Recent Searches
ClearClose
Something Went Wrong
Oops, looks like something went wrong! We are sorry for the inconvenience caused whilst trying to find your next trip. Please refresh the page or try again later.
Log in
The email or password you entered isn't correct. If you've forgotten your password, please reset it. Click here
Wine & Dine Rolling Tour (Chauffeured)
|
Badge of Excellence
|
St. Augustine, United States
Share
Share





See More
See More

See More
From $145.00
Yay! This item has been added to your cart.
Wine & Dine Rolling Tour (Chauffeured)
Free cancellation
Up to 24 hours in advance. Learn more
Cancellation policy
Free cancellation
- 24 hours prior100% refund
- Within 24 hoursNo refund
You can cancel up to 24 hours in advance of the experience for a full refund.
- For a full refund, you must cancel at least 24 hours before the experience’s start time.
- If you cancel less than 24 hours before the experience’s start time, the amount you paid will not be refunded.
- Any changes made less than 24 hours before the experience’s start time will not be accepted.
- Cut-off times are based on the experience’s local time.
- This experience requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.
- This experience requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund.
Learn more about cancellations
Shop by Category
St Augustine Tours
Art & Culture Classes
Art Classes
Arts & Design
Architecture Tours
Museums
Culture
Archaeology Tours
Cultural Tours
Historical Tours
Museums
Photography Tours
Pop Culture
Crime Tours
Ghost Tours
Harry Potter
Art & Culture Classes
Art Classes
Coffee & Tea Tours
Chocolate Tours
Dessert Tours
Extreme Sports
4WD Tours
Performance Car Driving
Fun & Games
Motor Sports
4WD Tours
Performance Car Driving
Nature and Wildlife Tours
Eco Tours
Horseback Riding
Nature Walks
Safaris
Wildlife Watching
On the Ground
Golf Tours & Tee Times
Pedicab Tours
Running Tours
Scavenger Hunts
On the Water
Airboat Tours
Fishing Charters
Kayaking Tours
Power Boats
Sailing
Sightseeing Cruises
Stand Up Paddleboarding
Holidays
Christmas
New Years
Valentine's Day Events
Weddings & Celebrations
Romantic Tours
Attractions & Museums
Museum Tickets & Passes
Sporting Events
Motor Sports
Cruises & Sailing
Day Cruises
Ports of Call Tours
Sailing
Shore Excursions
Sightseeing Cruises
Sunset Cruises
How to Get Around
Airboat Tours
Bus Tours
Car Tours
Classic Car Tours
Pedicab Tours
Power Boats
Self-guided Tours
Trolley Tours
Walking Tours
Water Tours
Private and Luxury
Sightseeing Tours
Adventure Tours
City Tours
Hop on Hop Off Buses
Night Tours
Private Sightseeing Tours
Sightseeing Cruises
Sightseeing Passes
Tours by Duration
Day Trips
Full-day Tours
Half-day Tours
Multi-day Tours
Overnight Tours
Services
Photo Shoots
Transfers
Airport & Hotel Transfers
Transportation
Bus Services
Private Drivers
Transportation Services
Attractions
Recommendations
Loading available options...
Share
Safety measures
Keeping you safe during COVID-19
Vaccine? Quarantine? Masking?
Vaccine? Quarantine? Masking? We know, there’s a lot to keep track of. Be sure to check local guidelines so you’re aware of all travel requirements before you go.
What you can expect during your visit
Hand sanitizer available to travelers and staff
Transportation vehicles regularly sanitized
Guides required to regularly wash hands
Safety precautions are provided by the tour operator and are not checked by Viator for accuracy
More questions?
(888) 651-9785
More questions?
(888) 651-9785
3 hours (approx.)
Mobile ticket
Offered in: English
Overview
Saved to wishlist!
From $145.00
Book Now
What's Included
Alcoholic Beverages
Dinner
Lunch
Tour Host gratuity
Departure & Return
24 Cathedral Pl , 24 Cathedral Pl, St. Augustine, FL 32084, USA
This activity will end right where it started.We are located in The Treasury Building - Suite #401. Please be sure to include your cellular number, in the contact information, so that we may confirm all tour details the morning of your experience.
Additional Info
- Confirmation will be received within 48 hours of booking, subject to availability
- Service animals allowed
- Near public transportation
- Not wheelchair accessible
- When making your reservation, please note any severe, life-threatening food allergies (IE: nut or shellfish). We will do our best to accommodate. However, we are unable to accommodate vegan, kosher, dairy allergies, sugar, soy or gluten-free restrictions.
