Click for possible route/stop changes on the day of your tour here.
Skip to content
open search box Close
Manage booking
Old Jail Museum
Old Town Trolley driving past the grounds of St. Augustine Old Jail and Gator Bob's Trading Post
group of guests and tour guide standing inside a cell at the Old Jail Museum in St. Augustine, FL
family of five standing, listening and watching tour guide demonstrate an 1800s kitchen inside the Old Jail Museum in St. Augustine, FL

Escape To The Old Jail Museum

Certified Autism Awareness logoIn 1878, oil magnate and industrialist, Henry Flagler, left the familiar confines of his tony and privileged life in New York City and traveled south to Jacksonville, Florida with his ailing wife. On strict doctor’s orders, they were advised to escape the intemperate winter of Manhattan so his wife, Mary Flagler, could potentially recover from tuberculosis. She would not survive the trip. Shortly thereafter, Henry Flagler would re-marry and make his way to the Ancient City, St. Augustine, Florida. Finding the area charming and brimming with possibilities but sorely lacking in accommodations, the businessman hit the ground running and began to make sizable real estate investments, one of which was the Hotel Ponce de Leon.

In 1891, Henry Flagler contracted the company that would eventually build Alcatraz to construct a jail just north of downtown on San Marco Ave. So as not to create an eyesore that would strike fear in the hearts of the general public and to avoid discouraging his fat cat friends from investing in the city, he decided to disguise it.

The Old Jail Museum is a fun and historic outing for adults and children.

Listed in the National Registry of Historic Places, The Old Jail is a must-visit when in St. Augustine! Built to look like a hotel in the Romanesque Revival style and painted in an unassuming color, visitors will find that the Old Jail has been renovated to give tourists a glimpse into the daily lives of St. Augustine’s most notorious prisoners living under the penal system of the 19th and early 20th centuries. Costumed actors tell tales of the jail and its occupants, and even book you as an inmate! Additionally, the Old Jail has a large collection of weapons and artifacts for you to inspect up close and is one of just a few prisons of its kind still standing that makes for a great day of sightseeing on a historical adventure. It would be a crime if you didn’t stop by for a visit! You can also have an encounter in the Old Jail on a St Augustine ghost tour.


What you should expect from a visit to the Big House

Group of guests sitting on a picnic-style table inside cell at the Old Jail Museum in St. Augustine, FL and listening to tour guide standing
Time-travel with inmates from the past
Historical Re-enactments
Couple standing, listening and watching tour guide demonstrate an 1800s kitchen inside the Old Jail Museum in St. Augustine, FL
Touch history
Interactive Experience
two guests standing behind bars inside a cell at the Old Jail Museum in St. Augustine, FL
Learn all about old-timey justice from behind bars!
Educational & Entertaining
two guests standing behind bards inside cell at Old Jail Museum in St. Augustine, FL while listening to a tour guide dressed like a sheriff and holding handcuffs
Hear harrowing prison tales
Knowledgeable Guides
Video loading


The Ancient City is never short on surprises.

close up view of old jail metal bars

Doing Time At The Old Jail

If you could ask former inmates Charlie Powell and Slim Jackson who the meanest ‘hombre’ in this penitentiary was, they would unanimously agree – Sheriff Joe Perry. Hard to imagine this particular fella being good at anything else as committed as he was to make the lives for the Old Jail’s prisoners anything but comfortable. He could often be seen roaming the cellblocks with a coiled piece of rope like you might see hanging from a cowboy’s saddle. Let’s not get hung up on the details as to what he used it for. When you visit the Old Jail, Sheriff Joe will be happy to tell you himself.

Tickets & Schedule


Approx. 30 minutes


Daily*: 9:00 am – 4:30 pm


167 San Marco Ave.

info icon


symbol for parking; circle with capital letter P inside


Orange Calendar Icon


Back to top