Wine & Dine Pairing Tour St. Augustine: Four Progressive Tastings

★★★★★★★★★★ 4.87 (268 reviews) 93% rated it 5 stars

Free cancellationTravelers' pick

1/15

Duration3h

GroupUp to 8

LanguagesEN · ES

Mobile ticketAccepted

Four courses, four venues, one evening of eating your way through St. Augustine's neighborhoods.

A progressive food and wine tour in St. Augustine takes you to four local venues for seated tastings of savory starters, mains and dessert, each paired with boutique wine or artisanal cocktails. A licensed culinary guide leads the tour aboard a chauffeured electric vehicle, handling all the routing so you move between neighborhoods without navigating. The tour runs three hours and includes all food, beverages and transportation; advance notice is required for severe food allergies, and the minimum age is 21.

Step-by-step itinerary

Progressive food and wine tasting tour

Arrive via chauffeured vehicle
Visit first neighborhood venue
Enjoy seated tasting with wine pairing
Travel to second venue in electric vehicle
Enjoy second seated tasting with wine pairing
Continue to third venue
Enjoy third seated tasting with wine pairing
Proceed to fourth venue
Enjoy fourth seated tasting with wine pairing
Conclude tour with sweet finish and cocktail pairing

The Experience

The tour starts with pickup at your meeting point and moves directly into the first tasting—no long preamble, no bus-station waiting. You arrive at a seated venue in one of St. Augustine's quieter neighborhoods, away from the historic core, and the first course and wine pairing are already waiting. The guide is a local with real knowledge of the culinary scene, not just the history, so the conversation at each stop stays rooted in who runs the place and why it matters to the city's food culture.

Between venues, you ride in an open-air electric vehicle, which means you see the neighborhoods change as you move through them—brick streets, storefronts, the shape of the city itself—without the isolation of a closed coach. The route is planned so you're never sitting idle; the driver knows where to go, and you're free to talk, rest or look around. Four to five stops total, each one a different kind of food and a different kind of venue, so the repetition never sets in.

Pairings are included for every course: wine if you drink it, beer or a non-alcoholic substitute if you don't. The feast itself is described as the size of a nice lunch or dinner, so this is not a series of bites—it is actual food. Dessert closes the tour, and by the end of three hours you've moved through the city, eaten at places you would not have found alone, and learned why a local guide thinks each one is worth your time.

What’s included

Four seated tasting courses at local venues.
wine, beer or artisanal cocktail pairings for each course.
chauffeured transportation between all stops in an open-air electric vehicle.
guidance from a licensed local culinary guide.
dessert to close the tour.

Good to know

Easy physical levelNot for pregnant travelersNot for heart conditions

Operated by The Tasting Tours

Is this one for you?Book this if you're arriving with a free afternoon and want to taste four courses across different neighborhoods without coordinating reservations—the shared schedule and chauffeured stops handle the logistics for you.