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Step back in time with pastime private historical tours
4.9
334 Ratings
St. Augustine
There’s no more humorous mode of touring Saint Augustine than cruising around in our one-of-a-kind vehicles with our guides decked out in 1920s attire. You’ll soon turn into an attraction in our city as numerous other visitors often snap your photo and wave at you.
There’s no more humorous mode of touring Saint Augustine than cruising around in our one-of-a-kind vehicles with our guides decked out in 1920s attire. You’ll soon turn into an attraction in our city as numerous other visitors often snap your photo and wave at you.
Duration:
1 hour, 30 minutes
Cancellation:
24 hours
Highlights
- St. Augustine - A guided tour of the nations oldest city . Our tour guides will not only show the many historical sites but the story’s that go with them. Don’t miss out the best tour in Saint Augustine!
- St. Augustine - A guided tour of the nations oldest city . Our tour guides will not only show the many historical sites but the story’s that go with them. Don’t miss out the best tour in Saint Augustine!

What's Included
- Private transportation for up to 4 travelers for sightseeing on the site
- Private transportation for up to 4 travelers for sightseeing on the site
Additional Information
- Price is for a group of 4 max
- Price is for a group of 4 max
Location
11 Aviles St
Aviles Street
Located in front of the Gail Nick art gallery
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
For a full refund, cancel at least 24 hours before the scheduled departure time.
Customer Ratings
4.9
(334 Ratings)
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Carrie_l
Jun 6, 2026
Great! Recommend - Reggie was amazing and very knowledgeable. Definitely recommend as a start to your trip! Great way to get familiar with the area.
Review provided by Viator
Drcarrie_c
Jun 4, 2026
Go book it now!!!! With Reggie! - Reggie was AMAZING! Book this trip! We have done the trolley system before and it is not great because you are stuck on and off and it is so much time. When I learned about this place in an hour and a half with our tour guide was more than I’ve ever learned before. Worth every single penny.! Reggie until we meet again!
Review provided by Viator
Joseph_h
Jun 4, 2026
Best Tour of Our Vacation - The driver/guide was extremely knowledgeable about St. Augustine. He has spent and continues to spend hours in the Libraries researching everything St. Augustine.
Review provided by Viator
637kimmym
May 30, 2026
Amazing tour of historic district St Augustine! - Reggie was our tour guide and driver and we had the best time. The weather was sunny and beautiful for our tour and all of the extras "behind the scenes" I call it spots made it so special. We got to stop a couple of places and get out walk around to see historic scenes. This 90 minute tour was way better than I could have ever anticipated! Reggie was full of St Augustine history and answered any questions we had and his personality was great and he was funny. We loved his jokes and stories. We felt safe and he dropped us back off at our vehicle. He took pictures of us too. This has made our St Augustine trip extra memorable. We will always remember Reggie! Keep him around! - The McDaniel Party from Alabama!
Review provided by Tripadvisor
Romarathon
May 26, 2026
Lovely and informative historical tour of St. Augustine - Reggie (with 2 g's) was a BLAST and a total joy to listen to. He provided so much character and charm as he expounded on the history of St. Augustine and sprinkled the history with personal anecdotes. He truly brought the city to life. As the last tour of the day, he was even kind enough to bring us to our VRBO at the end of the tour. I would highly recommend the tour, but Reggie as a tour guide specifically. It was a pleasure!
Review provided by Tripadvisor
Tealsunset21
May 25, 2026
Wonderful tour - Reggee was a great guide; funny, kind and had lots of information to share! We would highly recommend this tour!
Review provided by Tripadvisor
Navigate788610
May 23, 2026
Captain McConaughey made St. Augustine come alive—kind, knowledgeable, safe, and truly unforgettable! - We had such a wonderful experience with Pastime Tours in St. Augustine! Riding around in a Model T car with Captain McConaughey was such a unique and memorable way to see the city. He was incredibly knowledgeable, kind, professional, and a very safe driver. You could tell he genuinely enjoys sharing the history and stories of St. Augustine.
We learned so many fascinating things we never would have discovered on our own, and the tour gave us a much deeper appreciation for the beauty, history, and richness of the city. It truly made St. Augustine feel even more magical. Highly recommend this tour to anyone visiting! Worth every penny.
Review provided by Tripadvisor
Christine
May 23, 2026
A Step in Time - The tour is very informative and impressive. Great learning experience of the history of St Augustine and covered a lot of the area. Definitely a must when visiting here.
Review provided by Tripadvisor
John_m
May 20, 2026
Quick learning of new area - Best way to learn quickly about a new place. Activities, restaurants, etc. Plus lots of history and local info. Great investment of time and $ to make the rest of trip better!
Review provided by Viator
Charlie_g
May 19, 2026
A must do - Reggie was great. Explained everything with a passion. So much rich history in St. Augustine to see and have someone to explain it so well.
Review provided by Viator