Wine & Dine Pairing Tour (St. Augustine, Rolling)
Recommended by 97% of travelers
Badge of Excellence
St Augustine, USA
- 3 hours (approx.)
- Mobile ticket
- Offered in: English
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Overview
A delicious tour of America’s Oldest City awaits you on this chauffeured food and wine tour through St. Augustine. This auto-adventure whisks you through the streets of St. Augustine’s historic district in an open-air electric vehicle, stopping at some of the guide’s favorite dining venues. Local cuisine paired with tasty wines await your taste buds. As you ride along the streets, pass Flagler College, the Huguenot Cemetery and other historical landmarks.
- Savor wine and local cuisine on this chauffeured tour of St. Augustine
- Discover locally owned restaurants with a restaurant insider
- Inclusive of all food and wine pairings that equal to a full meal
- A small group means more attention from your guide
What's Included
- Alcoholic Beverages
- DinnerTreat your taste buds to a feast that rivals a nice size lunch or dinner experience with pairings and dessert.
- LunchTreat your taste buds to a feast that rivals a nice size lunch or dinner experience with pairings and dessert.
- Private transportation
- Tour Host gratuity
- Sorry, NO pets of any kind are allowed.
- 21+ and older only (no children or infants)
Meeting and Pickup
Meeting point
- 8 Carrera St, St. Augustine, FL 32084, USA
Grace United Methodist Church (loading zone). No parking is provided. Your tour host will confirm, the exact meeting details, the day of your tour. VERY IMPORTANT: Make sure to include your CELLULAR number, in the contact information, so that we may reconfirm all tour and meeting details.
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
- No heart problems or other serious medical conditions
- Not recommended for pregnant travelers
- Not wheelchair accessible
- Most travelers can participate
- 24-HOUR ADVANCE NOTICE REQUIRED: When making your reservation, please note any severe, LIFE-THREATENING food allergies (IE: nut or shellfish). We CANNOT guarantee accommodations for: special dietary requests, vegan, kosher, dairy allergies, sugar, soy, gluten-free restrictions, pescatarian, etc.
- This tour/activity will have a maximum of 8 travelers
Supplied by
Cancellation Policy
You can cancel up to 24 hours in advance of the experience for a full refund.
Traveler Photos
Featured review
We highly recommend this tour to anyone visiting the St. Augustine area. Our guide, Rene, was fantastic. He was incredibly knowledgeable and took us to the most delicious food and excellent wine stops.
Reviews
4.9
based on 268 reviews
Sort by: Most insightful
Amazing from Start to finish, Ira was fantastic. Every place we visited was awesome. This is a must when visiting St Augustine
Response from Host, Jul 2026
What a wonderful review - thank you for sharing your experience!
We're so glad Ira made your visit to St. Augustine such a memorable one. From the first stop to the last, our goal is to introduce guests to the very best local flavors, and we're thrilled to hear every venue exceeded your expectations.
Your "must-do" recommendation is one of the greatest compliments we could receive. Thank you for choosing The Tasting Tours, and we hope to see you again the next time you're exploring the Nation's Oldest City!
Molly was awesome! Establishments visited were interesting and fun. Food and wine was delicious. Enjoyed the others on the tour with us. Just a lot of fun!
Response from Host, Jul 2026
Thank you so much for the wonderful review! We're delighted to hear that you had such a fun experience with Molly.
She has a fantastic energy that makes every tour enjoyable, and we're so glad you loved the restaurant selections, delicious food and wine, and the opportunity to meet and share the experience with your fellow guests.
One of our favorite things about our tours is seeing strangers become friends over great food and conversation, and we're thrilled that was part of your day.
Thank you for joining us, and we hope to welcome you back for another delicious adventure soon!
Had such a good time-would highly recommend! We have done 8 or 9 food tours in St Augustine and have enjoyed every single one of them. This one was unique because of the golf cart-our guide was able to take us over the bridge of lions to try food over there as well as a local wine shop (which we love and went back to after the tour!). Places we would not be able to visit on a walking tour. Felt like a VIP at each location and thoroughly enjoyed the experience! We will def be back for another!
