Wine, Dine & Roadster Tour in St. Augustine, FL

The Tasting ToursPO Box 805St. Augustine, FL 32085
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Get your taste buds ready for three straight hours of delectable food and wine from the eccentric city of St. Augustine. Roll through town in style on a Roadster as you stop at 4 or 5 different restaurants and wine tasting venues. Along the way, your tour guide will educate you on St. Augustine’s history, culinary prowess, and more. Don’t forget to bring a camera!

Good To Know

from Ashley, one of our St. Augustine Travel Experts
  • The tour is approximately 3 hours long.
  • Includes 4 or 5 food and tasting venues.
  • A local tour guide will educate you along the way.
  • Guests must be 21 and up to participate.


from Wine, Dine & Roadster Tour
Why walk when you can ROLL?! Join us for 3 hour food and wine tour - escorted around our historic city on 'Roxanne'. It's a rollin' event for the taste buds!

Tour Includes:
  • 3 hours of fabulous food and wine
  • 4 to 5 food and wine tastings venues (beer can be substituted for wine at certain locations, by prior request only)
  • Fun and informative guided rolling tour

Age requirement: 21 and up

Please note: Gratuity for your Tour Host is NOT included in the price of the tour, but can be extended after the tour.

Reserve St. Augustine Customer Reviews

Dawn Y.
12 Reviews
September, 2018
I had the best time! I ended up solo for my adventure, with Corilee as my host and guide. He contacted me the day before to confirm my tour, to find out what kind of wine I prefer, or if I prefer beer! He touched base the day of, and was there waiting for me when I arrived and, made me feel so welcome. I was fascinated with Corilee's knowledge of the wines, the amazing foods and the history of St. Augustine. An absolute must do, solo or with friends!
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Tip: Go thirsty and hungry!

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TripAdvisor Reviews
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"Forks and Corks"
TripAdvisor user rating 5 out of 5
Reviewed December 09, 2018 NEW
We had Bill as a tour guide and he was amazing! So knowledgeable and kind. We learned a lot of history of the town as well. The restaurants he chose for us were great and it was awesome that he knew the owners of each. We would highly recommend this tour!
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"The Grinch Roadster Tour"
TripAdvisor user rating 5 out of 5
Reviewed December 08, 2018 NEW
Hands down the best way to see the St. Augustine Nights of Lights. Not only was the Grinch hysterical, he totally rocks the character! We plan to do this annually now!
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"Nights of Lights Roadster Tour with The Grinch"
TripAdvisor user rating 5 out of 5
Reviewed December 08, 2018 NEW
Went on this Tour (Nights of Lights Roadster Tour) on December 7, 2018. The Grinch (Corley) drove the Roadster with 7 guests. I will say the lights are not as spectacular as the ride. Corley was great and made the trip awesome and well worth it. He made all us laugh the entire ride. The most fun was watching everyone, especially kids and teenagers notice and interact with the Grinch. Great Fun
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Deb D
"Night of Lights Carriage ride for Two with Wine"
TripAdvisor user rating 5 out of 5
Reviewed December 07, 2018 NEW
We had a very enjoyable ride around St Augustine to see the lights. Sadie, our guide, gave us a great historical narration throughout our ride, complete with lots of fun facts. Ruby was our horse awesome. Definitely a great way to tour the lights and learn the history too. Thanks Sadie.
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Donnelle H
"Awesome Anniversary"
TripAdvisor user rating 5 out of 5
Reviewed December 06, 2018 NEW
This was Awesome and well worth the money. My wife and i want to do it again soon. The Guide was Awesome as well.
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Wine, Dine & Roadster Tour is located at The Tasting ToursPO Box 805St. Augustine, FL 32085
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Frequently Asked Questions about Wine, Dine & Roadster Tour

How long is the tour?
The tour is approximately 3 hours long.

Where does the tour depart from?
Tours depart from 47 Cordova Street St. Augustine, FL 32084.

Can children come on this tour?
No. All guests must be 21 years old and up.

How many people can this tour accommodate?
This tour can accommodate a maximum of 6 guests.

How many food and wine tastings are included in this tour?
This tour includes 4 or 5 stops.

What type of food is served on this tour?
On our tours, you will taste food and cocktails that have made St. Augustine culinary scene famous - as well as some that are just unique and hard to find anywhere else. Some of the brunch food themes you may enjoy include Italian, Polish, Spanish, Farm to Table, Greek and more.

Are there vegetarian options available?
Please provide advance notice and the tour guide will do their best to accommodate your dietary need. Please make this note under the “special needs” portion of your reservation.

What if I have dietary restrictions?
For all tours, please be sure and let us know if you (or anyone in your group) has a dietary restriction (e.g. vegetarian, nut allergy, etc.) or is pregnant (e.g. can't drink alcohol, uncomfortable with cheese and seafood, etc.) when you make your reservations. We will do our best to accommodate your needs, but cannot always guarantee.

Are there kosher options?
At this time, kosher options are not available on this tour.

What should we bring?
We recommend you bring an appetite, camera, comfortable shoes, weather-appropriate attire, extra cash, and a valid ID.