Self-Drive Vintage Fiat 500 Tour from Siena: Tuscan Hills and Winery Lunch

Experience the beauty of Tuscany in style while driving a vintage Fiat 500, the most classic Italian car. After hotel pickup from Siena, start in Monteriggioni and cruise through the gorgeous hills of Chianti, stopping at a local winery for a wonderful Italian lunch with wine.

You’ll follow your guide in a caravan, with two adults per car. Numbers are limited to 10 on this full-day small-group tour, ensuring a more personalized experience.

You’ll be picked up from your Siena hotel in the morning and taken by van to Monteriggioni to start the tour. When you arrive, hop in your own vintage Fiat 500 and turn heads as you cruise in style through Monteriggioni and Castellina. Your Fiat 500 is fully restored to preserve the details of this classic, beloved Italian car.

Following your guide’s car, admire the stunning scenery as you travel through the beautiful Chianti hills to Poggio Amorelli, a charming local winery where you’ll stop for a wonderful 3-course lunch.

Take a tour of the winery before sitting down with your fellow travelers to savor traditional Italian fare such as bruschetta, pasta con pomodoro and prosciutto and cheese, followed by dessert and wine.

After lunch, hop in your Fiat and savor the views on your way back to Monteriggioni. You'll then be taken back to your Siena hotel by 5:30pm.