Wine & Dine Pairing Tour St. Augustine: Four Progressive Tastings
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.
Information
Lasts 3h, runs Wednesday, Thursday, Friday and Sunday at 13:30 and 16:00, from US$ 155 per person, with a live guide in English and Spanish, in groups of up to 8 and with free cancellation up to 24 h before.
Prices and times updated 3 days ago
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.
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Top questions
What languages is the tour guided in?
Live guide in English and Spanish.
What happens if it rains?
It may be canceled due to bad weather. If that happens, you're offered another date or a refund. Free cancellation up to 24 h before the start.
What neighborhoods does the wine and dine tour visit in St. Augustine?
The tour explores St. Augustine's vibrant neighborhoods beyond the historic core, visiting four to five local venues that serve as hidden gems in the city's culinary scene. The exact venues change, but each is chosen for its food and its place in the neighborhood rather than its proximity to the tourist center.
How many food and wine pairings are included in the three-hour tour?
The tour includes four progressive-style tastings, each a seated course at a different venue, paired with boutique wine, beer or artisanal cocktails. The progression moves from savory starters through mains to dessert, and pairings are included for every course.
What if I don't drink wine? Are there other pairing options?
Beer is available as a substitute by request, and non-alcoholic pairings can be arranged. Let the operator know your preference when you book or confirm your reservation.
Is transportation between the four venues included, or do I need to arrange my own?
Chauffeured transportation is included. You travel between all venues aboard an open-air electric vehicle, so you don't navigate the city or worry about parking. The driver handles the route and timing.
What should I know about food allergies before booking this tour?
The operator requires 24-hour advance notice for any severe, life-threatening food allergies such as nut or shellfish allergies. Other dietary restrictions (vegan, gluten-free, dairy-free, kosher and similar requests) cannot be guaranteed, so contact the operator directly if you have specific needs.
Is there a minimum group size, or can I book for just one or two people?
A minimum of four people is required for the tour to depart. If your group is smaller, you can ask about joining an existing departure or whether a private option is available.
Wine & Dine Pairing Tour St. Augustine: Four Progressive Tastings
3h · EN · ES
from US$ 155 per person