Discover St. Augustine’s Wine & Dine Ride

Rolling Wine & Dine Tour – St. Augustine

Step outside the historic district and discover a side of St. Augustine that most visitors miss. This progressive-style foodie adventure takes you through vibrant neighborhoods like Uptown, Lincolnville, and Anastasia Island — each offering a fresh mix of flavor, charm, and culinary creativity.

You’ll visit four local gems for seated tastings, enjoying a delicious mix of savory bites and sweet finishes, all thoughtfully paired with wine or craft cocktails. Travel in comfort aboard a chauffeured, open-air vehicle as your local guide shares insights into the city’s evolving food scene.

Whether you’re a returning visitor or a curious first-timer, this tour is your ticket to exploring St. Augustine’s hidden culinary highlights — beyond the usual path.

What’s Included

Seated tastings at four must-visit foodie spots
Perfectly paired wine or artisanal cocktails with each course
Open-air ride with a local culinary expert
Guided tour through Uptown, Anastasia Island, and Lincolnville

What’s Not Included

Gratuity for your guide (15–25% is customary for great service)
Reserve your spot today and get a fresh taste of St. Augustine’s local flavor!

Cancellation Policy

Minimum of 48 hour prior notice SEVERE WEATHER POLICY Guest safety is always our top priority. In the event of extreme weather (such as hurricanes or severe thunderstorms), guests will be notified in advance and given the option to reschedule or receive a full refund.

Important Information

Check-in details
ARRIVAL
Please arrive 15 minutes prior to tour start time for check in.

PARKING
There is NO onsite parking provided.

What to bring
HYDRATION
In warmer months, we recommend bringing a bottle of water to stay hydrated.

WEATHER
Tours go out rain or shine! While most seating is indoors, we do stroll between venues, so make sure to check the forecast and come prepared. But hey, with enough wine, you might not even notice the weather! *Umbrellas are not provided.