A delightful way to explore America’s oldest city is with the Wine & Dine Tour, a three-hour adventure through the charming streets of St. Augustine. For $165 per person, you’ll hop into a quiet electric vehicle with a small group of fellow food and wine enthusiasts, visiting four to five local venues. Guides like Judi, Rachael, and Kimberly earn rave reviews for their friendly knowledge and engaging storytelling, making this more than just a tasting — it’s a flavorful, historic journey.
What we love most about this tour are the carefully curated stops at locally owned eateries and the personalized attention you get in a small group—limiting the tour to just 8 participants ensures your guide can really focus on you. Plus, the full food and wine pairings—which are substantial enough to serve as a meal—mean you won’t leave hungry. That said, one consideration to keep in mind is that this tour is for guests aged 21 and up, so families with children may need other options.
This experience suits travelers who want to combine culinary delights with cultural insights without the hassle of planning or walking long distances. If you enjoy learning about a city’s history while tasting its best in cozy, intimate settings, this tour hits the mark. It’s especially great for first-timers wanting a well-rounded taste of St. Augustine, or those celebrating special occasions with friends or a partner.
Key Points
- Small-group experience ensures personalized attention and a relaxed pace.
- All-inclusive food and wine pairings provide a full, satisfying meal in each venue.
- Comfortable electric vehicle transportation makes the city exploration smooth, even in hot weather.
- Knowledgeable guides like Judi, Rachael, and Kimberly make the history and food come alive.
- Historic sights pass by en route, adding cultural context between stops.
- Flexible options for alcohol or non-alcoholic drinks upon request.
A Detailed Look at the Wine & Dine Tour in St. Augustine
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Setting the Scene: A Classic Historic City and a Modern Twist
St. Augustine, founded in 1565, is the oldest European-established settlement in the United States. Its brick-lined streets and historic buildings are a traveler’s dream, and this tour offers a fresh way to experience it. Instead of walking or hopping on a bus, you’ll glide through the streets in an electric vehicle, giving you a quiet, eco-friendly way to soak in the scenery without fatigue.
You’ll start at 8 Carrera Street, where the adventure begins with anticipation. For just over three hours, your guide will lead you from venue to venue, sharing stories and insights about the city’s past—Flagler College, the Huguenot Cemetery, and other landmarks gently pass by in the background, adding a layer of context to your tasting journey.
What Makes This Tour Special?
Our favorite aspects are the intimate setting and the handpicked venues. The small group size (maximum 8) means more conversation, more attention from your guide, and a chance to ask questions about both the food and the city’s history. You’ll visit four to five venues, each offering local cuisine paired with wines or beers, with the option for non-alcoholic beverages. The stops are thoughtfully selected, ensuring each one offers something memorable—whether it’s a cozy neighborhood eatery or a unique wine cellar.
The Itinerary: From Historic Streets to Gourmet Bites
Stop 1: Neighborhood Foodie Spot
Your tour kicks off in a local neighborhood, where the focus is on authentic, locally loved dishes. Guests often praise the “delicious food and great service,” as one reviewer noted. The guide shares historical tidbits as you settle into your first tasting experience, setting a warm tone for the rest of the tour.
Stop 2: Historic Downtown Venue
Next, you’ll visit a venue with a bit of charm and history, perhaps a courtyard or a restaurant with a storied past. The food served here rivals a full meal, with generous servings and well-paired wines. Reviewers speak highly of the “amazing food and service,” emphasizing how the dishes are thoughtfully paired to enhance the flavors.
Stop 3: The Wine Cellar or Specialty Shop
One of the most praised stops is a unique wine cellar where staff are “knowledgeable about the wines,” offering tastings that highlight local and regional selections. Guests rave about this stop’s collection, calling it “really unique” and “worth every penny.”
Stops 4 & 5: Cozy Local Eateries
The final venues often include a dessert stop or a craft beer tasting, allowing you to round out the experience with sweet or savory bites. The food servings are described as “well thought out” and “generous,” nearly enough to make this tour a full lunch or dinner.
