Old Jail
Sightseeing Tours

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Our most recommended Old Jail Sightseeing Tours

St. Augustine Trolley & Museums Combo Package

1. St. Augustine Trolley & Museums Combo Package

St. Augustine is known for its gorgeous sandy beaches, breathtaking architecture, antiquated buildings and its significance to the shaping of America. With this St. Augustine combo package you can explore the city, with entrance to the Old Jail, access to the Oldest Store Museum and a visit to the St. Augustine History Museum. Hop aboard one of the trolleys and experience “transportainment,” a delightful combination of transportation and entertainment. Visit more than 100 points of interest in St. Augustine at your own pace.  Your guided tour of the Old Jail will be led by the jailers and includes a close-up view of the men’s and women’s cells, maximum security, as well as a collection of weapons. When you visit the Old Store, you will step back in time to discover the latest and best time-saving miracles from 1900. Watch in amazement as the friendly clerks, butcher and snake oil salesman demonstrate the very latest inventions of turn-of-the-century living. It truly is like walking into a Sears Roebuck catalog from 1908. There are more than 400 years of history to explore in the St. Augustine History Museum. As you journey through the exhibits, you will see authentic artifacts, unpublished photographs and learn about the evolution of St. Augustine and Florida under Spanish and British rule. The combo package truly does give you the best of St. Augustine on one easy ticket.

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What people are saying about Old Jail

Loved the history.. most done at one’s own pace. One of my favorite directed tours was the store. “Orville” was a fantastic tour guide/ store keeper. Everyone was friendly and helpful. Good gift shops.. only exception was the Fountain of Youth— really tacky things in there.

It was awesome and the guides were very knowledgeable and very personable as well. They really made every aspect of their presentation real. Great job!!!

Our tour guide was so awesome! We had the best time and tons of history learned! Most definitely will be back again! Thank You!

Bob-a-loo was fun, informative, and made the tour even more enjoyable. My husband and I recommend this tour.

At the oldest jail Jach is the best guide! And I had a blast with Tracy on the trolley.