St. Augustine's Wine, Cocktail and Food Experience
Overview
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.
Gallery
What's Included
✓ Included
- Bottled water
- Alcoholic Beverages
- Lunch
✗ Not Included
- Gratuities
Itinerary
1
Stop 1
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.
2
Stop 2
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.
3
Stop 3
Enter through the Old City Gates, built in 1808. St. George Street is the backbone of St. Augustine's historic district.
4
Stop 4
Just steps from St. Augustine’s historic city gates at St. George Street, the St. Photios Greek Orthodox National Shrine, an institution of the Greek Orthodox Archdiocese of America, is dedicated to the first colony of Greek people who came to America in 1768.
5
Stop 5
Historic park in the center of downtown St. Augustine. The original city plan was built out from this location. It is bordered by The Government House, the Cathedral Basilica, and the Bridge of Lions and Matanzas Bay. Spain's 1573 Law of the Indies, Leyes de los Indies, specified that colonial town plans set aside such a plaza for government, church and public use. Along coasts, plazas were to begin at the waterfront - to see and to be seen.
6
Stop 6
The Cathedral Basilica of St. Augustine is a historic cathedral in St. Augustine, Florida, and the seat of the Catholic Bishop of St. Augustine. Constructed over five years (1793–1797), it was designated a U.S. National Historic Landmark on April 15, 1970. Its congregation, established in 1565, is the oldest Christian congregation in the contiguous United States.
7
Stop 7
Government House dominates the west end of the Town Plaza, a unique Spanish land use component lying within a National Historic Landmark District. Along coasts, plazas were to begin at the waterfront - to see and to be seen. Since 1598, a government building has stood on this site with a view of the harbor landing, accommodating administrative headquarters and residences of colonial governors appointed by the Crowns of Spain, then Britain, then Spain again. After Spain ceded Florida to the United States in 1821, this current Government House served as a courthouse and briefly as a Capitol of the new Territory of Florida.
Meeting & End Point
📍
Meeting Point
Meet outside Casa de Vino 57
There is no parking at the meeting location; guests may use hourly street parking on the Plaza or at 79–99 Granada St, or flat-fee parking at 5 Artillery Lane or the Historic Garage at 1 Cordova St (15-min walk).
🏁
End Point
The tour finishes within 2 blocks of the Plaza de la Constitución.
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Good to Know
- 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!
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