Private tour of Tuscany’s most beautiful hilltop towns

Tuscany is a land of timeless beauty, where medieval towns crown the hills and history lingers in every stone. The private tour, designed by Artviva, Florence’s leading boutique tour company, invites you to discover three of the most enchanting destinations in a single, unforgettable day.

Your private journey begins with a comfortable drive from Florence, escorted by a professional English-speaking driver-guide. As you travel through the rolling Tuscan countryside, your guide will introduce the history, culture, and traditions of this celebrated region.

The first stop is Volterra, a city with Etruscan roots and a proud medieval past. Here, winding streets, alabaster workshops, and impressive city walls reveal centuries of heritage. You’ll explore charming piazzas and learn about Volterra’s unique role in Tuscan history, from ancient times to the Renaissance.

Next, you’ll continue to Monteriggioni, a perfectly preserved medieval fortress town, still encircled by its original walls. Walking through its gates feels like stepping back into the 13th century. With its quaint atmosphere and commanding views of the surrounding countryside, Monteriggioni is one of Tuscany’s most atmospheric gems.

The day culminates in San Gimignano, famously known as the “Medieval Manhattan” for its striking towers. Stroll through cobbled streets lined with artisan shops, admire the frescoes of its churches, and soak in sweeping vistas over the Val d’Elsa hills. Along the way, you may stop at an award-winning gelateria or a traditional enoteca for a taste of the region. Between visits, enjoy an authentic Tuscan lunch paired with regional wines, celebrating the flavors of the land in an intimate setting.