St. Augustine, FL: Wine and Dine Pairing Tour

If you’re looking to go beyond the usual sights and really get a taste of what makes St. Augustine special, the Wine and Dine Pairing Tour might just be what you need. This experience promises more than just a list of historic landmarks — it offers a laid-back journey through some of the city’s lesser-known culinary treasures, all while enjoying thoughtfully paired drinks and bites. Whether you’re a foodie, a wine lover, or simply someone who appreciates good company and good flavors, it’s worth considering.

What drew us in are a couple of key features. First, the relaxed ride in an electric vehicle means you can sit back and take in the sights without the usual hustle. Second, the delicious pairing of food and drinks at each stop suggests a carefully curated experience that’s more about quality than quantity. That said, a potential downside is that this is a fairly structured tour lasting just three hours — so if you’re looking for a deep dive into historic details, this might not be your best bet. But for those wanting to sample the city’s culinary scene in a fun, comfortable way, it’s a solid choice.

This tour is especially well-suited for travelers who appreciate good food and drink, enjoy exploring neighborhoods beyond the main tourist spots, and prefer a small, intimate group setting. Keep in mind, it’s not suitable for those under 21, and dietary restrictions need to be noted well in advance.

Key Points

• Comfortable transportation: Ride in an open-air electric vehicle that makes traveling between stops enjoyable.
• Variety of neighborhoods: Includes areas like Uptown, Anastasia Island, and Lincolnville, offering diverse local flavors.
• Expert-guided experience: Led by a fully licensed tour guide who can share insights and local knowledge.
• Culinary focus: Four or more stops featuring flat-out delicious food paired with wine, beer, or artisanal cocktails.
• Flexible booking: Cancel up to 24 hours in advance for a full refund, and keep plans flexible with the pay-later option.
• Limited group size: Small groups of up to 8 participants ensure an intimate and personalized experience.

You can check availability for your dates here:

A Closer Look at the Experience

The Itinerary and Stops

The tour’s strength lies in its progressive-style stops beyond the main historic district. You’ll cover areas like Uptown, Anastasia Island, and Lincolnville — neighborhoods that often fly under the radar but are full of local charm. Each venue is a hidden gem, and the experience emphasizes discovering these spots in a relaxed setting.

While the exact sequence can vary, each stop is a seated tasting experience that combines flavorful bites with perfectly matched drinks. Expect a range from savory starters to dessert-like treats, all designed to complement the drinks. The fact that each pairing is curated by professionals ensures you’ll get a balanced, enjoyable experience — no overpowering flavors here.

The Ride and Atmosphere

One of the tour’s biggest perks is the open-air electric vehicle. It’s a comfortable, eco-friendly way to hop between neighborhoods, making the journey part of the fun. We loved the way this adds a relaxed vibe, so you’re not rushing from place to place on foot or in a noisy bus. Instead, you can chat with your guide and fellow travelers, soaking in the sights and sounds of St. Augustine at a leisurely pace.

The Food and Drink

Food-wise, you can count on delicious tastings that showcase local flavors and culinary creativity. The pairing with wine, beer, or artisanal cocktails adds an extra layer, elevating each bite. Multiple reviews have highlighted the excellent wine selection and the delicious food and tapas, making this tour particularly appealing for those who enjoy thoughtful pairings and quality ingredients.

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Who’s This Tour Best For?

This experience is ideal if you’re someone who appreciates a curated, intimate setting. It’s perfect for foodies and drink enthusiasts, couples looking for a relaxed date, or small groups of friends wanting to explore new neighborhoods together. The tour’s focus on local cuisine and neighborhood discovery makes it less suited for those wanting a heavy dose of history or for families with children under 21.

The Price and Value

At $155 per person, the tour isn’t the cheapest around but considering the three-hour duration, guided experience, multiple stops, and expertly paired drinks, it’s a fair value. It’s essentially paying for a curated culinary journey with transportation included — which saves you the hassle of organizing multiple venues yourself.

Practical Tips

• Book in advance: The small group size means spots fill quickly.
• Be mindful of dietary restrictions: You need to give at least 24 hours’ notice for special dietary needs.
• Come prepared for weather: Tours run rain or shine, so bring an umbrella if needed (seating is mostly indoors but you’ll be strolling between venues).
• Meet on the steps of Grace United Methodist Church: Easy to find and a lovely starting point.

Final Thoughts

All in all, the St. Augustine Wine and Dine Pairing Tour offers a thoughtfully curated experience for anyone who loves discovering local flavors without the hassle of planning every detail. It’s a casual, engaging way to see neighborhoods beyond the usual, with the added bonus of excellent wine and food. The small-group setting ensures a cozy, personalized vibe, making it well-suited for couples, friends, or solo travelers who want a taste of St. Augustine’s culinary side.

While it may not satisfy those looking for a deep historical or cultural exploration, it excels at highlighting the city’s hidden culinary gems and offering a relaxed yet flavorful adventure. If that sounds appealing, it’s worth considering for your next visit.

Frequently Asked Questions

Is this tour suitable for people under 21?
No, this tour is not suitable for those under 21, as alcohol is served at each stop.

How long is the tour and when does it usually run?
It lasts about 3 hours and is usually available in the afternoon.

What’s included in the price?
You get delicious food tastings, wine, beer, or artisanal cocktails paired with each course, plus the guided transportation in an electric vehicle.

Can I cancel if my plans change?
Yes, you can cancel up to 24 hours in advance for a full refund, providing flexibility if your schedule shifts.

Is the tour accessible during any weather?
Yes, tours go out rain or shine. Most seating is indoors, but you’ll stroll between venues, so check the forecast and dress accordingly.

How many people are in each group?
The group is limited to 8 participants, ensuring a small, intimate experience.

What should I do if I have dietary restrictions?
You need to notify the tour provider at least 24 hours in advance. Last-minute requests cannot be accommodated, especially for restrictions like vegan, gluten-free, or dairy-free options.

If you’re eager to explore St. Augustine’s culinary scene in a relaxed, guided setting, this tour offers a delightful balance of good eats, drinks, and neighborhood charm. Just remember to book ahead, come prepared for the weather, and enjoy the flavorful ride.

You can check availability for your dates here: