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: Step back in time with pastime private historical tours

Recommended by 98% of travelers
Badge of Excellence
St Augustine, USA
High interest
Booked 3 times today.
  • 1 hour 30 minutes (approx.)
  • Mobile ticket
  • Offered in: English

Why travelers loved this

4.9
·
· Laura_A ·
Feb 2026
Driver was amazing and so informative. Took us to areas we had not seen any where else. Drive was comfortable and loved the car. Dressed for the event and seamless in his delivery. Would recommend and do this again.
· Patricia_P ·
Mar 2026
Wonderful experience. Knowledgeable tour guide, personable, friendly. Highly recommend Reggie. Loved it

Overview

Discover St. Augustine's historical sites with ease, without the hassle of research or figuring out transport, during this private guided tour. Ride in a vintage vehicle with guides dressed in 1920s fashion as you cruise past landmarks such Castillo de San Marcos, Flagler College, and St. George Street in the historic district, while learning more about the sites than you would on your own.
  • Great for small groups, up to four people can ride on this tour
  • Hear haunted and historical tales of the city
  • Ride in a vintage automobile with 1920s-themed guides
  • Explore St. Augustine's historic district landmarks

What's Included

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

    Meeting and Pickup

    Meeting point

    • 11 Aviles St, St. Augustine, FL 32084, USA

      Located in front of the Gail Nick art gallery

    End point

    This activity ends back at the meeting point.

    Itinerary

    St. Augustine (Pass By)

    Additional Info

    • Confirmation will be received at time of booking
    • Not wheelchair accessible
    • Service animals allowed
    • Infants must sit on laps
    • Most travelers can participate
    • Price is for a group of 4 max
    • This is a private tour/activity. Only your group will participate

    Cancellation Policy

    You can cancel up to 24 hours in advance of the experience for a full refund.

    Traveler Photos

    Gallery picture 1 (from a traveler's review)
    Gallery picture 2 (from a traveler's review)
    Gallery picture 3 (from a traveler's review)
    Gallery picture 4 (from a traveler's review)
    Gallery picture 5 (from a traveler's review)

    Reviews

    4.9
    based on 305 reviews
    Total reviews and rating from Viator & Tripadvisor

    Our delightful, sunny, March tour 2026

    Beverley_D, Mar 2026
    We enjoyed our tour with Dan/Don very much. He has a nice personality, and is very knowledgeable about St. Augustine history. The car was comfortable and it was a great way to spend some time.

    Response from Host, Mar 2026

    Thank you so very much for taking the time to leave this review. We’re not only take pride in our city our company but those that help us become successful like Don. He’s an absolute gym and we’re glad you got a chance to see our city and meet him.

    Personalized tour of St Augustine in a 1920 Convertible Model T Ford

    Dennis_M, Mar 2026
    We went on the tour 3/14/26. This is an excellent way to learn about all the history that St Augustine offers. We experienced all the things that most tours encompass but went to many other points of interest that probably 90% of tours will not be able to get to because there are only 4 guests in the 1920 Model T car that easily gets in and out of all areas. Our host Reggie was phenomenal. He talked for the entire 90 minutes leaving us with some much information, that has given us reason to come back again, potentially many times to explore certain sites in more detail. He’s been a resident of the town for over 20 years and it’s evident he loves introducing guests to where he lives. We would highly recommend requesting Reggie if he’s available, you won’t be disappointed!!!

    Response from Host, Mar 2026

    What a fantastic review thank you so much. We appreciate all your kind words Reggie and our company strive to get better each and every day and with your help others are now seeing what pride we take in our cities and our jobs so thank you again and have a blessed day.

    Tour of historical St Augustine

    Carol_C, Mar 2026
    Best tour ever. Reggie was the best. He was very knowledgeable and very interesting. You could tell he loves his job.

    Response from Host, Mar 2026

    You hit the nail right on the head! We love our jobs and this beautiful city. Thank you for your review!

    Amazing drive and charismatic driver!

    Gwilym_L, Mar 2026
    The tour is well worth it and our driver, Reggie, was well experienced with the city and the streets.

    Response from Host, Mar 2026

    Captain Reggie is amazing! We’re so very fortunate to have him on our team

    Great experience !

    Patricia_P, Mar 2026
    Wonderful experience. Knowledgeable tour guide, personable, friendly. Highly recommend Reggie. Loved it

    Response from Host, Mar 2026

    Thank you so much for leaving your review not only does it help us grow as a company, mags a sense of pride to know that we’re doing a wonderful job .

    Afternoon well spent!

    Lorelei_S, Mar 2026
    We had a wonderful experience. Captain Reggie was such a gentleman and well informed. We learned a lot and because we were a small group he could answer all of our questions. We will do it again!

    Response from Host, Mar 2026

    Thank you so much for taking the time to leave such a wonderful review. We’re glad you enjoyed yourself here in the city and we look forward to seeing you again and again and again.!