Response from Host, Apr 2026
Thank you for sharing your 5 Star experience!!
We love that you got to experience something a little different with the rolling tour. Being able to cross the Bridge of Lions and explore spots beyond the Historic District really does open up a whole new side of St. Augustine - and even better that you found Carrera Wine Cellar - loving it enough to go back to! That's so awesome!
Feeling like a VIP at each stop is exactly what we aim for, so it’s wonderful to hear that came through.
We truly appreciate your continued support and can’t wait to welcome you back for tour number 10
Great food tour. Locations visited were excellent - awesome food and wine or drinks at each stop. Mandy, our guide, was fun and informative. She really made sure everyone was having a good time.
Response from Host, Mar 2026
Thank you so much for the great review! We’re so glad you enjoyed the stops - there are some really special spots on that tour, and it’s always great to hear the food and drinks hit the mark.
And Mandy…she’s the best! She has such a fun energy and truly cares about making sure everyone is having a great time, so we love hearing that came through.
We appreciate you joining us and hope to have you back again soon!
Cheers!
Team TTT
Had a fantastic time..enjoyed each location especially the ice cream as our last stop.Mandy was fantastic
Response from Host, Mar 2026
So glad you had a fantastic time - thank you for sharing!
Ending with gourmet ice cream, on a warm day, is always a favorite…such a fun (and delicious) way to wrap up the tour! And we couldn’t agree more about Mandy - she’s amazing and always brings great energy to the experience.
We appreciate you joining us and hope to see you again soon for another tasty adventure!
Cheers!
Team TTT
A great way to get around St Augustine and visit those out of the way places that the ‘locals’ know about.
It’s even more fun when your guide has a great personality and interacts with her/his group.
Response from Host, Mar 2026
We appreciate you sharing this! Exploring St. Augustine while stopping at some of the spots locals love is exactly the vibe we aim for. It’s great to hear that your guide’s personality and interaction helped make the tour even more enjoyable.
We are grateful you chose us to experience St. Augustine with The Tasting Tours and we hope to welcome you back soon for round two! 🍴🌴
Cheers!
-TTT
They called me on the morning of the tour and said the tour guide was sick and asked that I accept an alternate, less expensive tour (14 Feb). They promised me a refund of the difference between the two tours.
I accepted the alternate tour. 4 days later, (18 Feb) I texted the tour operator directly, inquiring about the refund. They said they'd processed the refund and that in was in the hands of Viator to refund me. 10 days later (28 Feb) and still no refund. they showed me a screen grab of their system that they've attempted to refund through Trip Advisor.
There seems to be a communications gap between this company and Viator. this needs to be worked out before I use this company again.
Response from Host, Mar 2026
THIS REVIEWS PERTAINS TO A VIATOR REFUND - NOT AN ACTUAL FOOD TOUR EXPERIENCE:
We completely understand how frustrating refund delays can be, especially when you’ve already been patient throughout the process.
To clarify for future readers, your reservation was made through Viator, which is a third-party reseller. When bookings are made through a third party, the payment is processed and held by that platform — not by us directly. Because of that, we are unable to issue refunds ourselves. All refunds must be released by Viator on their end.
When our guide became ill the morning of your tour (February 14), we contacted you immediately and offered an alternate experience so your time in town wouldn’t be lost. You graciously accepted, and we promptly submitted the refund request for the price difference through the Viator/Tripadvisor system. As you noted, we even provided a screenshot showing the refund was processed on our side.
Unfortunately, once the refund is submitted, the timeline for the funds to appear back in your account is fully controlled by Viator and your payment provider. We do not have access to their internal processing systems.
We truly regret the delay you experienced and understand how it can feel like a communication gap. We are always happy to advocate on our guests’ behalf and encourage you to continue working directly with Viator’s customer service team, as they are the only ones able to release the funds.
We appreciate you giving us the opportunity to host you on the alternate tour and hope the experience itself was enjoyable despite the refund frustration.
Judi “with an i” was very passionate about her tour and her city. The tour is well done and you will see some spots that are outside the typical tourist spots on St. George. I would recommend as this is the second tour we have done of this style and both have been well worth the cost… at minimum I promise you won’t forget Judi “with an i”
This is Paul and Karen Sinaly recent customers on the tour. Rene our Food and Wine guide was five stars.
