Tours/St Augustine/Wine & Dine Pairing Tour (St. Augustine, Rolling)

Wine & Dine Pairing Tour (St. Augustine, Rolling)

4.9(268)St Augustine3 hours
VIATOR4.9(107)TRIPADVISOR4.9(161)
Wine & Dine Pairing Tour (St. Augustine, Rolling)
Wine & Dine Pairing Tour (St. Augustine, Rolling)
Wine & Dine Pairing Tour (St. Augustine, Rolling)
Wine & Dine Pairing Tour (St. Augustine, Rolling)
Wine & Dine Pairing Tour (St. Augustine, Rolling)
Wine & Dine Pairing Tour (St. Augustine, Rolling)
Wine & Dine Pairing Tour (St. Augustine, Rolling)
Wine & Dine Pairing Tour (St. Augustine, Rolling)
Wine & Dine Pairing Tour (St. Augustine, Rolling)
Wine & Dine Pairing Tour (St. Augustine, Rolling)
Wine & Dine Pairing Tour (St. Augustine, Rolling)
Wine & Dine Pairing Tour (St. Augustine, Rolling)
Wine & Dine Pairing Tour (St. Augustine, Rolling)
Wine & Dine Pairing Tour (St. Augustine, Rolling)
Wine & Dine Pairing Tour (St. Augustine, Rolling)

At a glance

Duration
3 hours
Price from
$155 / person
Location
St Augustine, United States
Rating
4.9 / 5 · 268 reviews
Languages
EN, ES
Group
Small group, up to 8
Cancellation
Free cancellation up to 24 hours before
Confirmation
Instant
Ticket
Mobile or paper ticket accepted
Operator
The Tasting Tours
Meeting point
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.

Description

A 'Progressive Style' Foodie Adventure (ROLLING): This unique food tour invites you to explore the vibrant neighborhoods BEYOND the historic core. Satisfy your appetite with four progressive style stops, each offering a seated tasting experience in one of our city’s hidden gems. From savory starters to sweet finishes, every course is paired with a boutique wine or artisanal cocktails. Bonus: arrive via the comfort of our chauffeured vehicle. Highlights: ELEVATED EXPERIENCE: Delve into St. Augustine's culinary scene with exclusive tastings at four (4) top-tier venues. LOCAL INSIGHT: Benefit from insider knowledge shared by a local culinary guide. CHAUFFEURED COMFORT: Explore the city's charm in comfort aboard our open-air electric vehicle. Note: Pairings are included. 24-HOUR ADVANCE NOTICE REQUIRED FOR ANY FOOD ALLERGIES. Age 21+ only. Sorry, NO pets of any kind. 4-person min to depart. Primary focus is on the culinary scene with a bit of history and sightseeing sprinkled in.

Schedule & prices

Runs
Wed, Thu, Fri, Sat, and Sun
Start times
1:30 PM, 4:00 PM, and 4:30 PM
Next available
Wed, Oct 7
Adult (ages 21+)
$155

Prices change with the date; the lowest is shown.

Out at sunset: the 4:00 PM departure is under way when the sun sets, around 6:50 PM in the coming weeks.

In demand: 9 of the next 40 departures are already sold out.

From the operator’s live schedule on Viator, checked Oct 6.

Tour Options

Wine & Dine Pairing Tour (St. Augustine, Rolling)

Itinerary

St. Augustine
Pass by

We offer local-neighborhood foodie tours and culinary adventures, entertaining everyone from lifelong locals to international visitors. Founded in 1565 by Spanish explorers, St. Augustine is the oldest continuously-inhabited European-established settlement in what is now the contiguous United States. Love historic cities? Then come explore the brick lined the streets and some of our favorite venues, in St. Augustine! Tour Includes: 3 hours of glorious food and wine pairings 4 to 5 fabulous venues Fully guided by a licensed and knowledgeable tour host Exciting, chauffeured city exploration on route to each amazing venue All-inclusive of food and wine (beer substitution available by request)

What's included

Included
Private transportation
Treat your taste buds to a feast that rivals a nice size lunch or dinner experience with pairings and dessert.
Alcoholic Beverages
Treat your taste buds to a feast that rivals a nice size lunch or dinner experience with pairings and dessert.
Not included
Tour Host gratuity
Sorry, NO pets of any kind are allowed.
21+ and older only (no children or infants)

Traveller Ratings

Reviews collected by Viator and Tripadvisor

4.9
268 reviews
5
250
4
9
3
4
2
2
1
3

How it compares in St Augustine

  • No. 31 by number of reviews among 202 tours in St Augustine

Excurgo comparison of 202 Viator tours, recalculated daily.

Important Information

  • Not recommended for travelers with poor cardiovascular health
  • Not recommended for pregnant travelers
  • Suitable for all physical fitness levels
  • 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.

Cancellation

For a full refund, cancel at least 24 hours before the scheduled departure time.

1+ days before100% refund
0–1 days before0% refund

Frequently asked questions

How long does Wine & Dine Pairing Tour (St. Augustine, Rolling) take?

Wine & Dine Pairing Tour (St. Augustine, Rolling) lasts about 3 hours. The itinerary has 1 stop.

How much does Wine & Dine Pairing Tour (St. Augustine, Rolling) cost?

Prices start at $155 per person for this St Augustine experience, booked through Viator with the price shown before checkout. There is 1 booking option, so the final price depends on the option you choose.

What days does Wine & Dine Pairing Tour (St. Augustine, Rolling) run?

According to the operator’s current schedule, it runs on Wednesdays, Thursdays, Fridays, Saturdays, and Sundays, starting at 1:30 PM, 4:00 PM, and 4:30 PM.

Does Wine & Dine Pairing Tour (St. Augustine, Rolling) sell out?

