Day 3: Roads of your dreams to Pienza
Fantastic scenery that will set your heart alight lies ahead of you today. Follow quiet country roads through the Crete Senesi, characterized by clay, cypress trees, expansive fields of grain and oak forests. There, where Tuscany is at its most beautiful, you will find the small town of Pienza, designed by Pope Pius II as an “ideal city”. Your tour guide will not only show you the castle and impressive Renaissance palaces, but you’ll also have the chance to stroll through small, winding alleys and along the boulevard of the Corso Rossellino. After all that culture, your classic car will be eager to get going again. On the way back, you will be impressed by the crater-like landscape. In the evening, the old town of Siena invites you to enjoy a stroll, and it’s up to you to decide where to dine tonight.
Day 4: San Gimignano and Monteriggioni, along cypress-lined country roads
Following yesterday’s tour, we continue our driving experience through the romantic Italian hills. The winding historical road Siena-Firenze leads you from Castellina on to Poggibonsi, and onwards on rarely crowded secondary roads to San Gimignano. The small town – rich in art and culture – is located in the upper Elsa Valley and world-famous for its almost unchanged ancient appearance. Medieval skyscrapers dominate the skyline of this small Tuscan town. At the peak of fashion San Gimignano boasted no less the 72 of them.
Today 15 remain and nicknamed the place ‘Manhattan of the Middle Ages’. In 1990, the historic old town was declared a UNESCO World Heritage Site. A variety of places invites you to linger for a short cappuccino break. The highlight of the trip is a visit to the fortress of Monteriggioni, where you will have the opportunity to enjoy a last-minute homemade pasta in a historic setting. We will transport you to Florence Airport in good time for your return flight, and you will be taking home wonderful memories of days filled with adventure and pure driving pleasure.