Old Jail

Hello, I'm Denny Axlen, General Manager of Old Town Trolley of St. Augustine.

With nearly 500 years of history, including rule by Spain, Britain, and the U.S., St. Augustine is full of sights and attractions that entertain and educate. For over 25 years, Old Town Trolley Tours has provided sightseeing tours highlighting the best of St. Augustine. Hop aboard one of our trolleys and you’ll experience Transportainment, a delightful combination of transportation and entertainment. Our friendly conductors narrate the tour with a fascinating and fun mix of trivia and humorous stories. It will be our pleasure to guide you through America’s oldest city on one of our orange and green trolleys.

As a St. Augustine resident, I assure you that Old Town Trolley Tour is the best way to see the city. Because we cover the entire city, you can avoid costly parking and city driving. The tour is also designed so that you can hop on and off and explore on your own at any time. With frequent pickups at all our stops, this helps you avoid walking long distances.

Castillo de San Marcos

Relive the story of the first settlement in North America as you visit Castillo de San Marcos, the Spanish fort built in the 17th century. Visit the world famous spring that Ponce de Leon deemed the Fountain of Youth, where you can actually sample the water. Explore the site of the first Mass in America at the Mission of Nombre de Dios. Experience early St. Augustine as you tour old St. Augustine Village, featuring houses from the 18th and 19th centuries.

Old Town Trolley Tours makes exclusive stops at the Old Jail, St. Augustine’s Florida Heritage Museum, the San Sebastian Winery, Potter’s Wax Museum, the Spanish Military Hospital, and the Ximenez-Fatio House. You’ll also see the Gonzalez-Alvarez House, the oldest documented colonial house in Florida, lived in by British, Spanish and American colonists. Explore Flagler College, built by Henry Morrison Flagler, an industrialist, railroad pioneer and oil magnate, who originally used the building as a hotel then known as Ponce de Leon hotel.

There’s no better way to see St. Augustine than with Old Town Trolley Tours Look for the orange and green trolleys for the best sightseeing tour in town!