Tours/St Augustine/: Step back in time with pastime private historical tours
Viator · Private tour

: Step back in time with pastime private historical tours

4.9(339)St Augustine1 hour
VIATOR4.9(216)TRIPADVISOR4.9(123)

Description

There isn’t a funnier way of Sightseeing in Saint Augustine, riding around in our unique vehicles are guides dressed up in 1920s fashion. You become one of our city's attractions as you often have your picture taken and wave to by the other travelers in our city

Tour Options

: Step back in time with pastime private historical tours

Itinerary

Pass by

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!

Highlights

Private transportation for up to 4 travelers for sightseeing on the site

What's included

Included
Private transportation for up to 4 travelers for sightseeing on the site

Traveller Ratings

4.9
339 reviews
5
323
4
10
3
3
2
2
1
1

Important Information

  • Service animals allowed
  • Infants are required to sit on an adult’s lap
  • Suitable for all physical fitness levels
  • Price is for a group of 4 max

Reviews(339)

J
Jennifer_S
July 2, 2026
Amazing! We loved Reggie

Reggie was amazing! He was very friendly and professional! He told amazing stories and let us take great pictures! This tour with Reggie is a must do!

J
Jack_M
June 30, 2026
A fun time in the oldest city!

Cordial and knowledgeable adventure. I have visited St Augustine many times since 1950 ... and on this trip I learned several new things! Lots of fun ...

Operator response

That is saying a lot thank you for leaving your review. Hope you have a great Fourth of July.

Y
Y2102FElaurap
June 27, 2026
Fantastic Tour- One of the Best

I have been on lots of tours in different cities. This was possibly the best I have experienced. It covered pretty much everything in St. Augustine. Reggie was very knowledgeable and kind. We even got to get out and see a few things that we would have missed had it not been for this tour. Reggie offered to take pictures of us and waited for as long as we wanted to explore. All in all, truly worth it!!

Operator response

Thank you for taking the time to leave such a wonderful review. Having the opportunity to take a private tour, certainly is the best way to go. You get that extra touch being able to take time with our customers allowing them to get out and see and take pictures of things that truly are of their interest and Reggie is phenomenal at making all that happen. Good luck to you and your family and enjoy the holiday holidays as we celebrate our nations 250th anniversary.

S
Suzyq4866
June 27, 2026
Do it!

We took our tour today. It was truly one of the best tours I’ve ever been on. Reggie was so knowledgeable and personable! We learned so much and had a great time doing it! The tour was long enough to take our time, ask questions but not too long. We were actually a little sad when it was over. We saw many things we wouldn’t have if we hadn’t been on the tour and even got to stop at a few of them. The tour guide, Reggie obviously loved his job and was excited to share with us. So worth the money!! If you get a chance to do this tour, do it!!

Operator response

It brings great joy to our hearts to see wonderful reviews like this not only for Reggie, but our company. There’s so many things here to learn about even though that have been here all their lives learn something new when they take a ride with us so please come back again. Learn some more have fun and wish each other well.!

J
jackies43
June 23, 2026
Riding tour of st augustine

Our guide was great- he was polite, informative, sociable,...very respective of questions, how tour was going...great time!

Operator response

Thank you for taking time to leave us your review. It means so much to us for future business but more that we’re just getting it. We enjoy serving all of you. We hope you all have a wonderful holiday season coming up and the best wishes to everybody.

K
kaye_w
June 16, 2026
Reggie was a great tour...

Reggie was a great tour guide. Tour was interesting and informative. Good overview of St. Augustine history.

Operator response

Thank you for sharing your review. What’s not like about Saint Augustine, right! Especially when you have a Tour Guide like Reggie.

C
Carrie_L
June 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.

Operator response

Well said. We always recommend taking a tour when you first get to town saying layout of the land by a local. This will help you to have an insight of the things you’d like to do while you’re visiting. Thank you for taking the time to leave this review.

D
DrCarrie_C
June 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!

Operator response

That’s what I like to hear. We look forward to seeing you and your family and friends many times to come in the future until then may your whole family be blessed

J
Joseph_H
June 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.

Operator response

Thank you for taking the time to leave your review. You pointed out something that you realize the more we study and learn it makes it easy for us to want to share this newfound information keeping it fresh for not only you but ourselves as well.

6
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!

Operator response

We truly feel blessed, not life for your wonderful and kind words, but to have one of those rare souls like Reggie within our family we hope you and your family have a wonderful summer. I look forward to seeing all of you again.

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