From Firenze | Private Chianti day trip in a classic car

Discover the Tuscan countryside in true Italian style — you drive a vintage car, following your tour leader in another vehicle through vineyards and medieval villages.

Experience one of the most iconic Tuscany day trips with a private vintage car tour through Chianti, starting directly from Florence and reaching the medieval town of San Gimignano. This Chianti vintage car tour from Florence is designed for travelers looking for an exclusive, scenic, and authentic Italian driving experience. Drive a true classic car through rolling hills, vineyards, cypress-lined roads, and historic villages, following one of the most beautiful panoramic routes in Tuscany. The experience combines the freedom of driving independently with the safety and comfort of a fully organized guided tour. A professional tour leader drives a separate support vehicle ahead of the group and is always available throughout the experience, ensuring a smooth, safe, and stress-free journey from Florence to San Gimignano. After a short briefing, you will leave Florence and enter the heart of the Chianti countryside, discovering postcard-perfect landscapes and legendary Tuscan roads. The itinerary includes scenic photo stops, relaxing moments in the countryside, and a lunch stop in a panoramic Tuscan location, surrounded by vineyards and medieval scenery. This classic car tour in Chianti is ideal for couples, travelers, and car enthusiasts who want more than a standard bus tour. Driving a vintage car from Florence to San Gimignano means slowing down, enjoying every curve of the road, and living Tuscany in the most authentic way possible—transforming a simple day trip into a once-in-a-lifetime experience.