    Wealth Of Knowledge Tour -Past & Present

    Katheryn_E, Feb 2026
    OUR GUIDE WAS VERY KNOWLEDGEABLE. OT AMAZED US HOW WELL HE CONVEYED THE HISTORY OF THE TOWN. several of us had been to St Augustine previously but we learned and saw much more than on other trips. The only thing we would have liked any better is if he talked a little slower because we were all senior citizens. Great Tour.

    Response from Host, Feb 2026

    Thank you for taking the time to leave such a nice review for Reggie and our company so very glad you enjoyed yourselves .

    Excellent way to spend morning

    Laura_A, Feb 2026
    Driver was amazing and so informative. Took us to areas we had not seen any where else. Drive was comfortable and loved the car. Dressed for the event and seamless in his delivery. Would recommend and do this again.

    Response from Host, Feb 2026

    This is one of the best reviews I’ve read in quite a while thank you so much for taking that time. Reggie is phenomenal along with the charm of the city. We agree this is a great way to see the city.

    So glad we chose this tour…

    Deborah_M, Feb 2026
    This tour was so much better than we expected. Reggie was so entertaining, pleasant and informative. Our out-of-town guests were very impressed with the wealth of information Reggie presented. We’d definitely do this tour again!

    Response from Host, Feb 2026

    Thank you so much for taking the time to leave this wonderful review. We’re so glad that your guest enjoyed themselves here in the city. Reggie is phenomenal person and a top-notch tour guide. We’re very lucky to have him.

    Wonderful

    Clara_L, Feb 2026
    Our tour guide Don was so knowledgeable and enthusiastic. We learned a lot of interesting local history. We thoroughly enjoyed it and would highly recommend it.

    Response from Host, Feb 2026

    Thanks for taking the time to leave this review. Don is an absolute gym and a sweetheart. The city makes it so easy to entertain folks like yourselves. We hope you enjoyed your yourselves throughout your entire day and we look forward to seeing you again.

    Great tour of St Augustine!

    Doug_H, Feb 2026
    Reggie was an excellent tour guide! He really knew his history of the area and he presented it in a fun way! We liked his personality!

    Response from Host, Feb 2026

    Couldn’t ask for a better tour guide Reggie is exceptional. We’re so glad you enjoyed yourselves and look forward to seeing you again.

    Very fun tour

    Anne_Z, Feb 2026
    Reggie was a great tour guide. He clearly enjoys sharing his knowledge and love of the city! The car made it comfortable and very personal.

    Response from Host, Feb 2026

    Thank you for sharing your time with us. We provide our ourselves on exceptional guide guides and a very beautiful City. We’re so very glad that you enjoyed them both and that you look forward to return trip one day.

    Great tour experience

    Audra_B, Jan 2026
    Great tour guide and driver with respect and consideration for his guests. Very educational and informative.

    Response from Host, Jan 2026

    We’re so glad you enjoyed yourselves. . It was a pleasure to serve you and your family.

    History

    erin_p, Dec 2025
    We loved this adventure through town and the history we learned. Donald was a wonderful tour guide and made this my daughters favorite thing we did while we were in town.

    Response from Host, Dec 2025

    We’re so glad you enjoyed your time with us the rich history of Saint Augustine and Don‘s wonderful charm. We wish you the best in the coming new year.

    Loved it!

    Grazina_C, Dec 2025
    Had a great time really great way to get a history of St Augustine found out things that I didn’t even realize were true about the city.

    Response from Host, Dec 2025

    We’re so happy that you enjoyed yourselves with us. Saint Augustine is a beautiful and amazing city. We look forward to seeing you again.. happy new year to you and yours may be a blessed year for us all

    Was the best tour of our...

    Susan_H, Dec 2025
    Was the best tour of our vacation! Driver Reggie was very nice and informative! Loved his love of the city!

    Response from Host, Dec 2025

    We appreciate your review how does it help us to succeed in the future but it’s the confirmation that we look for each and every time that we’re doing our jobs right? It’s easy to do your job when you have such a passion for such a beautiful city and it’s guests we would sincerely Like to extend our holiday wishes for you and your family that it may be a prosperous new year for you all

    One of the best tours in St. Augustine

    Krista_S, Dec 2025
    Reggie was amazing. He gave an excellent tour of St. Augustine. We have been to St. Augustine many, many times and have been on dozens of tours. This was one of the best we have been on. I would highly recommend this tour to anyone.

    Response from Host, Dec 2025

    What a joy it is to see these wonderful reviews the confirmation that we have had the opportunity in a small way to to make a good impact upon our city and ourselves. We’re so very happy that you enjoyed yourself. Have a wonderful holiday season and happy new year to you and your family.

    Amazing!!

    Maria_S, Dec 2025
    Such an amazing, personal history tour!! Reggie is fantastic and very knowledgeable with the history of St. Augustine. It was definitely the highlight of our entire trip!

    Response from Host, Dec 2025

    Reggie and myself are so thankful that you enjoyed yourself. It’s a beautiful city so many wonderful things to do and see and we pride ourselves in giving only the very best. May you and your family have a wonderful holiday season and a happy new year.

    We had a lovely...

    Shannon_W, Dec 2025
    We had a lovely experience. Our tour guide Don was amazing! Very knowledgeable and entertaining. We highly recommend him!!

