If you’re visiting St. Augustine and curious about its darker past, the Old Jail Museum Tour is a captivating way to step back in time. With a focus on the city’s criminal history and the lives of those behind bars, this experience offers a quick but insightful peek into the old jail’s story—an attraction that comes highly recommended based on hundreds of reviews.
What we really appreciate about this tour is how engaging the guides are—they bring history to life with lively storytelling and a touch of humor. Plus, the chance to see the actual maximum security cells and imagine what life behind bars was like is pretty compelling. The price point at just over $18 makes it a reasonably priced window into a piece of Americana that’s both educational and slightly eerie.
A potential consideration is the tour’s brief duration—it’s only about 30 minutes. While that’s enough to give a snapshot of the jail’s history, it might leave some visitors wanting a bit more detail or additional exploration. Still, for those who enjoy quick, well-presented historical experiences, it hits the right notes. This tour is especially suited for history buffs, families with older children, or anyone interested in the gritty stories of St. Augustine.
Key Points

- Short but impactful: The 30-minute tour delivers a lot of history in a compact package.
- Excellent guides: Reviewers frequently praise the guides’ knowledge, humor, and ability to bring stories to life.
- Affordable price: At just over $18, it offers good value for the insights and experience provided.
- Interactive elements: Seeing the cells and hearing tales of infamous criminals makes it memorable.
- Accessible location: Near public transportation and with free parking, it’s easy to get to.
- First come, first served: No reservations needed, so arriving early is recommended to avoid missing out.
A Closer Look at the Old Jail Museum Tour

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Setting the Scene
Once a holding site for St. Augustine’s most notorious criminals until 1953, the Old Jail is a sobering reminder of a different era. Today, it’s a museum that invites visitors to explore the cells, gallows, and even the living quarters of the warden and his family. The site is steeped in stories of crime and punishment, with a few infamous figures—like Sim Jackson, who was hanged in 1908 for murdering his wife—highlighting the darker side of the city’s past.
When you step into the jail, you’re not just looking at old bricks and iron bars—you’re walking through a chapter of history. The structure’s preservation allows you to visualize the cramped, sometimes brutal conditions for prisoners, and the stories help make it real.
What the Tour Includes
The tour begins at the Old Jail Museum on San Marco Ave, where guides take you through the history of the jail, including its operation from the late 1800s through the early 1950s. You’ll be led into the maximum security cells, which housed some of the city’s most hardened or dangerous criminals. The cells themselves are stark, and hearing about the inmates’ lives and crimes helps you connect with the past.
A standout feature is the gallows, where executions took place. Though only recorded eight executions in the jail’s history, the stories behind them—particularly that of Sim Jackson—add a chilling layer to the visit. Our guides often share these tales with a mix of seriousness and humor, making the experience both educational and engaging.
The Living Quarters of the Warden
A unique aspect of this tour is seeing where the jail’s warden and his family lived just steps away from the prisoners. It’s fascinating to imagine the day-to-day life of those tasked with maintaining order, especially in a building that was as intimidating as it was functional.
The Experience & Guides
From the reviews, it’s clear that the guides make or break this experience. Many visitors rave about guides like Patrick, Walter, and Benny, calling them knowledgeable, entertaining, and able to keep the group engaged. One reviewer summed it up with, “Patrick shared the history of the jail in an authentic way,” and another said, “Benny was a great storyteller—funny and passionate.”
The guides often mimic the personalities of the time, adopting characters or humor that helps visitors relate to the stories. Families and kids especially seem to love the interactive elements, like when roles are played out or when someone gets “placed in the birdcage,” which adds a playful touch to the historical recounting.
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The Value & Experience Quality
Considering the price—just over $18—this tour is a solid value. It’s a brief experience, but one packed with stories, visual insights, and a sense of the gritty reality of jail life from over a century ago. Visitors consistently mention that the tour is both fun and educational, with reviews praising the “knowledgeable guides” and the “interesting stories” they tell.
The 30-minute duration can feel a little rushed if you’re a history buff or craving more detail, but it’s ideal for those with limited time or looking for a quick, memorable experience in St. Augustine.
Accessibility & Practical Details
Getting to the Old Jail is straightforward. Located at 167 San Marco Ave, it’s near public transportation and has free parking on site, making it easy to include in your day’s itinerary. Since reservations aren’t accepted and tours operate on a first-come, first-served basis, arriving early is a smart move, especially during busy seasons.
The tour runs daily from 9:00 am to 4:30 pm, with departure every 20 minutes. It’s suitable for most travelers, and service animals are allowed. Note that it’s closed on Christmas Day, so plan your visit accordingly.
Who Will Love This Tour?
This experience is perfect for travelers who want a quick but immersive glimpse into the darker side of St. Augustine. History enthusiasts will appreciate the detailed stories, while families with older children may find the mix of humor and history especially appealing. It’s also a good pick for anyone interested in crime stories, old architecture, or just looking for something a little different from the usual sightseeing.
If you’re short on time but want a memorable taste of local history, this tour delivers just that. However, if you’re looking for a more in-depth or longer visit, you might want to explore additional museums or historical sites in town.
Frequently Asked Questions

What are the hours of operation for the Old Jail Museum?
It’s open daily from 9:00 am to 4:30 pm, with tours departing every 20 minutes.
How long does the tour last?
The guided tour is approximately 30 minutes, making it a quick but informative experience.
Is there parking available?
Yes, there is free parking on site, which is a huge plus for convenience.
Do I need to make a reservation?
No, reservations aren’t accepted. Tours are first come, first served, so arriving early helps secure your spot.
Is this tour suitable for children?
Most travelers can participate, and children under 5 are free. The stories and visuals are engaging for many ages, especially older kids.
What’s included in the ticket price?
Your ticket covers admission to the Old Jail. Additional costs like food, transportation, or souvenirs aren’t included.
Old Jail Museum Tour in St. Augustine
“The young people leading the tour were very "in character" however sobering to hear the stories throughout.”
Final Thoughts

The Old Jail Museum Tour in St. Augustine offers a well-rounded, authentic snapshot of a bygone era. It’s a straightforward, budget-friendly way to experience the city’s more somber side, brought to life by passionate guides who make history fun. The mix of visual elements, storytelling, and the chance to walk through actual cells makes it a memorable stop—whether you’re a history buff or just looking for a unique experience.
While the 30-minute duration may leave some craving more depth, it’s perfect for fitting into a busy day or satisfying curiosity about the city’s criminal past. The tour is best suited for those who enjoy stories of real-life characters and historic buildings, and for travelers who value engaging guides and authentic experiences.
If you’re in St. Augustine and want a quick, impactful visit that’s both fun and educational, this tour gets high marks for good reason. Just remember to arrive early, respect the history, and enjoy the stories that once lived behind these walls.
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