Old Jail Museum Tour: Explore America's Oldest Prison
4.8
635 Ratings
St. Augustine
Step back in time and experience the Old Jail Museum in St. Augustine. Discover the history of America's oldest prison and get a glimpse into the lives of its prisoners. Book a guided tour today!
Duration: 30 minutes
Cancellation: 1 day learn more
Highlights
  • Old Jail Museum - For nearly 60 years – until 1953 – the Old Jail served as the St. Johns County facility for petty thieves and hardened criminals. There were even eight recorded executions, two of which were accused murderers. Sim Jackson, who was hanged in 1908 after murdering his wife with a straight razor, is among the group.

Today, visitors learn about the infamous Sheriff Perry, who served from 1889 until 1897 and again from 1901 until 1919. His stature as a “big, bold man” at 6’6” and weighing 300 pounds was intimidating even for the most hardcore of inmates. Though popular in the community, Perry was feared amongst cell inhabitants – both male and female – for his reputation of renting out prisoners to local farmers through a leasing system.

Visitors can also take a look at the cell blocks, gallows and sheriff’s quarters. See where the sheriff, his wife and children lived, right upstairs from the prisoners, and how they used their own kitchen to prepare meals for the inmates. A tour through this attraction will show visitors what life was like as an inmate and how the Old Jail helped shape St. Augustine’s history.

What's Included
  • Admission to Old Jail
What's Not Included
  • Transportation to/from attraction
  • Food and drinks
  • St. Augustine Old Jail closed on Christmas Day.
Additional Information

Situated on San Marco Avenue, in the Uptown District of St. Augustine, the Old Jail Museum provides an educational and fascinating insight into the living conditions of prisoners in the Nation’s Oldest City. Experience an intriguing guided tour conducted by the ‘jailers,’ revealing a captivating view of the cells where convicted men and women were confined, the high-security zone held for the most dangerous criminals, and an exhibit of assorted weapons.

  • Children 5 yrs. and younger are free
  • Free parking available
  • Reservations are not accepted; tours operate on a first come, first serve basis on the day of
  • Museum is wheelchair accessible on lower floor only.
Location
Old Jail Museum
San Marco Avenue
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings
4.8
(635 Ratings)
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Sweetdreams37
Mar 18, 2024
Old Jail life - Small jail house but Benny from Brooklyn our tour guide was great. He told jokes but also told us about the prison life in those early years. There is no handicap entry and you have to climb the stairs but very informative. After check out the old General store, ,the dentist, the Tea and spice store and walk the property see it statues so cool
Review provided by Tripadvisor
Granta897
Mar 16, 2024
Easy on the eyes - Benny was great! Knows his history. Learn quite a bit! The history of the jail if very surreal. We had a great time. Would recommend.
Review provided by Tripadvisor
177katherinem
Mar 15, 2024
This tour is a must. - This was so well executed and very sobering. The facts of how the jail was run and how the prisoners were treated was shocking. Very authentic and knowledgeable guide, Patrick.
Review provided by Tripadvisor
Vacationersforlife
Feb 20, 2024
Good tour to do with kids … - This is a late review … we visited in Thanksgiving 2023. We really enjoyed the Old Jail, it was educational and interesting. Our guide was great and he was funny! I can’t remember his name but he’s in my pics. It was also long enough to keep the group interested. Would recommend this tour!
Review provided by Tripadvisor
Angela_s
Feb 11, 2024
Fun place to visit - Fun times as always - was not my first time. Funny, informative and just something cool to experience!
Review provided by Viator
Kenb117
Jan 29, 2024
Great time while incarcerated - My wife and I had a great time visiting the Old Jail. We believe our experience was especially enhanced by our inmate tour guide “King Benny”! His knowledge of the old jail was awesome, his sense of humor was outstanding, and his singing was top notch. Thank you Benny!
Review provided by Tripadvisor
Irene_e
Jan 22, 2024
Fun tour! - Patrick was a hoot! Great tour. Good to learn the history of St. Augustine. Fun for the entire family!
Review provided by Viator
Vacation62929788723
Jan 14, 2024
ENTER IF YOU DARE - St. Augustine Old Jail - We had so much fun learning and seeing the history of this old jail. Our guide, Benny, was great. He was informative and funny. The main fact that stood out to me was that it closed in 1953 without ever having running water. It also has the first finger printing kit in the state of Florida. It’s 16.99 a person, and it’s slightly kid friendly. They do talk about hangings and the gallows (it is an old jail after all). There are graphic images of hangings that took place there, but there is a warning sign before you enter that room. It isn’t a part of the guided tour. It is not wheel chair accessible. A lot of the areas are tight and the stairs are steep.
Review provided by Tripadvisor
Kochal
Jan 13, 2024
Great tour guide - Boss Benny was an amazing tour guide! He was very informative and also funny. It was a great tour experience with him!
Review provided by Tripadvisor
Lbreed68
Feb 27, 2024
Quirky Little Museum - Quirky little museum. Interesting way to spend an hour. Our guide was very funny and informative. Close to the Fountain of Youth Park.
Review provided by Tripadvisor
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1 Adult
May 2024
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