We went on four locations, the first was a wine and cheese stop, next was wine and dinner stop, next was a mixology and food stop and finally a dessert stop.
The first stop was nothing to really comment on as the wine store had a modest presentation and nothing noteworthy. The second stop had great home cooked dinner meal for us and we would easily visit Bea's restaurant again as a first class experience. The dessert place called Paladar had been the best on the tour, the owners made you feel warm and comfortable and both Cuban owned partners had five star desserts served and provided a memorable experience.
We are looking forward to visiting Paladar on a separate trip to experience more on their menu during the remainder of our vacation.
Rene was on top of his craft and provided a safe ride and means full tour guide details.
Response from Host, Nov 2025
WINE & DINE TOUR (ST. AUGUSTINE):
Paul & Karen, thank you so much for your 5-STAR review! 🥂 We’re thrilled to hear Rene made your tour such a memorable experience. He truly loves sharing great food, stories, and hidden gems around St. Augustine, and it’s wonderful to hear how well he took care of you throughout the evening.
We’re glad you enjoyed the variety of stops. Those are a few of our very favorites!
Thank you for sharing your 5-STAR experience and recommendation on Viator! We are so glad you thoroughly enjoyed tasting your way through St. Augustine with TTT and Tour Host, Rene.
We look forward to seeing you again real soon!
Cheers!!
~ The TTT Team
This is a 3 hour tour with stops at 4 locations. Included wine and food at each stop. Rene was our tour guide with history of St Augustine and tips on the best eateries in town.
We were a party of 5, 2 were locals-3 from out of town. Everyone had a great experience and will book this tour again.
Thank you Rene for your expertise and Happy Birthday song. Very special.
Regard's
danc
Response from Host, Nov 2025
WINE & DINE TOUR (ST. AUGUSTINE):
Thank you so much for your wonderful review, Dan! We’re thrilled your group had such a great experience exploring St. Augustine with Rene. He’s great! We’re honored you’d book with us again. And we love that Rene’s birthday song added a special touch to your day! Thank you for celebrating with us!
Thank you for sharing your 5-STAR experience and recommendation on Viator! We are so glad you thoroughly enjoyed tasting your way through St. Augustine with TTT and Tour Host, Rene.
We look forward to seeing you again real soon!
Cheers!!
~ The TTT Team
Rachel and Molly were great tour guides, very knowledgeable, engaging, and friendly. We saw lots of wonderful sites, learned a lot, had some great food and wine. Highly recommend!
Response from Host, Nov 2025
WINE & DINE TOUR (ST. AUGUSTINE):
Hi Betty! We’re thrilled to hear Rachel and Molly made your tour so WONDERFUL. It sounds like you enjoyed the perfect mix of sights, stories, great food, and delicious wine!
Thank you for sharing your 5-STAR experience and recommendation on Viator! We are so glad you thoroughly enjoyed tasting your way through St. Augustine with TTT and Tour Hosts, Rachel and Molly.
We look forward to seeing you again real soon!
Cheers!!
~ The TTT Team
What a great tour! Our tour guide, Rene, was so knowledgeable and personable. The first stop was an intimate wine tasting by Vincent. We learned so much about actually experiencing a wine to its fullest. The other 3 stop were equally enjoyable. When the tour was over, we felt that we had become friends with Rene and the other guests. We plan to repeat this experience on a future trip to St. Augustine. Highly recommended!
Response from Host, Nov 2025
WINE & DINE TOUR (ST. AUGUSTINE):
Hi Steven! Thank you so much for your wonderful review! We’re thrilled you had such a great experience with Rene. We love hearing that the tour felt more like spending time with friends by the end. 🙂 We can’t wait to welcome you back on your next trip to St. Augustine for another round of great food, great wine, and great company.
Thank you for sharing your 5-STAR experience and recommendation on Viator! We are so glad you thoroughly enjoyed tasting your way through St. Augustine with TTT and Tour Host, Rene.
We look forward to seeing you again real soon!
Cheers!!