- Most travelers can participate
- This tour/activity will have a maximum of 8 travelers
- OPERATED BY The Tasting Tours
Cancellation Policy
You can cancel up to 24 hours in advance of the experience for a full refund.
- For a full refund, you must cancel at least 24 hours before the experience’s start time.
- If you cancel less than 24 hours before the experience’s start time, the amount you paid will not be refunded.
- Any changes made less than 24 hours before the experience’s start time will not be accepted.
- Cut-off times are based on the experience’s local time.
- This experience requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.
- This experience requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund.
Learn more about cancellations.
Frequently Asked Questions
The answers provided below are based on answers previously given by the tour provider to customers’ questions.
Q:
What is the policy on sanitization during Wine & Dine Rolling Tour (Chauffeured) ?
A:The policies on sanitization are:
- Hand sanitizer available to travelers and staff
- Transportation vehicles regularly sanitized
Q:
What measures are being taken to ensure staff health & safety during Wine & Dine Rolling Tour (Chauffeured) ?
A:The policy on staff health & safety is:
- Guides required to regularly wash hands
Traveler Photos



See More


See More
Reviews
5.0
60 Reviews
5 stars
55
4 stars
3
3 stars
2
2 stars
0
1 star
0
Reviews by Viator travelers
We perform checks on reviews
Showing 1-10 of 60 reviews
Fantastic experience that anyone visiting St. Augustine should do
Brent_H
, May 2022
Our guide was very knowledgeable about the city and places that she took us to. We went to local restaurants that we wouldn’t have known about if it wasn’t for this tour.
Response from Host , Jun 2022
WINE & DINE ROLLING TOUR:
We LOVE introducing guests to little known places!!
Thank you for sharing your FANTASTIC experience on TripAdvisor! 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
Great afternoon tour
Anna_S
, May 2022
Excellent tour with Gary (and Loren). Excellent food and wine and although states not a history tour, we visited sites we would have not gone to on our own and Gary had great facts and stories for us! Thanks, Gary!
Response from Host , Jun 2022
WINE & DINE ROLLING TOUR:
We LOVE surprising our guests & introducing them to local sites!!
Thank you for sharing your EXCELLENT experience on TripAdvisor! We are so glad you thoroughly enjoyed tasting & ROLLING your way through St. Augustine with TTT and Tour Host, Gary & Loren. We look forward to seeing you again real soon!!
Cheers!!
~ The TTT Team
Our experience was fun...
Jeanne_P
, May 2022
Our experience was fun and entertaining. However, we were all very disappointed in the amount of food that we received. Very small appetizers at first place, main dish at second place, but very small amount. Then just dessert and wine. Still hungry after tour.
Response from Host , Jun 2022
We are saddened to hear that you did enjoy your tour. However, we always welcome any and all feedback! There is always room for improvement, within any business. So, we take your feedback to heart. We only want the best for all of our guests!
If there are ever any issues (which is very seldom), we much prefer to be contacted directly. We would have been able to come to a resolve immediately.
Please contact us! We would like to invite you back to try our tours again, so that you will see that we truly provide 5-Star foodie experiences!
Yummy Wine & Dine Adventure
Gail_N
, May 2022
The progressive lunch of seafood, Italian dish, snacks (e.g., cheese, crackers, nuts, chocolate), and dessert, each paired with wine were tasty. We even stopped for a palate cleanser of tea and had time to shop at some of the venues. The other tourists were lovely and fun companions. Our guide, Rachel, was friendly, helpful, and timely throughout the tour. Well done!😋
Response from Host , Jun 2022
Taste of St. Augustine
Laura_B
, Apr 2022
Rachel was a excellent host and provided not only great wines but also great eats and things to do round town.
Response from Host , Jun 2022
Fun and leaves you wanting more of St. Augustine's fine dining and fine wines!
Roberta_C
, Apr 2022
What a great experience this was. Our tour guide, Ginger Borgman was very professional, fun, and knowledgeable. Our tour was scheduled for 1:30; however, since thunderstorms were predicted at that time, Ginger, arranged for us to go out a bit later and we were able to experience some great wines and restaurants while learning some interesting history. This tour makes us want to go back to St. Augustine to experience more great dining and great wines. And when we return we’d love to do this tour again and we would request Ginger…she was great!
