St. Augustine food and wine tour: four-stop progressive tasting

One bite, one sip, one story at each of four stops

Corks & Forks is a three-hour progressive food and wine tour in St. Augustine led by a local culinary guide, moving between four handpicked venues for dishes paired with wine or artisanal cocktails. The tour includes three hours of tastings with pairings, city exploration between stops, and a mix of culinary focus with local history—minimum age 21, group size four or more to depart.

Step-by-step itinerary

Strolling food and wine tasting tour

• Meet local culinary insider guide
• Stroll through St. Augustine streets
• Visit 4 to 5 handpicked venues
• Enjoy food and wine pairings
• Learn history and stories at stops

The Experience

The tour starts with a local culinary insider who guides you through St. Augustine's charming streets at a casual pace, stopping at four venues where each dish is paired with wine or an artisanal cocktail. You move between neighborhoods on foot, soaking in the city's layout and vibrant food scene as you go. Pairings vary by season and venue, so what you taste depends on what the restaurants have sourced that day.

Each stop offers one bite and one sip—a progression from savory beginnings through to dessert. The guide handles the timing and the stories, so you're not managing logistics between venues; you're walking, tasting, and learning about the food and the city at the same time. The experience rivals a full lunch or dinner in volume, built across multiple locations instead of one table.

St. Augustine was founded in 1565 and holds the distinction of being the oldest continuously inhabited European-established settlement in the contiguous United States. Government House, which dominates the Town Plaza, has stood on its site since 1598 and has served under Spanish, British, and American rule—a physical anchor to the history the guide weaves into the route. The tour is fully guided in English or Spanish, and beer substitution is available on request if you prefer it to wine.

What’s included

• Three hours of food and wine pairings across four venues.
• a fully guided route through St. Augustine's streets with a licensed local culinary guide.
• beer substitution available on request instead of wine.

Good to know

Easy physical levelWheelchair accessibleNot for pregnant travelersNot for heart conditions

Operated by The Tasting Tours

Is this one for you?Book this for an afternoon when you want to taste the city instead of just seeing it—the guide handles the route and the timing, so you move between neighborhoods at a stroll, tasting as you go, without building the day yourself.

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Top questions

What exactly do I get to taste on the Corks & Forks tour?

Four dishes, each paired with wine or an artisanal cocktail, moving across four venues over three hours—the menu changes by season and what the restaurants have available, so pairings vary from tour to tour.

How long does the St. Augustine food and wine tour take?

Three hours total, including the walk between venues and time at each stop to eat, drink, and hear the guide's stories about the food and the city.

Do I need to arrange my own transportation between the four venues?

No—you stroll between venues with the guide as part of the tour, so the route and timing are handled; you just follow along at a casual pace.

What is Government House and why does the tour mention it?

Government House dominates the Town Plaza and has occupied the same site since 1598, serving as an administrative headquarters under Spanish, British, and American rule—it anchors the city's colonial history, which the guide weaves into the route between food stops.

Can I bring a friend or do I need a group to book?

The tour requires a minimum of four people to depart, so you can book with friends or join an existing group; the guide will confirm your group size meets the minimum when you reserve.

What if I have a food allergy?

You must provide 24-hour advance notice of any severe, life-threatening allergies like nuts or shellfish when you make your reservation; the tour cannot guarantee accommodations for other dietary restrictions like vegan, gluten-free, or dairy allergies.