacked merchant vessels, would sometimes dock in Key West. Wreckers once turned sailors misfortunes into a highly profitable industry by collecting the salvageable cargo of ships after they broke up on the reef. Key West entered the Twentieth Century after Henry Flagler finally, after much difficulty, built a railroad line through the Keys.

If you are interested in history, then this is the perfect tour for you. Our charming and knowledgeable tour guides will tell you all of the most interesting aspects of Key Wests history.

While riding the trolley, you can step off the trolley at one of the many convenient stops along the way to take a closer look at one of the many attractions or landmarks on the route. You can take your time and rejoin the tour at your own