Response from Host , Jun 2022
WINE & DINE ROLLING TOUR:
We LOVE introducing our guests to venues they may not have found on their own!! There are so many great dining options!!! Glad she could adjust the time to avoid the Florida weather! :)
Thank you for sharing your GREAT experience and recommendation on TripAdvisor! We are so glad you thoroughly enjoyed tasting & ROLLING your way through St. Augustine with TTT and Tour Host, Ginger.
We look forward to seeing you again real soon!!
Cheers!!
~ The TTT Team
Wine food tour and good friends
Lawrence_H
, Apr 2022
We were greeted by Corley a wonderful young man very knowledgeable and great personality
We went to Carreras wine where we met Bob our host and experienced a lovely start to our tour tasting and learning about wine we then proceeded to 3 different restaurants each wonderful in their own way
Response from Host , Jun 2022
WINE & DINE ROLLING TOUR:
We LOVE Corley and Bob too!!
Thank you for sharing your experience on TripAdvisor! We are so glad you enjoyed tasting & ROLLING your way through St. Augustine with TTT and Tour Host, Corley.
If there is anything that we could have done differently or improved upon, to earn a 5-star review, please feel free to contact us directly. We welcome all feedback!
Cheers!!
~ The TTT Team
The birthday bash
Cheri_B
, Mar 2022
The wine was wonderful the food was very tasty ambiance was very festive and relaxing at the same time them group we were with was awesome
Response from Host , Jun 2022
WINE & DINE ROLLING TOUR:
First and foremost....HAPPY BIRTHDAY!!! We LOVE celebrating special occasions with our guests!
Thank you for sharing your BIRTHDAY BASH experience on TripAdvisor! 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
Food and wine was great....
ChrisK
, Mar 2022
Food and wine was great. Loved hearing the stories from the local owners. Would definitely consider doing this again.
Oompa!
Anita_C
, Mar 2022
After a wonderful afternoon despite the chilly rainy windy weather I was dropped off and went to leave and turned around looking at the friends I had just met and yelled stop, I wanted a picture to remind me of the day. Carly the tour guide stopped and everyone laughed and waved goodbye. Now that ended my experience with a great touch. All the venues were great, food terrific. Thank you!
Response from Host , Jun 2022
WINE & DINE ROLLING TOUR:
Love it when our guests make new friends on tour!
Thank you for sharing your EXCELLENT experience on TripAdvisor! We are so glad you thoroughly enjoyed tasting & ROLLING your way through St. Augustine with TTT and Tour Host, Corley.
We look forward to seeing you again real soon!!
Cheers!!
~ The TTT Team
Unique
Timothy_F
, Feb 2022
Unique, side street venues. Great food with different and new wines. The guide, Ginger, was very knowledgeable and helpful in introducing us to these places we would never I discovered on our own.
Response from Host , Jun 2022
WINE & DINE ROLLING TOUR:
We love taking our guests 'off the beaten path'!
Thank you for sharing your EXCELLENT experience on TripAdvisor! We are so glad you thoroughly enjoyed tasting & ROLLING your way through St. Augustine with TTT and Tour Host, Ginger.
We look forward to seeing you again real soon!!
Cheers!!
~ The TTT Team
Great evening trip
Charles_G
, Feb 2022
Rachael did a great job, we had two couples and two groups of ladies. The food was very good and the drinks were good too. We would recommend this tour to anyone!
Response from Host , Jun 2022
WINE & DINE ROLLING TOUR:
Sounds like a great group of guests!
Thank you for sharing your AMAZING experience and recommendation on TripAdvisor! We are so glad you thoroughly enjoyed tasting & ROLLING your way through St. Augustine with TTT and Tour Host, Rachael.
We look forward to seeing you again real soon!!
Cheers!!
~ The TTT Team
Will exceed any expectations you may have
Justin_R
, Feb 2022
What a wonderful time. Far exceeded my expectations. Our tour guide, Gary, was spectacular!! You could really tell that Gary loves his job and loves St. Augustine. The food at every stop was great and the wine was delicious. The atmosphere was incredible. My wife and I sat on the back on the cart and were given the task on being the backup camera for Gary…we had allot of fun with that. We met some great people and truly will remember this experience for years to come. Highly recommended!!
Response from Host , Jun 2022
WINE & DINE ROLLING TOUR:
'Far exceeded my expectations'! Love it! What a fantastic compliment!
