If you’re considering a food and wine adventure in St. Augustine, the Wine & Dine Tour might be just what you’re looking for. While I haven’t personally taken this tour, the glowing reviews and detailed descriptions suggest it’s a well-rounded experience that combines great eats, local wines, and a dose of history—all in just a few hours. It’s especially appealing if you enjoy exploring new cities through their culinary scene and want a guided, relaxed way to see the sights.
What really stands out about this tour is the way it pairs local cuisine with tasty wines in a small, intimate group. Plus, the fact that it’s fully guided by knowledgeable hosts who know their city well makes it feel personal and engaging. On the flip side, keep in mind that this is an adults-only experience—no kids or pets—and it’s best suited for those who enjoy wine or want to try a variety of local flavors in one outing.
If you’re after a fun, educational, and delicious overview of St. Augustine’s vibrant food scene combined with some sightseeing, this tour could be a perfect choice. It’s a wonderful way to relax, taste, and learn, especially if you’re a big fan of wine and good food. Now, let’s unpack what makes this experience so popular, and what you might want to consider before booking.
Key Points

- Small group size means more personalized attention from your guide.
- All food and wine pairings are included, providing a full meal experience.
- The tour explores locally owned venues, giving you an authentic taste of St. Augustine.
- It offers a chauffeured city exploration in an electric vehicle, passing historic landmarks.
- The experience is fully guided by a licensed, knowledgeable host.
- Designed for 21+ adults, perfect for wine lovers or those wanting a culinary introduction.
The Essence of the Tour: A Guided Food and Wine Journey

This 3-hour tour in the historic heart of St. Augustine is designed for those who love good food, quality wine, and a touch of local history. The tour takes you across 4 to 5 carefully selected venues, each offering a different taste and ambiance. It’s a full-flavored experience that combines culinary delights and social learning, all while passing some of the city’s most iconic sights like Flagler College and the Huguenot Cemetery.
One thing we love about this experience is how all-inclusive it is. Expect full meals with wine pairings at each stop, which means you won’t need to worry about additional costs. Plus, if wine isn’t your thing, there’s the option for beer substitution upon request, showing the flexibility of the experience.
The small group format (max 8 travelers) enhances the experience, fostering more interaction with your guide and fellow guests. Guests consistently mention how guides like Judi, Mandy, Rachael, and Kimberly bring a lot of personality and local knowledge, making each tour feel special and tailored.
Planning more time in St Augustine? We've covered other experiences worth considering.
An Itinerary Packed with Charm and Flavor
The tour kicks off at 8 Carrera St, where your host greets you and introduces the adventure. From there, you’ll hop into a chauffeured electric vehicle, which is not only eco-friendly but also a comfy way to get around—especially under Florida’s sun or occasional heat.
Stops and Highlights
Historic Streets and Landmarks
While the main focus is on food and wine, passing Flagler College, the Huguenot Cemetery, and other sights helps you connect the dots of the city’s deep past. Many reviews mention how the guides point out interesting facts and hidden stories, making the sightseeing part more engaging.
Venue Variety
Each venue is chosen for its local charm and quality. Guests rave about the delicious food—serving portions comparable to a full lunch or dinner—and the generous wine pairings. One reviewer noted that the stops “were well thought out” and that the servings “were delicious and generous,” making the experience feel like a satisfying meal rather than just a tasting.
Food and Drink
Expect a feast that rivals a sit-down dinner, with carefully curated pairings that complement each dish. Desserts are included, capping off the experience sweetly. All food and wine are included in the price, which adds to the perceived value—especially since reviews regularly mention the quality and variety of what’s offered.
Host and Group Dynamics
Guests consistently praise guides like Judi, Jessica, Rachael, and Kimberly for their knowledge, warm personalities, and enthusiasm. One review even mentions how Jessica ended a tour singing—a fun touch that leaves a lasting impression.
Price and Value

At $165 per person, this tour offers quite a bit. Considering all food, wine, transportation, and the personalized guidance, it feels like good value. Some reviews highlight how the experience exceeds expectations, with one stating it’s “worth every penny.” For those interested in food and wine, it’s a comprehensive way to enjoy a city’s flavors without the hassle of planning each stop individually.
Who Is This Tour Best For?

