Tours/St Augustine/St. Augustine's Wine, Cocktail and Food Experience
Viator · group up to 8 pax

St. Augustine's Wine, Cocktail and Food Experience

5.0(1,381)St Augustine1 hour
VIATOR4.8(110)TRIPADVISOR5.0(1,271)

Description

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.

Tour Options

St. Augustine's Wine, Cocktail and Food Experience

Itinerary

Pass by

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.

5 min

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.

20 min

Enter through the Old City Gates, built in 1808. St. George Street is the backbone of St. Augustine's historic district.

Pass by

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.

10 min

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.

Pass by

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.

Pass by

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.

Highlights

Bottled water
Alcoholic Beverages
Lunch

What's included

Included
Bottled water
Alcoholic Beverages
Lunch
Not included
Gratuities

Traveller Ratings

5.0
1,381 reviews
5
1,349
4
19
3
4
2
3
1
6

Important Information

  • 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!

Reviews(1,381)

J
jaimesP7791RP
June 29, 2026
Hilarious and entertaining

Most entertaining and hilarious tour I have ever taken around the world. I thought I was in the Sopranos series. Garry is an amazing historian and host. Excellent experience!!!

2
210scottyw
June 29, 2026
Exceptional

Great personality and very knowledgeable of the area took us to some spots I have not been before and the history lesson was very good. I highly recommend this for the future.

S
sherleen2026
June 29, 2026
Fun

Excellent tour. I get to learn the history of St. Augustine while enjoying the tour and drinks.

R
romeroanny1109
June 29, 2026
Wonderful tour

Excellent that’s an amazing tour! We love it!!!

B
Braddock9
June 28, 2026
Great experience

What a wonderful experience! Russ was our guide…knowledgeable and so much fun! He truly loves what he does. The food and drinks were delicious. We loved the one restaurant so much we went back the next evening for dinner. Would highly recommend this tour especially with Russ ! My husband and I said later it was a great day! Thanks Russ for making it so enjoyable!

B
Brian_P
June 23, 2026
This is THE experience...

This is THE experience for first timers and returners to St. Augustine. Alex is THE man and knows his stuff.

O
O1318IJjessicat
June 21, 2026
Great way to spend the day

Russ really curated a fun experience for us. This tour was a really nice combination of everything, wine, food, cocktails, history, walking, art, and good conversation. Russ shared a lot of his personal favorite local spots and provided excellent recommendations. It was a really fun way to spend the afternoon! I would absolutely recommend it.

W
WendyT2450
June 12, 2026
Fantastic afternoon on St. Augustine.

Gary was great. Great knowledge and great stories. Enjoyed all the places we stopped. Food and drinks were awesome. Lot of history which we enjoyed.

M
Molly P
June 12, 2026
Truly Unique Tour

Garry 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!

D
Daydream56575418989
June 8, 2026
Garry is the best

Garry 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.

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