Thank you for sharing your SPECTACULAR experience and recommendation on TripAdvisor! We are so glad you thoroughly enjoyed tasting & ROLLING your way through St. Augustine with TTT and Tour Host, Gary.
We look forward to seeing you again real soon!!
Cheers!!
~ The TTT Team
We perform checks on reviews
You can only submit a review or rating of an experience to Viator if you were the person who made the booking through Viator. Before publication, each review goes through an automated tracking system, which collects information for each of the following criteria: who, what, how, and when. If the system detects something that contradicts our publication criteria, the review is not published. When the system detects a problem with a review, it may be automatically rejected, sent to the reviewer for validation, or manually reviewed by our team of content specialists who work 24/7 to maintain the quality of the reviews on our site. In some cases, we will also send you an email asking you to validate your review before it is published. All you need to do is click on the link provided in the email. After publication, our team checks each review reported to it as not meeting our publication criteria. Tripadvisor reviews that appear on the Viator site are subject to the same checks and moderation processes as set out above. It is not necessary to have booked an experience through Viator (or Tripadvisor) to submit a review of an experience to the Tripadvisor site.
Why you are seeing these recommendations
Explore Similar Things to Do
Food ToursGolf Tours & Tee TimesWine TastingsHalf-day ToursWalking & Biking ToursFood, Wine & NightlifeOutdoor ActivitiesTours & SightseeingSt AugustineFood Tours - FloridaGolf Tours & Tee Times - FloridaWine Tastings - FloridaHalf-day Tours - FloridaFood Tours - JacksonvilleGolf Tours & Tee Times - JacksonvilleWine Tastings - JacksonvilleHalf-day Tours - JacksonvilleFood Tours - Daytona BeachGolf Tours & Tee Times - Daytona BeachWine Tastings - Daytona BeachHalf-day Tours - Daytona BeachCategory
Old Florida Museum Tours & TicketsFort Matanzas National Monument Tours & TicketsPotter's Wax Museum Tours & TicketsSpanish Military Hospital Museum Tours & TicketsMission Nombre de Dios Tours & TicketsRipley's Believe It or Not! St. Augustine Tours & TicketsSt. Augustine History Museum Tours & TicketsColonial Quarter Tours & TicketsMicro Masterpieces Art Gallery Tours & TicketsWorld Golf Hall of Fame IMAX Theater Tours & TicketsGonzález-Alvarez House (Oldest House Museum Complex) Tours & TicketsGovernor's House Cultural Center and Museum Tours & TicketsFather Miguel O'Reilly House Museum Tours & TicketsWorld Golf Hall of Fame Tours & TicketsSt. Augustine Old Jail Tours & TicketsMedieval Torture Museum Tours & TicketsSt. Augustine Alligator Farm Zoological Park Tours & TicketsOldest Wooden School House Tours & TicketsMemorial Presbyterian Church Tours & TicketsSt. Augustine Pirate and Treasure Museum Tours & Tickets
Why you are seeing these recommendations
Sorting, ranking, and search results
Viator wants to make your searches as relevant as possible. That’s why we offer many ways to help you find the right experiences for you.
On some pages, you can select how to sort the results we display and also use filter options to see only those search results that meet your chosen preferences. You’ll see explanations of what those sort options mean when you select them.
You’ll see some experiences with a “Promoted” badge, which means that the operators of those experiences have agreed to pay Viator more to have their experience highlighted.
If you see an Experience Award Winner label, the award is based on average review ratings, share of bookings with a review, and number of bookings through Viator over a 12-month period.
The importance of any one factor over any other in a sort order varies, and the balance is constantly being reviewed and adjusted. We’re always updating our systems and testing new ways to refine and improve your results to make them as relevant as possible to meet your needs.
On some pages, you can select how to sort the results we display and also use filter options to see only those search results that meet your chosen preferences. You’ll see explanations of what those sort options mean when you select them.
You’ll see some experiences with a “Promoted” badge, which means that the operators of those experiences have agreed to pay Viator more to have their experience highlighted.
If you see an Experience Award Winner label, the award is based on average review ratings, share of bookings with a review, and number of bookings through Viator over a 12-month period.
The importance of any one factor over any other in a sort order varies, and the balance is constantly being reviewed and adjusted. We’re always updating our systems and testing new ways to refine and improve your results to make them as relevant as possible to meet your needs.
Lowest Price Guarantee
We guarantee the lowest price on all 200,000+ experiences we sell. If you find the same product cheaper within three days of booking or while you're in your destination, we'll refund the difference.
It's Easy To Do