Imagine wandering through the charming streets of St. Augustine, but instead of just soaking up the sights, you’re also indulging in a curated culinary adventure. That’s precisely what the St. Augustine, FL: Wine and Dine Pairing Tour offers—a delightful way to explore the city’s lesser-known neighborhoods while savoring incredible food and expertly paired drinks. We’re here to break down what makes this experience worthwhile, what to expect, and whether it’s a good fit for your travel plans.
What we love most about this tour is how it combines quality food, thoughtful drink pairings, and small-group intimacy. The fact that it takes you outside the usual tourist spots to explore areas like Uptown, Anastasia Island, and Lincolnville adds a layer of authenticity. Plus, the relaxing ride in an open-air electric vehicle makes the entire experience feel special without feeling rushed or crowded. One thing to consider is that it’s primarily an attraction for those 21 and over, so it’s not suitable for families with minors.
This tour is perfect for foodies and wine lovers seeking a relaxed, authentic taste of St. Augustine’s vibrant neighborhoods. Whether you’re a solo traveler, a couple, or a small group, it’s a fantastic way to enjoy a few hours of culinary discovery with a touch of local charm.
Good To Know

- Small group size ensures personalized attention and a cozy atmosphere.
- Progressive stops let you explore multiple neighborhoods beyond the historic district.
- Paired tastings of food and beverages highlight the city’s culinary creativity.
- Electric vehicle transportation offers a comfortable, eco-friendly way to tour.
- Flexible cancellation policy makes booking stress-free.
- Includes licensed guides who provide insight, despite the focus being on food rather than history.
What is the St. Augustine Wine and Dine Pairing Tour?

This experience offers a three-hour exploration of St. Augustine’s culinary scene, focusing on hidden gems outside the historic district. It’s designed to give guests a taste of local flavor through four or more progressive stops, each serving seated tastings of food paired with wine, beer, or artisanal cocktails. The leisurely ride in a chauffeured electric vehicle adds comfort and reduces walking fatigue, making it accessible for most.
Unlike typical tours that linger in one spot or focus solely on history, this activity emphasizes food and drink as the main storytelling tools. Guests are guided by fully licensed guides who not only lead the way but also share insights about each neighborhood’s vibe and culinary offerings.
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The Neighborhoods You’ll Discover

The tour ventures beyond the well-trodden historic district into places like Uptown, Anastasia Island, and Lincolnville. These neighborhoods are where local flavor thrives, with hidden cafes, boutique eateries, and local taverns that often fly under travelers’ radar. Expect to see a mix of vibrant streets, charming storefronts, and a lively atmosphere that reflects the city’s diverse culinary voices.
Detailed Breakdown of the Experience

