St. Augustine stands out as a prime destination for wine lovers seeking more than just a glass — here, history and flavor blend seamlessly. Its charming streets, historic sites, and vibrant culinary scene make it a natural fit for wine tours that combine culture, scenery, and delicious sips. Whether you’re interested in a personalized mobile tasting experience or a comprehensive food and cocktail crawl, the options are diverse and engaging.
In this guide, we’ll explore the two best wine tours in St. Augustine, highlighting what makes each unique. From the intimate Mobile Wine Tasting and Food Pairing Tour offering curated tastings in a quiet, eco-friendly vehicle, to the lively Wine, Cocktail, and Food Experience that pairs food with historic sights, you’ll find detailed insights to help you choose. We’ll look at what each tour includes, the highlights, reviews, and who they’re best suited for—so you can pick the perfect way to indulge.
Quick Overview
This guide features two standout options: one focuses on a private, chauffeur-guided wine tasting with gourmet food pairings, ideal for a relaxed, personalized experience; the other offers a group-led food and cocktail tour blending historic sights with tastings from local eateries. Both deliver a taste of St. Augustine’s vibrant palate but cater to different preferences and styles of touring.
1. Mobile Wine Tasting and Food Pairing Tour St. Augustine
The Mobile Wine Tasting and Food Pairing Tour offers an intimate way to explore St. Augustine’s flavors in just 2 to 3 hours. For $129 per person, this tour provides a chauffeured, eco-friendly vehicle that glides through historic streets while you indulge in curated wine tastings paired with gourmet bites. It’s perfect for those who want a relaxed yet educational experience with small groups, often limited to a few guests, which ensures personalized attention.
What makes this tour stand out is the combination of scenic driving, curated wine selections, and food pairings that enhance each sip. The experienced guides are passionate about both the local history and the wines they pour, making it more than just a tasting — it’s a mini adventure. Recent reviews praise the guides’ warmth and knowledge, with one guest noting, “I had a wonderful time learning about St. Augustine’s history while enjoying ice cream drinks and magic tricks.” The tour is designed for wine novices and enthusiasts alike and is especially good for couples or small groups looking for a memorable, low-key experience.
The highlight is the personalized service, allowing you to sample wines at your pace, with detailed explanations. The tour’s intimate size enhances the experience, making it easy to ask questions and really savor each tasting. The food pairings complement the wines beautifully, adding an extra layer of flavor.
Bottom Line: This tour offers a relaxed, scenic, and educational experience, perfect if you want a private feel with curated tastings in a luxurious setting. It’s a good value for those seeking a personalized touch, especially since reviews consistently mention the friendly guides and high-quality pairings.
2. St. Augustine’s Wine, Cocktail and Food Experience
At $154, the St. Augustine’s Wine, Cocktail and Food Experience is a 3.5-hour guided tour that takes you into the heart of the city’s lively culinary scene. This tour is ideal for those who want a more social, lively experience, combining food tastings, wine and cocktail samples, and engaging commentary about the city’s history and architecture. It’s well-suited for travelers who enjoy exploring on foot and sampling multiple venues.
This tour shines because it visits some of St. Augustine’s most notable eateries and bars, with no extra charges for the food and drinks included. Guests rave about the quality of the three-course meal and the wide selection of drinks, with one reviewer noting, “Russ Saunders was an excellent guide, full of history and useful tips for future visits.” The blend of historic sights like Castillo de San Marcos and lively stops makes this tour vibrant and fun, especially for those keen to combine history with culinary delights.
Expect to visit a variety of spots, from casual taverns to more upscale venues, each offering a signature dish or drink. The guide’s storytelling enriches the experience, making the city’s past come alive amid the flavors. The pace is moderate, suitable for most fitness levels, and the tour’s popularity means booking early is wise.
Bottom Line: If you want an immersive, social experience that combines local eats with history and architecture, this tour offers excellent value and a lively atmosphere, perfect for groups or those eager to mingle.
How to Choose
Choosing between these tours depends on your preferences and travel style. If you prefer a private, relaxed experience with curated tastings and scenic driving, the Mobile Wine Tasting is the best fit. It’s ideal for couples or small groups who want personalized attention and a calm environment.
On the other hand, if you’re more social, enjoy walking, and want to sample a variety of local eateries and bars, the Food, Wine, and Cocktail Experience offers a lively, community-oriented vibe. It’s better suited for those who want to combine history with a bustling food scene and don’t mind a more energetic pace.
Budget-wise, both are comparable, but consider the included experiences: the mobile tour emphasizes a personalized, scenic drive, while the food tour emphasizes variety and socializing. Booking early is recommended for the popular food and cocktail tour, especially during peak seasons.
Final Thoughts
Both tours showcase St. Augustine’s rich history and vibrant culinary scene but cater to different tastes. The Mobile Wine Tasting and Food Pairing Tour is perfect if you value intimacy, personalized tastings, and scenic drives. Conversely, the Wine, Cocktail, and Food Experience suits travelers eager to explore multiple venues, enjoy lively conversations, and soak in the city’s historic ambiance.
For those looking for a romantic escape or a quiet introduction to local wines, the first tour offers a refined, educational experience. For groups or lively explorers, the second provides an energetic, flavorful journey through St. Augustine’s food scene. Whichever you choose, booking early ensures you won’t miss out on these memorable tastes of the city.