~ The TTT Team
This was a fabulous experience. The food and wine was so enjoyable. The atmosphere of the restaurant was indicative of St Augustine and places I would not have found on my own. Rob was a marvelous guide. We made a friend
Response from Host, Nov 2025
"A DON'T MISS EXPERIENCE" - The best compliment! 🙌🏻 We’re thrilled you enjoyed the food, wine, and atmosphere. We absolutely love showing our guests the city’s hidden gems, and discovering those spots together is what makes each tour so special. And making friends along the way is the very best part!
Thank you for sharing your FABULOUS experience and recommendation on Viator! We are so glad you thoroughly enjoyed tasting your way through St. Augustine with TTT and Tour Host, Rob.
We look forward to seeing you again real soon!
Cheers!!
~ The TTT Team
Mandy is an awesome Tour guide and host. She knows so much about Saint Augustine and its history. And the places we went, she was well respected.
Response from Host, Oct 2025
WINE & DINE TOUR (ST. AUGUSTINE):
We agree, Mandy is the best! 🙌🏻 Her love for St. Augustine, her knowledge of its history, and the way she connects with every guest truly make the tour special.
Thank you for sharing your AWESOME experience and recommendation on Viator! We are so glad you thoroughly enjoyed tasting & rolling your way through St. Augustine with TTT and Tour Host, Mandy.
We look forward to seeing you again real soon!
Cheers!!
~ The TTT Team
Rene was a fantastic guide! We got lots of information about St Augustine and had some delicious food from a variety of restaurants. Would absolutely go again next time we’re in St Augustine.
Response from Host, Oct 2025
WINE & DINE TOUR (ST. AUGUSTINE):
Thank you so much for sharing your FANTASTIC experience! We’re thrilled Rene made your tour such a fun and flavorful adventure. It’s wonderful to hear you enjoyed the delicious food, the variety of stops, and learning more about beautiful St. Augustine along the way.
We truly appreciate your recommendation and can’t wait to welcome you back next time you’re in town!
Cheers!!
~ The TTT Team
We highly recommend this tour to anyone visiting the St. Augustine area. Our guide, Rene, was fantastic. He was incredibly knowledgeable and took us to the most delicious food and excellent wine stops.
Response from Host, Sep 2025
Thank you so much for sharing your experience Susan!
Rene will be over the moon to hear your kind words, he takes a lot of pride making each stop FANTATSIC and one to remember!
We're so glad you enjoyed both the flavors and the history of St Augustine with us. Hope to see you back again for another delcious adventure!
Cheers!
-TTT
I highly recommend this tour! I was debating between walking and riding and am definitely glad I picked the riding tour! Our tour guide, Rob, from The Tasting Tours was amazing! He not only took us to fantastic food experiences, he was a very entertaining historical guide. He took pictures at each place ( so we didn’t have to ) and texted them to us after the tour! I will definitely do this experience again next time I am in St. Augustine! Ask for Rob, he was such a great tour guide!
Response from Host, Sep 2025
Thank you so much for sharing this amazing feedback! We're so glad you enjoyed choosing the riding option on one of our electric trolleys, it's such a fun way to experience the city.
Rob will be thrilled to hear how much you appreciated his knowledge, humor, ands those extra touches like taking iconic photos along the way!
We can't wait to welcome you back for some more delicious sips and bites next time youre in St Augustine!
Cheers!
-TTT
Tour guide Kimberly was fun and knowledgeable. Places were great and new to us. Food and wines were good and mostly everyone liked everything. We had a great time totally worth it and would do it again!
Response from Host, Aug 2025
"GREAT WAY TO SPEND THE EVENING", what a compliment!
Thank you so much for this kind review about our Wine and Dine tour in St Augustine and our fun and knowledgeable tour guide Kimberly! We're so glad to hear you had such a great time and that Kimberly made the experience one of a kind, we are very lucky to have her on our team.
We hope to see you again for another exciting culinary adventure soon!
A fun experience with tasty food and drinks! Our host, Kimberly, was fun and shared a lot of local information with us during the experience. All of the people, we visited, were happy to share their knowledge with us, as well!
