St. Augustine’s Wine, Cocktail and Food Experience

If you’re planning a trip to St. Augustine and want a way to enjoy the city’s charm beyond its scenic streets and historic sites, a food, wine, and cocktail tour like this one might just be the perfect choice. We haven’t personally joined this tour, but based on the glowing reviews, it seems to offer a well-rounded mix of delicious bites, refreshing drinks, and fascinating stories.

What really catches our eye about this experience is how it combines the city’s history with its modern culinary scene—something that turns a simple stroll into a memorable outing. Plus, the fact that food and alcohol samples are included in the price makes it straightforward and stress-free. On the flip side, a potential consideration is the tour’s duration of about three and a half hours—which could be a lot if you’re not used to walking or have limited time.

This tour appears best suited for those who love discovering new places through their taste buds and are eager to learn about St. Augustine’s past while enjoying great food and drinks. Whether you’re a couple, a group of friends, or solo travelers, if you enjoy a relaxed pace with plenty of local flavor, this experience is worth considering.

Key Points

• Inclusive Tasting Experience: Food, wine, and cocktails are all included, so no need to worry about extra costs.
• History and Scenery: The guide shares interesting stories and points out historic sights along the way.
• Small Group Atmosphere: Tours are limited to 8 travelers, fostering a more personal and engaging experience.
• Prime Timing: Starting at 2:00 pm makes this a perfect afternoon activity, especially if you want to explore before or after.
• Diverse Stops: The itinerary mixes iconic landmarks with lesser-known gems, giving a well-rounded view of the city.
• Great Reviews: With a near-perfect rating of 5.0 based on over 1,000 reviews, this tour is clearly popular and well-loved.

This tour offers a compelling combination of history, culinary delights, and refreshing drinks. With a duration of roughly three and a half hours, it’s a nicely paced way to spend an afternoon in St. Augustine. The small group size, capped at 8 travelers, ensures a more intimate experience, where you can ask questions, get personalized attention, and feel part of a cozy group.

Starting Point and Timing

The tour kicks off at 57 Treasury Street at 2:00 pm, a convenient central location. It finishes near the historic Aviles Street, close to the Plaza de la Constitución, making it easy to continue exploring or head back to your accommodation afterward.

The Stops: Exploring the Sights and Flavors

1. Castillo de San Marcos
Your journey begins with a visit to this 17th-century fortification—America’s oldest masonry fort. This site is more than just a photo op; it frames the city’s colonial history and offers insights into the Spanish presence that shaped the area. While no admission fee is required for the tour, you’ll likely appreciate the chance to see this iconic structure up close and learn about its significance from your guide.

2. Huguenot Cemetery
Next, you’ll visit this small but historically important Protestant burial ground from the 19th century. The site stands out because of its importance in the city’s religious history, and it offers a quiet moment to reflect on the diverse communities that have inhabited St. Augustine. Reviews note that it’s a quick stop—only about five minutes—but one that adds depth to the city’s story.

3. St. George Street
Walking through this bustling historic street, you’ll experience the lively heartbeat of Old St. Augustine. Built through the Old City Gates (built in 1808), it’s the city’s main artery, lined with shops, cafes, and historic sites. Your guide will point out architectural details and share stories about the city’s development, making it more than just window shopping.

4. St. Photios Greek Orthodox National Shrine
Just a few steps away from the main street, this shrine highlights the city’s Greek roots, dating back to 1768. A fascinating cultural stop, it adds a layer of multicultural history to your walk.

5. Plaza de la Constitución
This historic park is the heart of downtown, laid out in accordance with Spanish colonial design principles. It’s a lively spot where you can soak in the ambiance and appreciate the surrounding landmarks like The Government House and the Cathedral Basilica. The reviews mention that this area was intentionally designed to be a focal point—an ideal place to pause and take in the scenery.

6. Cathedral Basilica of St. Augustine
Built between 1793 and 1797, this is the oldest Christian congregation in the contiguous U.S. and a true architectural gem. The guide shares details about its construction and importance, enriching your understanding of the city’s spiritual history.

