The Perfect Pairing Experience: Wine, Cocktails, Food

The quintessential pairing adventure combines wine, mixed drinks, cuisine, and historical knowledge for a superb afternoon with your nearest and dearest. Enjoy the scenic streets and buildings as you enjoy vibrant libations, indulge in cheese & charcuterie, and sample dishes born from our chefs’ expeditions.

Duration: 3 hours, 30 minutes
Cancellation: 24 hours
Highlights
  • Castillo de San Marcos National Monument - See this historic fortification built in the 17th century. The oldest masonry fort in the continental United States, the Castillo de San Marcos is a large Spanish stone fortress built to protect and defend Spain’s claims in the New World. It’s a National Monument and, at 325 years old, it’s the oldest structure in St. Augustine.
What's Included
  • Bottled water
  • Lunch
  • Alcoholic Beverages
What's Not Included
  • Gratuities
Additional Information
  • Vegetarian option is available, please advise at time of booking if required. Any other dietary needs cannot be accommodated on this tour (no vegan, kosher, nut allergies, dairy free or gluten-free diets)
Location
57 Treasury St
Treasury Street
Please enter the courtyard of Casa de Vino 57 and come to the bar.
Cancellation Policy

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

Customer Ratings
5.0
(1102 Ratings)
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W1178yjjennifers
Jul 12, 2025
Experience not to be missed - Spent and amazing day with Gary in St. Augusting! His tour is informative and fun filled with fantastic food, stories and drinks. If you do nothing else in St. Augustine do this tour! You will not regret it.
Review provided by Tripadvisor
Alexandriar604
Jul 10, 2025
The Garry Tour of St. Augustine!!! - Amazing tour with Garry! If you have some time to explore St. Augustine, do it with him as your guide. Between the food, drinks, personal stories, and history, you'll leave the tour feeling more appreciative of the city as well as being happy for him being your guide.
Review provided by Tripadvisor
760lashac
Jul 5, 2025
The "Gary" Tour - I have been on about a dozen food tours and this is by far in the top 3. Gary is an excellent tour guide! His knowledge on the history of St. Augustine mixed with his sense of humor made for a very pleasurable afternoon.
Review provided by Tripadvisor
Zvjezdan
Jul 5, 2025
Direct, Funny, and Informative - Garry is just as the title says. He's direct, funny, and informative. Some might be taken back by his New York Style, but he's very informative. I'd recommend it. He knows some things that others don't..
Review provided by Tripadvisor
Alissab392
Jul 5, 2025
Great experience - Great experience!! Gary did a great job on the tour. He is very down to earth which made it even more memorable. I even got a wine for my wedding day!
Review provided by Tripadvisor
Kristy
Jul 5, 2025
Fun and tasty - Garry was larger-than-life and lots of fun. Great food and wine choices, that we wouldn’t have found otherwise. The Brie was to die for! They even accommodated my pescatarian husband :). Fun group of people, great time, worth the price tag. :)
Review provided by Tripadvisor
L6662akjayb
Jun 27, 2025
We had a great time. Gary was on point with timely events and jokes along the way. He was professional and outgoing. - The trip was a smash with pilot Gary. We enjoyed the conversations and stories along the journey. We would love to fly with Gary again for another
Review provided by Tripadvisor
Q1342oojenniferm
Jun 27, 2025
A must tour for St. Augustine! - Garry was a fantastic guide!! This is a must!! We enjoyed the stories, the history and the humor. Garry introduced to us drinks and food of St. Augustine that we would have not known about. All were amazing!!
Review provided by Tripadvisor
B2485qgmarkm
Jun 27, 2025
Outstanding! - This was a great way to start a long weekend! Garry was outstanding and very knowledgeable about St. Augustine’s history! Great food and drinks along the way. Will definitely reach out to Garry when we visit again in the future! Thank you Garry for the great outing.
Review provided by Tripadvisor
Eric
Jun 27, 2025
Food walking tour review - Garry was a fabulous tour guide! Very knowledgeable and fun. He was very personable and friendly. Took us to great local spots in St. Augustine.
Review provided by Tripadvisor
From $159
up to 8 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).