It can: 9 of the next 40 departures are already sold out, so booking ahead is a good idea.

Can I cancel Wine & Dine Pairing Tour (St. Augustine, Rolling) for free?

Yes. Cancel at least 1 day before the start for a full refund. Later cancellations are non-refundable.

Where does the tour start?

The meeting point is 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. Hotel pickup is not part of this experience.

What languages is Wine & Dine Pairing Tour (St. Augustine, Rolling) offered in?

The experience is available in EN, ES.

Is this a private or a group tour?

It is a small-group experience with a maximum of 8 participants.

Will my booking be confirmed immediately?

Yes, bookings are confirmed instantly.

Is Wine & Dine Pairing Tour (St. Augustine, Rolling) worth it?

Travellers rate it 4.9 out of 5 across 268 reviews on Viator and Tripadvisor; it is run by The Tasting Tours.

Reviews(268)

Reviews collected by Viator and Tripadvisor

4
45billied
August 21, 2026 · via Tripadvisor
St Augusrine wine and dine

If you are ever in St Augustine this is definitely something to book. Katie made our experience the highlight of our trip! Well worth the money. Kudos Katie for a wonderful time

1 people found this helpful
S
Steven_O
July 15, 2026 · via Viator
Anniversary trip

Amazing from Start to finish, Ira was fantastic. Every place we visited was awesome. This is a must when visiting St Augustine

Operator response

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!

R
Robin_I
July 7, 2026 · via Viator
Excellent

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!

Operator response

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!

G
Gsxrboy73
June 28, 2026 · via Tripadvisor
Good times had by all

My wife and I aren’t really into wine, but that didn’t matter. The food, cocktails and company made for a great time. Rob was an outstanding host and went out of his way to make everyone comfortable, and by the end, a St. Augustine history buff. Highly recommended!

Operator response

Thank you so much for the fantastic review! We love hearing that you had such a great time—even if wine isn't usually your thing! One of our goals is to create an experience that's about so much more than what's in your glass. Great food, handcrafted cocktails, fascinating history, and wonderful company all come together to make for a memorable afternoon. We're especially glad to hear that Rob made everyone feel welcome and comfortable. His passion for St. Augustine is contagious, and it's always fun to hear when guests leave with a newfound appreciation for the city's rich history. Thank you for your recommendation! We hope to welcome you and your wife back for another delicious adventure soon.

F
frankdU7849DR
May 29, 2026 · via Tripadvisor
Terrible people working in this venue

This trip was cancelled. The day prior to the event I contacted the venue and confirmed the event. They never said that it was short of customers. That evening at 5:45 thay sent a cancellation text. I called them to discuss but they just sighted policy and hung up the phone on me. Since my day was around this tour I was left without anything because at this late hour, I could not get in another tour. If they told me in the morning that there might be a problem, I could have cancelled and gone elsewhere. This is no respect for the customer and extremely poor customer service.

Operator response

Thank you for your feedback. We are sorry that we were unable to host your tour as planned. We would like to clarify a few details regarding the circumstances of this cancellation. Contact was made the day prior to your scheduled tour to advise that the experience had not yet met the stated minimum number of guests required for departure. As outlined in our booking terms, a minimum of four guests is required for our public tours to operate. We understand that the cancellation impacted plans you had arranged around the tour, and we certainly appreciate that this was disappointing. However, the tour did not meet the required minimum participation level, and we communicated this as soon as that determination was made. At that time, options were provided, including rescheduling, joining another available tour, or receiving a full refund, all in accordance with our published policies. We would also like to respectfully clarify that our customer service representative remained professional throughout the conversation. While we understand that emotions can run high when travel plans change unexpectedly, our team strives to treat every guest with courtesy and respect and expects the same courtesy in return. At no point do we intentionally disconnect calls with guests. Our representative's goal was simply to explain the available options and policies while assisting with a resolution. While we regret that the tour did not depart as scheduled, we appreciate the opportunity to clarify the facts surrounding the cancellation for future readers.

D
Debs332020
April 19, 2026 · via Tripadvisor
Enjoy St Augustine and all they have to offer!

I actually did two of their tours; one rolling (Mandy) and one strolling (Judi). The tours, guides, and venues were all awesome!

Operator response

Wow! TWO tours with us?! We love that! Thank you so much for sharing both experiences! We’re so glad you had an awesome time on both the rolling tour with Mandy and the strolling tour with Judi (with an “i”). They each bring their own unique style, and it’s great to hear you enjoyed both experiences, along with the venues along the way. We truly appreciate you joining us - twice! Hope to see you back again for round three 😉

T
Tara_K
April 18, 2026 · via Viator
Fun afternoon!

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!

Operator response

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

A
annbachman0
April 11, 2026 · via Tripadvisor
Extremely accommodating

Absolutely fabulous! All of the venues were delightful, the food and wine were great, the the tour guide was kind, professional, and knowledgeable. She went out of her way to ensure our comfort and to inform us about the history of St. Augustine.

Operator response

Thank you so much for the kind words - absolutely fabulous is what we LOVE to hear! We’re so glad you enjoyed all of the venues, along with the food and wine. It sounds like your tour guide truly took great care of you - being both attentive and knowledgeable is exactly what we strive for. We love that you were able to experience not just the flavors, but also the history of St. Augustine along the way. That combination is what makes the tour so special. We truly appreciate you joining us and hope to welcome you back again soon!

S
Susy_H
March 22, 2026 · via Viator
Great food tour....

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.

Operator response

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

C
ColetteKearns
March 22, 2026 · via Viator
Wine/ Foodie tour

Had a fantastic time..enjoyed each location especially the ice cream as our last stop.Mandy was fantastic

Operator response

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

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