― mar 17, 2026 - jun 7, 2026 (Wednesday through Sunday)

Wine & Dine Pairing Tour with Tasting Tours

Go beyond the historic district and uncover St. Augustine’s hidden culinary gems! Enjoy four delicious, progressive-style stop, all experienced via the relaxed comfort of a chauffeured vehicle. Each stop offers a seated tasting paired with a wine or artisanal cocktail. The tour is in an open-air cart with a local culinary insider. Tickets are $155 per person. Tours are Wednesday through Sunday at 1:30 p.m. with select days at 4 p.m. The tour departs from 8 Carrera St., St. Augustine. www.TheTastingTours.com

Location

The Tasting Tours

8 Carrera St.
St. Augustine, FL 32084
April to May
(Wednesdays through Sundays)
1:30 PM (select days at 4:00 PM)
(904) 325-3911
Admission: $155
Why Go:

The Wine & Dine Pairing Tour with Tasting Tours is perfect for food lovers wanting to discover St. Augustine’s hidden culinary gems. With four tasting stops, paired drinks, and a chauffeured open-air cart, it’s a fun, stress-free way to explore. Staying in nearby Vilano Beach with Wander and Rest Getaways lets guests fully relax and return to a peaceful coastal retreat after an indulgent evening.

Wander & Rest Tip

Make your Wine & Dine Pairing Tour even more memorable with a stop at Collage Restaurant for fine dining or Kookaburra Coffee for a cozy nightcap on the way back to Vilano Beach. Guests staying with Wander and Rest Getaways can unwind at Saltwater & Sunsets or Coast & Palms with a heated pool, inviting outdoor spaces, and stylish interiors—perfect for relaxing after a night of great food and wine.