7. Government House
Overlooking the harbor, this building stands as a reminder of the city’s colonial and territorial governance. It’s a significant historical site, with origins dating back to 1598, serving various roles over the centuries, including courthouse and briefly, the Florida Territory’s Capitol.

Sampling the Flavors: Food, Wine, and Cocktails

What sets this tour apart is the culinary component. At each stop, you’ll sample a variety of food and drinks—from local wines and craft cocktails to regional bites. The reviews rave about the quality of the food and the wide selection of beverages. One reviewer noted, “The food and wine tour with Garry was amazing,” highlighting the standout quality of both.

It’s worth mentioning that all samples are included in the tour price, which is a great deal. You won’t find hidden costs as you enjoy your tastings, and the selection appears to be thoughtfully curated to showcase local flavors.

The Guide and Group Dynamics

Multiple reviews mention Garry and Russ as guides who are knowledgeable, engaging, and fun. They don’t just recite facts; they tell stories and share insights that make the experience lively. One reviewer said, “Garry is a storyteller and made the tour extraordinary,” emphasizing how much personality and expertise make a difference.

The small group format (max 8 participants) encourages interaction and makes it more personal. Many reviewers appreciated this, stating that the guides’ humor, stories, and attentiveness made the tour memorable.

Overall Value

For $154 per person, you’re getting more than just a sightseeing tour—you’re experiencing a curated journey of history, food, and drink in one package. The inclusion of lunch, beverages, and guided storytelling makes it worth the price, especially considering the high praise from past travelers who emphasize its quality and the expert guidance.

This experience is perfect for travelers who enjoy learning about a city’s past through its architecture and stories while indulging in local flavors. It’s especially suitable for those who prefer small group tours with personal attention and high-quality tastings. If you’re a foodie or a history buff—this tour ticks both boxes.

While not explicitly aimed at families, it’s a flexible choice for mature travelers or groups of friends looking for a fun, engaging way to explore. If you’re wondering whether this tour is too fast-paced or a bit lengthy, it’s worth noting that reviews describe it as well-paced and enjoyable.

If you’re someone who appreciates authentic local eats paired with intriguing stories about historic sites, this tour offers a nice balance of both. It’s a laid-back yet informative way to see some of St. Augustine’s most iconic spots without feeling rushed or overwhelmed. The small group setting makes it ideal for those wanting a more personal experience, and the excellent reviews suggest it delivers on its promises.

However, if you’re not a fan of walking or prefer more leisurely, less structured activities, you might want to consider your pace. The tour’s focus on cultural and culinary discovery makes it especially appealing for those eager to get a taste of the city’s diverse heritage and flavors.

All in all, this experience looks like a tasty, storytelling-packed way to spend an afternoon in St. Augustine—perfect for history lovers, foodies, or anyone wanting to see the city from a different perspective.

Is there any age restriction for this tour?
While there’s no specific mention of age restrictions, the tour includes alcohol sampling, so it’s primarily suited for adults. Children or minors might not find the alcohol component appropriate, but the historical stops can still be interesting for all ages.

How long does the tour last?
The experience lasts approximately 3 hours and 30 minutes, starting at 2:00 pm and ending near Aviles Street. It’s a comfortable timeframe for an afternoon outing.

Are dietary restrictions accommodated?
A vegetarian option is available if advised at booking. However, the tour cannot accommodate vegan, kosher, nut allergies, dairy-free, or gluten-free diets.

What’s included in the price?
All food and alcohol samples, bottled water, and lunch are included. You won’t have to worry about extra charges for tastings.

Is the tour walkable and easy to follow?
Yes, it’s a walking tour with stops at key historic sites. The pace is described as enjoyable, and the guide provides insights along the way.

Can I cancel if I change my mind?
Yes, free cancellation is possible up to 24 hours before the tour. Cancellations less than 24 hours in advance aren’t refunded.

Is it suitable for solo travelers?
Absolutely. With small groups and a friendly guide, solo travelers often find this tour welcoming and engaging.

Whether you’re a first-time visitor or a seasoned traveler, this St. Augustine food and drink tour offers a delightful mix of history, scenery, and flavors that many rave about. It’s a relaxed but enriching way to explore one of America’s oldest cities, especially if you love sharing good times over a glass of wine or a tasty bite.