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

The Tasting Tours24 Cathedral Place, Suite 401St. Augustine, FL 32084
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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
Join us for a 3 hour food and wine pairing tour on our electric car. It's a rollin' event for the taste buds! Our local tour host will take you on an exploration adventure, of our historic city, as you partake in a fantastic culinary experience!

Tour Includes:
~ 3 hours of fabulous food and beverage
~ 5 fantastic pairing venues
~ fun, informative tour in between popular foodie venues
~ all inclusive - with the exception of tour host gratuity

*Beer can be substituted for wine upon request.

Min: 4 guests to depart
Max: 7 guests
Price: $99 per person (price does not include tour host gratuity)
Age: 21+
Avail: Wednesday - Saturday at 1:30 pm and 5:30 pm. Sunday at 1:30 pm.

Tripster 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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"Santa was drunk"
TripAdvisor user rating 1 out of 5
Reviewed December 07, 2019 NEW
Santa was drinking wine from one of the other riders and he was clearly drunk. He cares about his horses but he was absolutely rude and I will not support that.
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Rotonda West, Florida
"Cool Ride"
TripAdvisor user rating 5 out of 5
Reviewed December 05, 2019 NEW
Roy was our Carriage Driver and did a fantastic job on a very chilly night! The Holiday Lights were absolutely beautiful!
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Lakeland, Florida
"Honeymoon Tasting Tour"
TripAdvisor user rating 5 out of 5
Reviewed December 04, 2019 NEW
The Corks & Forks Walking Tour is what my new hubby and I were most excited about doing on our Honeymoon in beautiful St. Augustine. We got a text the morning of our reservation letting us know that unfortunately, they wouldn't be able to do the tour, due to it didn't meet minimum number of guests. They offered a holiday Carriage ride instead, but we had already had a dinner reservation that night & leaving the next day... No worries though, because The Tasting Tour peeps are AMAZING (especially Dawn), & made it possible for us to still enjoy our chosen tour & not be disappointed on our honeymoon!! Dawn was an AMAZING guide- very sweet, friendly & knowledgeable. We learned a few new things we hadn't yet heard on our recent visits to St. Augustine. The restaurants she took us to were also GREAT & the drinks & food DELICIOUS! We definitely ate too much & had to recharge for an hour or two before heading back out lol. We enjoyed everything, it was great trying new things we may not have thought to order off the menu. We especially enjoyed meeting Patty & Terri, the WONDERFUL owners of Casa de Vino 57 - this is one of our favorite places to relax & have some wine while enjoying listening to guest singers (especially Jolie!). The ladies were very warm & welcoming & we truly enjoyed meeting & chatting with them. We definitely recommend The Tasting Tours, especially with Dawn as your guide!
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"Merry Grinchmas!"
TripAdvisor user rating 5 out of 5
Reviewed November 30, 2019 NEW
This was our first year coming to St. Augustine for the ‘Nights of Lights”. We booked the Roadster tour to see the city lit up at night but to be honest our Grinch driver kept us so entertained on the drive half the time I forgot to look at the lights. I don’t think my family and I have all laughed so hard or so much. We will definitely be booking again next year.
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"Night of Lights"
TripAdvisor user rating 5 out of 5
Reviewed November 30, 2019 NEW
This was our 3rd time with Corley, 2nd time as the Grinch. He is amazing an amazing Grinch and plays the character well. Not only did he play the Grinch so well but he and my son also talked about the history of the fort. He is awesome. This tour is an amazing way to see the lights and to have some laughs too.
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Wine, Dine & Roadster Tour is located at The Tasting Tours24 Cathedral Place, Suite 401St. Augustine, FL 32084
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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.