🍷 The St. Augustine Wine and Dine Tour
A rolling celebration of flavor, history, and connection in downtown St. Augustine
If you’re looking for a way to experience St. Augustine that blends elevated dining, local wine, and unforgettable storytelling, The Tasting Tours Wine & Dine Tour delivers. Whether you’re celebrating a birthday, hosting out-of-town guests, or just craving a fresh perspective on the city, this guided tasting experience offers curated pairings, charming company, and a behind-the-scenes look at the best bites in town. It’s not just a tour—it’s a memory in motion.
🌟 Tour Highlights
- Visit 4 locally loved restaurants with curated food and wine pairings
- Ride in a breezy electric cart or enjoy a relaxed walking route
- Enjoy panoramic rooftop views, live music, and hidden gems
- Led by personable, knowledgeable guides who feel like old friends
- Perfect for couples, locals, and first-time visitors alike
🌟 What Made It Special
Every detail felt intentional—from the wine and cheese spread atop a cathedral with sweeping views, to the 90s playlist that set the tone for a fun, nostalgic ride.
Our guide didn’t just lead the way—she elevated the experience with charm, warmth, and intuitive pacing. Nothing was rushed, and every stop felt like a discovery.
💫 A Few Favorite Moments
Their thoughtful touch made a birthday celebration unforgettable. Our guides deep local knowledge and easygoing vibe made us feel instantly at home. We discovered new favorites for food, wine, and live music – without falling into tourist traps
Pairing goat cheese with honey on rustic bread while overlooking downtown was amazing as well as laughing with new friends over wine and stories in tucked-away spots we’d never have found on our own
💫 Why It Resonates
This tour speaks to anyone who wants more than just a meal—it’s about connection, discovery, and celebrating the city’s soul. Locals end up rediscovering their own backyard.
Visitors feel like insiders. And couples find a shared experience that lingers long after the last sip. It’s the kind of tour that makes you feel like you belong here.
It’s a tour that invites you to slow down, sip thoughtfully, and savor the moment.
🍽️ What’s Included
- Guided tasting tour with 4 stops
- Curated food and wine pairings at each location
- Electric cart ride or walking route
- Local guide with deep knowledge and great energy
- Rooftop views, music, and insider recommendations
📍 Logistics Snapshot
- Departure Point: Vilano Beach Pier
- Duration: Approximately 1.5 hours
- Price Range: $$
- Included: 6 wine tastings and light charcuterie skewers
- Group Size: Ideal for couples, small groups, and private parties
- Wildlife: Frequent dolphin sightings
- Best Timing: Sunset cruises (book early for golden hour)
🧭 Why We Recommend It
This tour nails the balance between indulgence and authenticity. It’s perfect for those who want to explore St. Augustine through its flavors, stories, and hidden gems. The guides are exceptional, the pacing is relaxed, and the pairings are thoughtfully chosen. Whether you’re a local in a rut or a visitor seeking something special, this tour delivers.
🔗 Ready to Plan Your Perfect Afternoon?
Ready to sip, savor, and see St. Augustine in a whole new light? Book your St. Augustine Wine & Dine Tour with The Tasting Tours and let the city surprise you—one bite, one glass, one story at a time.