Exclusive vintage car tour in the Chianti countryside, featuring scenic Tuscan roads, historic villages and rolling vineyards. A guided experience through San Gimignano, Panzano in Chianti and Radda in Chianti, ideal for incentives and business retreat
Set off on a unique journey through one of Italy’s most iconic landscapes, driving or riding aboard a true vintage classic car in the heart of the Chianti region.
Your experience begins with an optional private transfer from Florence or Siena to our operational depot located outside the city, required due to environmental regulations that restrict access for historic vehicles in urban areas. Upon arrival, our team will welcome you with a safety briefing and driving introduction before the tour begins.
Accompanied by a tour leader driving a separate lead vehicle, you will set off on a scenic itinerary through the rolling hills of the Chianti Classico, along some of Tuscany’s most beautiful roads, surrounded by vineyards, olive groves, cypress trees, and medieval villages.
The route includes iconic stops such as San Gimignano, famous for its medieval towers, Panzano in Chianti, renowned for its food and wine tradition, and Radda in Chianti, one of the most authentic villages in the area. Along the way, photo stops are planned at the most scenic viewpoints.
During the day, a lunch break in Radda in Chianti at Borgo Vescine can be arranged, an elegant estate set among the vineyards. Lunch is not included in the package, but we will be happy to take care of the reservation.
Alfa Romeo Duetto, Giulia, Giulietta
Fiat 500, 124 Spider
MG Roadster
Triumph Spitfire
(all two-seater convertibles with manual transmission)
✅ Drivers must hold a valid driving licence (EU or International)
✅ Experience with manual transmission is required
✅ Minimum driver age: 25 years
✅ 2 participants per car (driver + passenger)
✅ The itinerary may vary depending on weather or traffic conditions
✅ Cars are equipped with retractable roofs (soft top or hard top)
👥 The tour leader accompanies the group throughout the experience, ensuring a smooth and worry-free journey
Duration: Full day
Indicative schedule: 10:00 AM – 5:00 PM
💰 Starting from €599 per person
(1 car per 2 guests – pricing can be converted into a per-vehicle rate depending on group composition)
Vintage classic car (1 car per 2 guests)
Transfers from/to Florence or Siena
Tour leader driving a separate lead vehicle
Mechanic in a support vehicle closing the convoy
Fuel
Third-party liability insurance (RCA)
Parking fees and tolls
Backup vehicles and spare parts in case of mechanical issues
Scenic photo stops
Initial briefing and on-tour assistance
Food and beverages
Tips (optional)
Personal expenses or services not expressly mentioned