This experience is ideal if you’re adults who love wine, good food, and a relaxed pace. It’s perfect for couples celebrating a special occasion, friends looking for a fun outing, or travelers keen to learn about St. Augustine in a social setting. Keep in mind, kids and pets are not allowed, so it’s best for those 21 and over.
If you prefer a more active or historical-focused tour, you might find this a bit light on the history, but for those who enjoy a culinary adventure combined with sightseeing, this tour hits the mark.
The Itinerary in Detail

Start at 8 Carrera St:
You’ll meet your guide, who will brief you on what to expect and introduce your electric vehicle. The small group size and personalized service make it easy to ask questions and get recommendations.
First Venue:
Many reviews mention that the first stop sets the tone—delivering delicious food and well-paired wines. The guide’s local insight makes each venue feel authentic.
Subsequent Stops:
Each venue offers a different ambiance and specialty, like a cozy restaurant or a boutique wine cellar. Guests note that the portions are substantial—more than just tasting samples—and that the pairings are thoughtfully curated.
Passing landmarks:
Between stops, your guide shares tidbits about St. Augustine’s history and highlights landmarks like Flagler College and the Huguenot Cemetery, enriching your understanding of the city’s past.
Dessert and Farewell:
The tour wraps up back at the starting point with a sweet treat and a final sip of wine, leaving you full and satisfied.
Authentic Insights from Guests

According to reviews, guides like Judi, Rachael, Kimberly, and Mandy make a significant difference. Guests rave about how knowledgeable and personable they are—making the experience more memorable. One reviewer said, “Judi was very fun and knowledgeable,” emphasizing how the guide’s personality adds a lot of value.
Another commented, “Our guide Scott was amazing,” highlighting that great guides elevate the experience beyond just good food.
Guests also appreciate the well-curated venues and generous servings, often comparing the experience favorably to a full meal. Several mention that they’d love to return and request the same guide, which speaks to the consistency of quality.
Practical Tips for Booking

- Book in advance—most travelers schedule about 3-4 weeks ahead, especially during peak seasons.
- Arrive on time at the meeting point to avoid missing the initial introduction.
- Consider dietary restrictions: all food and wine are included, but note the no vegan, kosher, or gluten-free accommodations are guaranteed.
- Bring your ID: 21+ only, no exceptions.
- Tip your guide—it’s customary and appreciated for their hard work.
Final Thoughts: Who Will Love This Experience?

This Wine & Dine Tour offers a wonderful blend of local gastronomy, engaging guides, and scenic city views. It’s especially suited for adults who enjoy sampling wine, exploring culinary scenes, and learning about local culture in a relaxed setting. If you’re in St. Augustine and want to combine your love of good food with a touch of sightseeing, this tour is a reliable choice that consistently receives top marks.
While it’s not aimed at those seeking a deep dive into history or family-friendly activities, it’s an ideal outing for couples, groups of friends, or solo travelers eager for a taste of the city’s best bites paired with fine wines.
Wine & Dine Tour (St. Augustine)
“Seamless from the booking to the actual tour . The tour itself and our guide Scott were amazing. Delicious food and drinks, great history and co…”
FAQs
Is this tour suitable for children?
No, this tour is for 21+ adults only, as it involves alcohol consumption and is designed for mature guests.
Can I request a different type of beverage?
Yes, beer substitutes are available upon request, but all other dietary accommodations like vegan or gluten-free are not guaranteed.
How long does the tour last?
It runs for approximately 3 hours, including multiple venue stops and sightseeing.
Where does the tour start and end?
It begins at 8 Carrera St and ends back at the same spot, making it easy to plan your day.
What’s included in the price?
All food, wine pairings, and private transportation are included, providing a full meal experience without extra costs.
How far in advance should I book?
Most guests book about 24 days in advance, as the tour is popular and fills up quickly.
In summary, the Wine & Dine Tour in St. Augustine offers a carefully curated, enjoyable way to sample the city’s flavors and sights. With knowledgeable guides, plentiful tastings, and an intimate group setting, it’s a memorable experience for those who love food and wine and want an authentic taste of this historic city.
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