St. Augustine Old Jail Tours and Activities

Explore the best of St Augustine on this narrated Old Town trolley tour. See more than 100 points of interest such as the Old Jail, Flagler College, and Spanish Colonial neighborhoods. Discover more about America’s oldest city, founded in 1565 by Pedro Menendez de Aviles, from your friendly and informative conductor who shares interesting narration about St. Augustine's history.

St. Augustine’s original “frightseeing” tour is an evening of fear and fun. Board Ghosts and Gravestones' Trolley of the Doomed for a spooky ride through St. Augustine's sinister past. Listen to stories of the ghosts and ghouls believed to still wander the streets of the town as you pass haunted hot spots. Expect a tour so scary, it should come with a warning.

Explore the best that St Augustine has to offer with admission to three historic attractions plus a hop-on hop-off trolley tour of the city. Visit the Old Jail, the St Augustine History Museum and the Oldest Store Museum Experience, plus more than 100 other points of interest among the city’s top attractions. Board the trolley at any of the 22 stops. It's a great way to see everything St Augustine has to offer.

Once a holding site for St. Augustine’s hardest criminals, the Old Jail Museum now offers visitors an educational look at life in the Nation’s Oldest City. Tour a maximum security area and regular cells alike that held prisoners until 1953, learning about fascinating historical accounts of criminal lives in St. Augustine as you go.

This tour offers the opportunity to view the most important landmarks in the entire city. This is a private tour only for your group. Slow moving vehicle allow for a better experience. Easy to get in and out of the vehicle. Covers downtown as well as the north side of St Augustine.

A golf cart tour is the best way to experience the entire downtown area and visit the sites on the north of the colonial city. Golf carts allows easy access to get off and take pictures; feel the breeze and provide uninterrupted views of the sites.

Get the most out of your time in St. Augustine by booking this St. Augustine 2-day History Tour that combines a ghost tour, historic landmark visits, and deep dives into the city’s history from colonial days to pirate voyages. With stops during two half-day tours, you’ll still also be able to enjoy time to explore independently during those days, too.