St. Augustine's Wine, Cocktail and Food Experience
Overview
Available languages
3 hours 30 minutes
Mobile ticket
Ranked #8 in the U.S.A. on TripAdvisor, our award-winning Wine, Cocktail & Food Experience is the ultimate way to discover why St. Augustine was named Southern Living’s #1 Small Town Food City. In a relaxed, small-group setting, you’ll explore the city’s historic streets with a local guide who quickly becomes a new friend, stopping at some of our favorite restaurants, bars, and boutique spots along the way.
Indulge in handcrafted cocktails, boutique wines, and dishes worth talking about, carefully selected to highlight the best flavors this foodie city has to offer. Each stop is thoughtfully chosen to complement the next, creating a journey of taste, story, and history.
From savory bites to perfectly paired drinks, laughter to insider tips, this tour isn’t just about tasting, it’s about discovering the city through its flavors. By the end, you’ll understand why locals and visitors alike keep coming back.
Additional Info
Wheelchair accessible
Service animals allowed
Public transportation options are available nearby
Not recommended for travelers with spinal injuries
Not recommended for travelers with poor cardiovascular health
Travelers should have at least a moderate level of physical fitness
Please note that vegetarian, vegan, kosher, dairy allergies, sugar free or gluten-free restrictions will have a much more limited selection.
Non-alcoholic drinks available!
What To Expect
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.
Huguenot Cemetery
The Huguenot Cemetery in St. Augustine, Florida located across from the historic City Gate was a Protestant burial ground between the years 1821 and 1884. Prior to American occupation the Spanish city of St. Augustine was predominately Catholic and the only burial ground within the city, the Tolomato cemetery, was reserved for Catholics. Recognizing a need for a formal Protestant burial ground an area just outside the city gate was chosen by the new American administration in St. Augustine. The first burials occurred in 1821 just prior to a yellow fever epidemic which claimed the lives of a large numbers of the city's inhabitants.
Options
St. Augustine's Wine, Cocktail and Food Experience
What‘s Included
Bottled water
Alcoholic Beverages
Lunch
Gratuities
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
Reviews
1,376 reviews
Total reviews and rating from Viator & Tripadvisor
Fantastic afternoon on St. Augustine.
WendyT2450,Jun 12, 2026
- Review from Tripadvisor
5.00Gary was great. Great knowledge and great stories. Enjoyed all the places we stopped. Food and drinks were awesome. Lot of history which we enjoyed.
Truly Unique Tour
Molly P,Jun 12, 2026
- Review from Tripadvisor
5.00Garry provided a colorful overview of Saint Augustine history combined with personal anecdotes and stories. He also shared his poetry book with us. This is the best tour of Saint Augustine we have been on. We learned things we wouldn’t otherwise have learned and tried restaurants and wine bars that we would not have thought to try. Highly recommend!
Garry is the best
Daydream56575418989,Jun 8, 2026
- Review from Tripadvisor
5.00Garry was the best! We have done a couple of trolley tours before and tastings. This was the best of both worlds. We learned we laughed, we drank. We have been coming to St. Augustine for 30 years, we learned new things and were introduced to places we have never visited but will be back. Garry would be great to just hang out with on a random Tuesday. Great value great time.
Garry our guide was a...
Maria M,Jun 6, 2026
- Review from Viator
2.00Garry our guide was a character… Food was good Not really a full food tour where you try different small plates but mire of a lunch at different places in St Augustine Started with charcuterie board and wine I asked specifically for vegetarian option and that was handled well I also asked for beer for a guest which he denied guest because it was a “paid” option Then Bbq and dessert Garry is quite condescending and can be abrasive And doesn’t want to listen to his guests At the end of your tour he makes you do a review and makes you think about your tipping structure after he counts the tip All and all I would not do this tour again … sorry to say … and my guests were too polite to say it I was struck by the fact that he mentioned all the bad reviews and discounted them But those reviews were correct
Garry the Great
davidgN1778KC,Jun 6, 2026
- Review from Tripadvisor
5.00Great experience. Garry has a perfect blend of New York bluntness and southern charm. His knowledge on history of Saint Augustine and local cuisine are unmatched. The timing between meals was perfect.
Best of the best
Susan C,Jun 6, 2026
- Review from Tripadvisor
5.00This is the first time I’ve ever gone on a tour and had both factual knowledge and fun related conversation. It never stopped.
Great!
iamshana2017,Jun 5, 2026
- Review from Tripadvisor
5.00Garry was super nice and had great suggestions on the area, it was a very informative tour on the history of St Augustine. Make sure you come hungry because he will definitely feed you! Mojo bbq was delicious.
Garry is the best
Robert Y,Jun 5, 2026
- Review from Tripadvisor
5.00Garry was great, very entertaining and informative. Great food and learned a lot.
Great day in St Augustine.
kevinrD1838QO,Jun 4, 2026
- Review from Tripadvisor
5.00Great day! Gary was a great guide and had an excellent knowledge of St. Augustine and it's history. The food and drinks were amazing. Highly recommend you take this tour.
NSB golf group
Maria R,Jun 4, 2026
- Review from Tripadvisor
5.00Good tour Lots of food Garry is a “hoot”
Related Experiences
Operated by St. Augustine Experiences