Old Jail After Dark

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167 San Marco Ave
Saint Augustine, FL 32084

Old Town Trolley Tours, a division of Historic Tours of America, offers an engaging and educational way to explore some of the most iconic cities in the United States, including St. Augustine, Boston, Charleston, and more. Each tour highlights significant landmarks and historical narratives, providing guests with a memorable experience of the rich heritage of each destination.

With a commitment to customer satisfaction and accessibility, Old Town Trolley Tours invites guests to discover the unique charm and history of each city through their expert guides and immersive storytelling. From the first settlement in North America to the bustling streets of Nashville, these tours cater to both history enthusiasts and casual travelers alike.

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4.5216 reviews
Photo of Carroll N.
Carroll N.
12/28/2025

12.20.25 A wonderful way to enjoy the holiday lights. The experience felt even more festive thanks to the Christmas music playing throughout the ride, and the bonus surprise of a high school...

Photo of Astrida M.
Astrida M.
1/14/2025

Old Town Trolley has 4 different types of rides. I really enjoyed this one the best. It was why I came on this wonderful long road trip to see and do. It was so worth it!! Even though we bought...

Photo of Mark N.
Mark N.
12/15/2025

Way too many people. Took over an hour to drive 10 minutes then had to wait another hour for a bus. We drove from Tampa so 7 hours round trip. 2 hours round trip from our air b and b times 2 then...

Photo of Dave O.
Dave O.
12/1/2024

Another fun night seeing the lights in Saint Augustine. It's now a family tradition to do it every Christmas season. Make sure you buy your tickets in advance and walk right on the tram at your...

Christopher F.
1/4/2026

Supposed to be a 45 minute tour. We left about 5 minutes late and returned about 10 minutes early. The tour route was a joke, we went down the street in front of the town square 3 time's, and the...

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