Response from Host, Jun 2025
WINE & DINE TOUR:
Love it! We're so glad you had a FUN time on the Wine & Dine Tour. Kimberly LOVES sharing the TASTY food and interesting stories that make St. Augustine special. We’re also happy to hear our local partners helped make the experience even more memorable. :)
Thank you for sharing your 5-STAR experience and recommendation on Viator! We are so glad you thoroughly enjoyed tasting & rolling your way through St. Augustine with TTT and Tour Host, Kimberly.
We look forward to seeing you again real soon!
Cheers!!
~ The TTT Team
A great way to learn about places to eat and drink throughout Saint Augustine and meet new people. Tour guide was fun and knowledgeable.
Response from Host, Jun 2025
WINE & DINE TOUR:
We are so happy that you had a GREAT time on your tour, and that you found your tour guide to be FUN & KNOWLEDGABLE. Meeting new people is one of the best perks!
Thank you for sharing your GREAT experience and recommendation on Viator! We are so glad you thoroughly enjoyed tasting & rolling your way through St. Augustine with TTT.
We look forward to seeing you again real soon!
Cheers!!
~ The TTT Team
An enjoyable riding experience full of history and sightseeing between some excellent eateries in St Augustine! Mandy was an absolute pleasure and great guide.
Response from Host, May 2025
WINE & DINE TOUR:
We're thrilled to hear you enjoyed the Wine & Dine Tour, the EXCELLENT food and wine, and the rich history along the way! Mandy will be so happy to know she made your experience special. :)
Thank you for sharing your ENJOYABLE experience and recommendation on Viator! We are so glad you thoroughly enjoyed tasting & rolling your way through St. Augustine with TTT and Tour Host, Mandy.
We look forward to seeing you again real soon!
Cheers!!
~ The TTT Team
Awesome!!! Judi with an i was very fun and knowledgeable! We will be back for the walking tour and will book with Judi!!!
Response from Host, Apr 2025
WINE & DINE TOUR:
Woohoo! We’re thrilled to hear that you had an AWESOME time with Judi. She’s truly one of a kind, and we’re lucky to have her. :)
Thank you for sharing your AWESOME experience and recommendation on Viator! We are so glad you thoroughly enjoyed tasting & rolling your way through St. Augustine with TTT and Tour Host, Judi.
We look forward to seeing you again real soon!
Cheers!!
~ The TTT Team
Mandy our guide was wonderful!
We loved each one of our stops. The food was delicious and servings were generous as were the wine pairings!
We plan to come back and request Mandy!
Response from Host, Mar 2025
WINE & DINE TOUR:
We're so glad to hear that you had a WONDERFUL time on your tour with Mandy. It’s great to know you enjoyed the DELICIOUS food, GENEROUS servings, and PERFECTLY PAIRED wines at each stop. :)
Thank you for sharing your 5-STAR experience and recommendation on Viator! We are so glad you thoroughly enjoyed tasting & rolling your way through St. Augustine with TTT and Tour Host, Mandy.
We look forward to seeing you again real soon!
Cheers!!
~ The TTT Team
The tour was very comprehensive. We learned a lot about St. Augustine. Judi was extremely knowledgeable regarding many aspects of the city, the people and the historic buildings. The food and wine stops that we made were well thought out and satisfied all of our food and wine preferences.
Judi went out of her way to ensure that we had a fantastic and memorable food tour. In addition to being knowledgeable, she was entertaining and interested in finding out a bit about us.
Response from Host, Mar 2025
WINE & DINE TOUR:
Thank you for your fantastic review! We're so happy to hear that you had such a MEMORABLE experience on your tour with Judi. Her passion for St. Augustine’s history, food, and people truly makes every tour special!
Thank you for sharing your FANTASTIC experience and recommendation on Viator! We are so glad you thoroughly enjoyed tasting & rolling your way through St. Augustine with TTT and Tour Host, Judi.
We look forward to seeing you again real soon!
Cheers!!
