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.
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!
For a full refund, cancel at least 24 hours before the scheduled departure time.
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.
Bottled water
Alcoholic Beverages
Lunch
Gratuities
1,266 reviews
Total reviews and rating from Viator & Tripadvisor
Kristine Y,,Feb 22, 2026
- Review from Tripadvisor
We had a great time! All the food was very good and Gary was fun to hang with for the time. He gave us great recommendations and food to experience. We really enjoyed it all!
Roam00370649376,,Feb 22, 2026
- Review from Tripadvisor
Wonderful experience, excellent food and drinks, Gary was great!!
G2124FYandyp,,Feb 21, 2026
- Review from Tripadvisor
Gary was great!! Good fun- Great Spirit best part is Gary is great at stories(history) The tour was super interactive and inclusive. Great Food- Great Drink and Wonderfully interesting stories!

frangk11,,Feb 21, 2026
- Review from Tripadvisor
Had a blast with great food, drink and history
X2767LYjosephs,,Feb 21, 2026
- Review from Tripadvisor
Very fun tour to learn about things you don’t typically learn about St. Augustine! Go spend your afternoon with Gary!
Eric H,,Feb 20, 2026
- Review from Tripadvisor
Gary is a real character. Enjoyed his personalized insights. He really knows this town. Personalized and in-depth. Well worth it!
Escape49580730171,,Feb 20, 2026
- Review from Tripadvisor
Wow Gary was such an engaging tour guide. Very energetic, kept me entertained and every dish and drink i tried was fabulous!! Funny and such a great soul. I recommend this tour 10/10


donnasM8033SX,,Feb 19, 2026
- Review from Tripadvisor
The most authentic person I have ever met. He shared so much of his life honestly funny and someone I will remember forever The tour was amazing
ChiefBottleWasher8,,Feb 19, 2026
- Review from Tripadvisor
Anytime we are visiting a new city we try to book a walking tour and Garry’s tour nailed it. He struck a great balance between historian, tour guide, city advocate and storyteller.
wendykZ1819OW,,Feb 18, 2026
- Review from Tripadvisor
Fun afternoon of delicious food and drinks’

Operated by St. Augustine Experiences