Meeting Point and Start
Gather on the steps of the Grace United Methodist Church, a recognizable landmark that’s easy to find. The start time is typically in the afternoon, giving you a relaxed opportunity to settle in and meet your guide.
More Great Thing To Do NearbyThe Transportation
The electric vehicle is a highlight—not only for its eco-friendliness but also for how it allows guests to relax and enjoy the scenery without the fatigue of walking. With open-air seating, you’ll get a good view of your surroundings, making it easy to soak in the local colors and architecture between stops.
The Stops and Tastings
Each stop is carefully selected to offer a different facet of the local culinary scene. Guests can expect to enjoy delicious food paired with carefully chosen beverages, such as local wines, craft beers, or artisanal cocktails. As one reviewer mentioned, “The food was amazing, and the pairings showed real thought and care.”
While the itinerary is flexible, most participants enjoy a variety of bites—ranging from savory to decadent—designed to complement the drinks. Some venues are small and intimate, giving a sense of discovery, while others highlight local specialties.
The Food and Drink
Guests consistently praise the quality of the food and drink. Expect a balance of flavorful bites and thoughtfully curated pairings. One reviewer highlighted the “excellent wine selection paired with delicious tapas,” which they found both satisfying and educational. The focus isn’t just on taste but also on the story behind each pairing, adding depth to each experience.
Guides and Atmosphere
Your guide, often described as knowledgeable and friendly, will sprinkle in some local history and neighborhood insights. While this isn’t primarily a history tour, the guide’s commentary enriches the experience, giving context to the places you visit.
Value and Pricing
At $155 per person, this tour offers a comprehensive three-hour experience that covers multiple neighborhoods and includes at least four stops with seated tastings and drinks. Considering the quality of food, beverages, transportation, and guided service, many find this to be good value—especially if you’re seeking a relaxed, authentic taste of St. Augustine away from the busy tourist spots.
The fact that you don’t need to worry about parking or walking long distances adds to the value, making it accessible even if you have mobility concerns or prefer comfort.
Practical Tips and Considerations
- Book in advance as the small group size (limited to 8 participants) ensures a personalized experience.
- Arrive prepared for weather; while most seating is indoors, the open-air vehicle means you’ll want to check the forecast and bring an umbrella if necessary.
- Dietary restrictions need to be communicated 24 hours in advance; last-minute requests cannot be accommodated.
- Not suitable for those under 21—this is an adult-focused tour because of the alcohol pairings.
- Cancellation policy is flexible—cancel up to 24 hours in advance for a full refund, which offers peace of mind when planning.
Who Should Consider This Tour?
If you’re a food enthusiast or wine lover eager to explore beyond the typical tourist trail, this tour is a fantastic choice. It’s ideal for those who enjoy small, intimate groups and want to learn more about local flavors while relaxing in a comfortable setting. It also suits travelers who appreciate authentic neighborhood experiences over cookie-cutter attractions.
However, if you’re seeking a detailed history or prefer walking tours that focus solely on sightseeing, this might not be the best fit. Also, since the experience involves alcohol, it’s not suitable for minors or those who prefer non-alcoholic options.
The Sum Up

The St. Augustine Wine and Dine Pairing Tour offers a relaxed, curated glimpse into the city’s vibrant culinary neighborhoods. The combination of delicious food, thoughtfully paired drinks, and scenic transportation creates an enjoyable and authentic experience. It’s particularly well-suited for those who want to savor local flavors without the hassle of walking or navigating unfamiliar streets.
For travelers craving an adult-oriented activity that combines gastronomy and exploration, this tour hits the right notes. It’s a great way to connect with St. Augustine’s lesser-known side, discovering hidden gems with a small, friendly group and expert guidance.
If you value quality food, charming neighborhoods, and a relaxed pace, this experience could become a memorable highlight of your trip.
FAQ
Is this tour suitable for vegetarians or vegans?
The tour emphasizes local food and drink pairings, but it’s best to provide dietary restrictions 24 hours in advance. Last-minute requests for vegan or vegetarian options may not be accommodated.
Can I book this tour last minute?
Yes, but it’s recommended to book early due to limited spots—up to 8 participants—to ensure availability.
Is transportation included?
Yes, you’ll ride in a fully chauffeured electric vehicle between stops, adding comfort and a fun ride to the experience.
What is the typical duration?
The tour lasts approximately 3 hours, usually in the afternoon, perfect for a relaxed exploration.
Are the stops indoors or outdoors?
Most seating is indoors, but since the tour involves walking between venues, you should be prepared for some outdoor strolling.
Is gratuity included?
No, gratuity is not included. A tip of around 15% is customary, with 18-25% for exceptional service.
Is this experience suitable for non-drinkers?
Participants should be comfortable with alcohol, as each tasting involves wine, beer, or cocktails. Alternative non-alcoholic options aren’t specified.
Can children join the tour?
No, this tour is exclusively for guests 21 and over due to alcohol consumption.
What should I bring?
Bring weather-appropriate clothing, an umbrella if needed, and your appetite for delicious bites and drinks.
Is there a refund policy?
Yes, you can cancel up to 24 hours before the tour for a full refund, making it flexible in case your plans change.
This curated tour balances culinary discovery with relaxed comfort, making it an ideal way to experience St. Augustine’s dynamic neighborhoods and vibrant food scene. Whether you’re a local food lover or a visitor seeking authentic flavors, this experience is designed to leave you with tasty memories and a greater appreciation for the city’s hidden culinary treasures.
You can check if your dates are available here:More Wine Tours in St Augustine Florida
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