~ The TTT Team
Lots of good food and wine. Wonderful guide. Very fun tour, lots of information. The best foodie tour we have ever had
Response from Host, Mar 2025
WINE & DINE TOUR:
“BEST FOODIE TOUR WE HAVE EVER HAD” - What a fantastic compliment! We are so happy to hear that you enjoyed the food and wine on your tour, as well as your WONDERFUL tour guide. :)
Thank you for sharing your VERY FUN experience and recommendation on Viator! We are so glad you thoroughly enjoyed tasting & strolling your way through St. Augustine with TTT.
We look forward to seeing you again real soon!
Cheers!!
~ The TTT Team
Seamless from the booking to the actual tour . The tour itself and our guide Scott were amazing. Delicious food and drinks, great history and conversation. Recommend highly and will be back next year!
Response from Host, Mar 2025
WINE & DINE TOUR:
"BEST TOUR EVER!" - What a great compliment! We are so happy that you had such an AMAZING time. We are so proud of Scott and his ability to make your tour such a memorable experience with DELICIOUS food & drinks, GREAT history and conversation. :)
Thank you for sharing your 5-STAR experience and recommendation on Viator! We are so glad you thoroughly enjoyed tasting & strolling your way through St. Augustine with TTT and Tour Host, Scott.
We look forward to seeing you again real soon!
Cheers!!
~ The TTT Team
My wife said this was the best Birthday trip ever. Jessica our host was fantastic super friendly and knowledgeable. We are St Augustine fans but she wove history and culture together to really explain the development of St Augustine. The food wine and cocktails... Amazing. She took us to places we had never been to places we want to go back to. Do this tour and ask for Jessica
Response from Host, Nov 2024
WINE & DINE TOUR:
Thank you for celebrating such a special occasion with us! We're delighted to hear that your wife had the BEST BIRTHDAY TRIP EVER and that Jessica made the experience unforgettable. We're so glad you discovered new spots you'll want to revisit and loved the amazing food, wine, and cocktails. :)
Thank you for sharing your FANTASTIC experience and recommendation on Viator! We are so glad you thoroughly enjoyed tasting & strolling your way through St. Augustine with TTT and Tour Host, Jessica.
We look forward to seeing you again real soon!
Cheers!!
~ The TTT Team
Easygoing, amicable, and delicious your.
Tour guide Jessica was phenomenal - she is very knowledgeable and charismatic. Thank you
Response from Host, Oct 2024
WINE & DINE TOUR:
We agree - Jessica truly is a PHENOMENAL tour guide! We are so happy that you had such a great experience on our tour and found the food & drinks to be DELICIOUS. :)
Thank you for sharing your MUST-DO experience and recommendation on Viator! We are so glad you thoroughly enjoyed tasting & rolling your way through St. Augustine with TTT and Tour Host, Jessica.
We look forward to seeing you again real soon!
Cheers!!
~ The TTT Team
The remember part is experiencing the different food and drinks in the local areas. The tour guide Judy was great.
Response from Host, Oct 2024
WINE & DINE TOUR:
We are happy to hear what a GREAT time you had on our tour with Judi! It's always a fun time to experience the variety of food & drinks available in St. Augustine. :)
Thank you for sharing your GREAT experience and recommendation on Viator! We are so glad you thoroughly enjoyed tasting & rolling your way through St. Augustine with TTT and Tour Host, Judi.
We look forward to seeing you again real soon!
Cheers!!
~ The TTT Team
We had the best time. Bonny was so friendly and kind and all the places she took us were definitely something we would not have chosen on our own, so that was fun! We got a lil history tour as well. I highly recommend this tour. I will say that the wine store was my favorite stop! ☺️ overall this is a great way to learn more about what St Augustine has to offer.
Response from Host, Oct 2024
WINE & DINE TOUR:
We are delighted to hear that you had the BEST TIME on our Wine & Dine Tour! Bonny truly is a fantastic tour guide, and LOVES to show our guests the hidden gems around the city while sharing a little history along the way. :)
Thank you for sharing your 5-STAR experience and recommendation on Viator! We are so glad you thoroughly enjoyed tasting & rolling your way through St. Augustine with TTT and Tour Host, Bonny.
We look forward to seeing you again real soon!
Cheers!!
~ The TTT Team
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per personWas $155.00(-5%)
up to 24 hours before the experience starts (local time)
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