Transportation and Group Size
The electric vehicle provides a smooth, quiet ride, perfect for relaxing and taking in the sights. The small group size makes it easy to chat with your guide and fellow travelers, creating a friendly atmosphere. Most reviews highlight guides like Judi, Rachael, and Kimberly, who are described as “fun,” “knowledgeable,” and “enthusiastic,” really making the experience memorable.
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The Guide Experience
You’ll quickly realize the key to this tour’s success is the guides’ passion and knowledge. Donna called Scott “amazing,” and many reviews mention how guides “go out of their way” to make the tour special. Whether sharing the city’s history or recommending other local sites, guides like Judi and Rachael add depth and warmth to the tour.
Food & Wine: A Full-Bodied Experience
The full meal experience means you’ll indulge in food and wine pairings that are more than just samples—they’re substantial, often leaving guests full and satisfied. Some reviewers say the servings are “generous,” and the wines are “well paired,” enhancing the flavors of each dish.
Some guests appreciated the flexibility of requesting beer substitutions or non-alcoholic options, which is a thoughtful touch. The focus on local, often small-batch wines and the stories behind each selection elevate the tasting experience beyond just drinking.
The Value Proposition
At $165, this tour offers a well-rounded package of food, wine, transportation, and insight. Compared to dining out multiple times, the inclusive nature of the tour—covering four to five venues—makes it a good value. Guests consistently mention the “great food and drinks” and “knowledgeable guides” as the highlights, reinforcing that the experience is worth the price.
Accessibility and Considerations
Designed for guests 21 and older, the tour doesn’t accommodate children or infants, which makes sense given the alcohol focus. Also, participants should be prepared for most of the experience to last about three hours, and the tour might be affected by weather since it depends on good conditions for the electric vehicle.
Those with severe food allergies should note that special dietary requests cannot always be guaranteed, so if you have specific needs, it’s best to communicate ahead of time.
The Sum Up
The Wine & Dine Tour in St. Augustine provides a balanced mix of history, local flavor, and intimate storytelling. The small-group format, combined with expertly selected venues and knowledgeable guides, ensures a relaxed yet enriching experience. You’ll enjoy generous food servings, carefully paired wines, and scenic passing sights, making it ideal for those who want a taste of the city without the fuss of planning.
This tour is best suited for adults who appreciate good food and wine and are interested in learning about local culture in a comfortable setting. It’s especially fitting for couples celebrating a special occasion, first-time visitors eager to get acquainted, or anyone who loves a well-structured, enjoyable outing.
If you’re seeking a well-organized, tasty, and informative way to explore St. Augustine’s culinary landscape and history, this tour delivers on all counts. Be sure to book in advance — most travelers reserve about three weeks ahead — and prepare for a memorable day of flavors and stories.
FAQs
Is this tour suitable for wine enthusiasts?
Yes. The tour includes thoughtfully selected wines, with staff knowledgeable about their offerings. Guests often praise the wine cellar stop for its impressive collection.
How long does the tour last?
Approximately three hours, making it a manageable yet satisfying experience that balances sightseeing and tasting.
Are non-alcoholic beverages available?
Yes, upon request. The tour can accommodate non-alcoholic drink options, including soda or water.
What is included in the price?
All food and wine pairings at the four to five venues, private transportation, and the guided commentary are included. Tips are not included but appreciated.
Are children allowed on this tour?
No, the tour is for guests aged 21 and older only.
What if I have food allergies or dietary restrictions?
Severe food allergies should be communicated at the time of booking, but special dietary needs like vegan or gluten-free cannot always be guaranteed.
What is the meeting point?
The tour begins at 8 Carrera Street, St. Augustine, FL.
Is the tour wheelchair accessible?
This information isn’t explicitly provided, but the electric vehicle and small venues suggest some limitations. Contact the provider for specific accessibility questions.
Can I cancel if my plans change?
Yes, cancellations made at least 24 hours in advance are fully refundable. Cancellations within 24 hours are not refunded.
Embark on this unique journey through St. Augustine’s streets, flavors, and stories—a perfect way to spend a memorable afternoon in America’s oldest city.