    Response from Host, Dec 2025

    Thank you for taking the time to leave this review. We pride ourselves and giving our customers only the very best.. Donna is not only kind and humorous, but is an absolute gentleman all combined. We’re glad you enjoyed yourselves in our wonderful city and we look forward to your return. Happy holidays to you and your family.

    Our driver Reggie was...

    Michael_B, Dec 2025
    Our driver Reggie was great! Easy going, fun and professional. The tour was engaging as was our tour guide/driver. Highly recommend!

    Response from Host, Dec 2025

    Thank you for taking the time to leave Reggie and our company. Such a nice review. We’re so proud to have Reggie on board. He’s such a fine gentleman. Thank you again for choosing us.

    Reggie is the man

    Carter_B, Dec 2025
    Reggie was our tour guide for our buggy tour of St. Augustine on our first day in town. He was not only incredibly knowledgeable, but very passionate about the fascinating history of St. Augustine. To top it off, he was very humorous, which kept the tour even more fun and engaging.

    Response from Host, Dec 2025

    Well, all right, all right all right! Reggie starting to bring them in! Thank you so much for taking the time to leave Reggie this great review. It helps us to know we’re doing it right. Glad you enjoyed yourselves and have a happy holiday to all of you..

    St Augustine Historical Tour

    Jan_D, Dec 2025
    Reggie , was very knowledgeable and took us to places we loved . He was very friendly and was a pleasure to travel with . We loved the experience and would highly recommend him and the tour !

    Response from Host, Dec 2025

    Reggie will be so excited to see these reviews coming in for him. He’s an outstanding individual very personable and we’re glad to have them on our team.

    A St. Augustine Tour Like No Other

    Jason_E, Dec 2025
    This is a great way to get a comprehensive history of St Augustine. If you want a tour where you can spend more time at locations that interest you or have the ability to ask questions whenever you want, this tour is for you. Don was great, and the beauty of this vehicle is it can go on back streets and maneuver through locations that the bigger tour vehicles can't.

    Response from Host, Dec 2025

    Thank you so much for leaving this review for Don and our company. We’re so glad you enjoyed yourself. It’s a wonderful city and Don is just a blessing to us all

    Fantastic tour guide Reggie

    Susan_L, Nov 2025
    This tour is the most informative and interesting tour on the history of events in St Augustine. Reggie was full of information and presented in an interesting and humorous manner, plus we felt pretty special riding around in the open Model T vintage car that everyone notices.

    Response from Host, Dec 2025

    We’re so glad you enjoyed yourself. It’s fun seeing the city in this manner. Reggie Reggie is a delay to spend time with we hope you and your family have a wonderful holiday season.

    Don is the best!

    Melina_F, Nov 2025
    Don was the best! He was very funny, informative and my kids loved him. I will send him tons of people if they go to St. Augustine! He showed up on time and the vehicle/ carriage was so cute!!! I’m very satisfied with this tour!

    Response from Host, Nov 2025

    Thank you for taking the time to leave your review. Don is an absolute gym a blessing to say the least happy holidays to you and your family.

    It was very informative...

    Jill_G, Nov 2025
    It was very informative and alot of laughter!!! It was nice to see places we have never seen before!

    Response from Host, Nov 2025

    We’re so glad you enjoyed yourself. Have a wonderful holiday season to you and your family.!

    Excellent

    Felice_F, Nov 2025
    Reggie was an excellent tour guide. Very informative, friendly and very knowledgeable. We had a great time

    Response from Host, Nov 2025

    Thank you for taking the time to leave your review for Reggie. We take pride and hiring only the very best and he is certainly top-notch.

    Great Personal Golf Cart Tour

    Diane_G, Nov 2025
    Ken gave us a very relaxing and thorough tour of the highlights of St. Augustine in a really cool electric vintage looking Golf Cart. Ge is extremely knowledgeable about the history of St. Augustine and was a great way to get an overview inn90 minutes.

    Response from Host, Nov 2025

    It’s so heart whelming to see these reviews and I think you and everyone else for the confirmation of hard work well done wishing you the best of holidays to you and your family and the best of the coming new year!

    St. Augustine's history tour.

    Raul_M, Nov 2025
    Our guide was excellent, he was very knowledgeable in the history of the town, the whole experience was great.

    Response from Host, Nov 2025

    Thank you for taking the time to leave us a review. It truly means so much to know that there’s an appreciation for the hard work we put in. I wish you a wonderful holiday to you and your families and safe travels no matter where you go.

    Best private tour in St Augustine

    Kristin_P, Nov 2025
    Our guide was amazing! He was full of knowledge and insight about the history of this city! I would definitely recommend this and would do it again! I can’t say enough about how much we enjoyed this!

    Response from Host, Nov 2025

    Thank you so much for taking the time to leave this review. It was such a pleasure to meet the three of you. I hope you have a great day here in the city and we look forward to seeing you again.

    From $37.50

    per person

    up to 24 hours before the experience starts (local time)

    Book ahead!
    On average, this is booked 23 days in advance.

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