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
(985 Ratings)
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1 star
U6225slcraigw
Feb 16, 2025
This really is the best tour in the world! - This is by far the best food/wine/cocktail/history tour I've ever taken. Went with my wife and adult children over Valentines Day weekend. Gary was an amazing host! He has carefully and thoughtfully curated the best food, wine, and craft cocktail venues in town, and as we strolled through old town from venue to venue, he regaled us with the history of the town, in a conversational, off-beat, and really fun way. Gary is a character in the best possible sense, and even will dip into stories of his own that somehow, someway related to the history, archaeology, and culture of the historical St. Augustine, as well as the present St. Augustine, as we strolled along. Some tips: show up hungry and plan to skip dinner if your tour is late-afternoon. The food is amazing and there's alot of it! For parking, your best bet is to stay at an Airbnb or VRBO that's within walking distance of the old city. If not, plan on parking just outside of town at one of the tram services, and take their free shuttle - you'll pay for the tram but it will be worth it. If you MUST try to park nearby the meeting space, show up in the morning to find a spot. If you wait until just before the tour, you'll be out of luck. In any case, you'll receive calls and texts to help you out the day of the tour - these guys are pros and won't let you down. My highest recommendation for this amazing tour. You'll learn alot about the city, you'll eat and drink the best the city has to offer, and really enjoy yourself during this great tour!
Review provided by Tripadvisor
I9538ckmelissap
Feb 14, 2025
The best tour!! - Garry is the best! Knowledgeable, funny, frank, and very entertaining. He made our friend’s day out so fun and enjoyable and we learned so much about the people, favorite local spots and amazing food and drinks. Highly recommend!!
Review provided by Tripadvisor
Stay31875206348
Feb 14, 2025
Great way to start your visit to St Augustine - This tour was the best! Gary was full of great information and was a funny, engaging guide. This was the best way to start our time in St Augustine and to celebrate our Galentine’s Day!
Review provided by Tripadvisor
Resort38282514779
Feb 13, 2025
St Augustine food and wine tour. - The tour was excellent. The food and wine choices were great. Gary has a lot of knowledge about the history of St Augustine. You will not be disappointed.
Review provided by Tripadvisor
Kathyty1171cg
Feb 10, 2025
Spend an afternoon in St. Augustine sampling food and beverages at several area resataurants! - It was a very enjoyable tour. My husband and I were the only participants. We enjoyed our tour guide, Alex, who was very knowledgeable about St, .Augustine. Alex gave us useful information on the area and suggestions for future travel. This walking tour had a total of 4 stops and we enjoyed the food items featured at each stop. The amount of walking was very doable. Wines were sampled at one stop, and cocktails at 2 other stops. The personal attention that Alex gave us, as well as a prompt follow up email with additional suggestions, was excellent.
Review provided by Tripadvisor
357kirstinr
Feb 8, 2025
Food and cocktail tour - Great drinks! Great food! Great host! Garry was great and took us on a tour all over St Augustine. Couldn’t ask for a better experience!
Review provided by Tripadvisor
Chelsea_b
Feb 2, 2025
Excellent Tour! - Russ was very informative, funny and did an excellent job in telling the history of St. Augustine. Each stop was different from the last. Great food, great drinks, great people to spend an afternoon with. Would recommend!!!
Review provided by Viator
Kmcampagna
Jan 31, 2025
Fun and delicious tour - Great food tour. The drinks were full size not samples and were wonderful . The food was filling and delicious. Garry was a fun tour guide with plenty of interesting facts and stories about St Augustine. You can tell he loves this city. I would highly recommend this tour.
Review provided by Tripadvisor
Madi379
Jan 31, 2025
Best tour I've ever been on! - Garry was by far the most interesting, knowledgeable and funny guide I've ever experienced! He was extremely engaged, kept everything interesting and he had so many stories for all of the places we went to. Make sure you come hungry and ready to drink! All the food and drinks were phenomenal! Definitely glad we booked with him.
Review provided by Tripadvisor
120estefanig
Jan 31, 2025
Great Experience. Highly recommend! - The tour was amazing! The tour guide Garry was AWESOME! He knew his history and was fun! Food and drinks were delicious! Definitely worth your time!
Review provided by Tripadvisor
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