**Drive a vintage Fiat 500 through Chianti on an afternoon guided tour with vineyard aperitivo and sunset return.**
Your experience
Drive a vintage Fiat 500 through Chianti on an afternoon guided tour with vineyard aperitivo and sunset return.
Getting started
For the Chianti option, you will depart from the Tuscany on Wheels office at Strada di Sant’Appiano 9/i, Barberino Tavarnelle. For the San Gimignano option, your starting point is the Bivio Volterra bus stop on Via S. Gimignano. After a quick introduction to your vintage Fiat 500 and your professional local driving tour leader, you set off into the Tuscan countryside.
What to expect
Tuscan countryside drive in a vintage Fiat 500
This is an intimate afternoon tour aboard a vintage Fiat 500 through the rolling hills of Chianti. The route is designed as a scenic drive through the Tuscan countryside, with time to pause and take in the landscape.
Features
• You travel in a vintage Fiat 500, a small classic vehicle with limited space and original features such as manual windows and no air conditioning, which makes the drive feel like a period journey through Chianti.
• A professional local driving tour leader guides the convoy, sets the route, paces the afternoon, and shares context as you move between viewpoints and the vineyard.
• The drive includes a scenic route through the Tuscan countryside, where you cruise past the rolling hills of Chianti and experience the blend of Italian charm, vineyard views, and characteristic rural landscapes.
• There are photo stops at panoramic viewpoints so you can capture photos and pause to look out over the Chianti Classico area before continuing toward the vineyard.
Vineyard in Chianti Classico
Midway through the afternoon, you visit a local vineyard in the Chianti Classico area. Here, the focus shifts from driving to tasting and relaxing among the vines.
Features
• Your visit to the vineyard in Chianti Classico includes time among the Chianti vines, where you can see the rows of grapes that give this region its reputation and enjoy the quieter pace of the countryside.
• An aperitivo is served at the vineyard, so you can sit among the vines and enjoy a pre-dinner tasting session that reflects local habits without needing to plan anything yourself.
• You savor a selection of regional products, including Pecorino, Parmigiano Reggiano, cured meats, and other local specialties, presented alongside the aperitivo and highlighting typical flavors from the area.
• After the vineyard stop, the relaxed sunset drive back to the starting point closes the loop, as you rejoin the route and return either to the Tuscany on Wheels office or the Bivio Volterra bus stop while the light fades over the hills.
Wrapping up
The tour concludes back at your original departure point. Tips and gratuities and hotel pickup and drop-off remain at your own discretion and arrangement.


Pick a date · group size to see the total right away
October 2026
Meeting point · Tuscany on Wheels office, Strada di Sant' Appiano 9/i, Barbe, San Gimignano
https://charmtourplatform.com/products/chianti-vintage-fiat-500-tour-with-vineyard-visit-and-sunset-ho49206
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• Clothing: Wear comfortable clothing as you will spend the afternoon in a small vintage car and at a vineyard. • Footwear: Wear flat shoes to move safely in and out of the vintage Fiat 500 and around the vineyard.
• Vehicle size: The vintage Fiat 500 is compact and has limited interior space compared to modern vehicles. • Comfort features: The car has manual windows and no air conditioning, in line with its original design. • Mobility note: The vintage Fiat 500 may not be suitable for guests with limited mobility. • Group size: This tour is recommended for 2 adults, or 2 adults and 1 youth aged 13 or older.
• Weather changes: In case of adverse weather, the itinerary may be adjusted for safety reasons. • Chianti meeting point: If you depart from Chianti, go to the Tuscany on Wheels office at Strada di Sant’Appiano 9/i, Barberino Tavarnelle (FI). • San Gimignano meeting point: If you depart from San Gimignano, go to the Bivio Volterra bus stop on Via S. Gimignano, San Gimignano. • Cancellation policy: Full refund for cancellations made at least 1 day / 24 hours prior to the tour, minus a 10% administration fee. No refund for cancellations made less than 1 day / 24 hours before the booked tour.
| Up to 1 day before | 100% refund |
|---|---|
| From 1 day before | Non-cancellable |
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October 2026
Meeting point · Tuscany on Wheels office, Strada di Sant' Appiano 9/i, Barbe, San Gimignano
https://charmtourplatform.com/products/chianti-vintage-fiat-500-tour-with-vineyard-visit-and-sunset-ho49206
Using an AI assistant? Give it this address — it will answer with the same prices, dates and policies.