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Why Tuscany is perfect for a road trip
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Why Tuscany is perfect for a road trip

Oct 15, 2025
03:41 pm

What's the story

Tuscany, with its rolling hills and picturesque landscapes, is a perfect destination for a road trip. The region is dotted with charming villages that give a glimpse of Italy's rich history and culture. Exploring these villages lets you experience the authentic Tuscan lifestyle, away from the bustling tourist spots. Each village has its own unique character and attractions, making them ideal stops on your journey through this enchanting region.

#1

San Gimignano: The medieval marvel

Known for its medieval towers and well-preserved architecture, San Gimignano is a UNESCO World Heritage site. The village's skyline is dominated by its towers, which were once symbols of wealth and power. Visitors can explore narrow streets lined with shops selling local crafts and enjoy panoramic views from the town's walls. The Piazza della Cisterna is the heart of San Gimignano, hosting events throughout the year.

#2

Volterra: A blend of history and art

Volterra is famous for its Etruscan heritage and Renaissance art. The town sits atop a hill, offering stunning views of the surrounding countryside. You can visit the Roman Theatre, Etruscan Museum, and admire alabaster crafts made by local artisans. Volterra's cobblestone streets are perfect for leisurely strolls as you soak in its historical significance.

#3

Montepulciano: A wine lover's paradise

Montepulciano is renowned for its exquisite grape beverage production. The village boasts several wineries where you can savor some exquisite beverages with stunning views of vineyards stretching across hillsides. Montepulciano's Renaissance architecture adds to its charm, with landmarks such as Piazza Grande being the center of cultural events.

#4

Pienza: The ideal Renaissance town

Pienza is famous for its perfect Renaissance town planning, designed by Pope Pius II himself. The village has narrow streets with beautiful buildings like Palazzo Piccolomini, which has gardens with stunning views over Val d'Orcia Valley. Pienza is also famous for pecorino cheese, which you can taste at local shops or markets.

#5

Cortona: Timeless Tuscan beauty

Cortona is a hilltop town that has inspired artists and writers for centuries. Its Etruscan roots are visible in museums and archaeological sites. The town's medieval walls provide stunning views of Lake Trasimeno and surrounding countryside. Cortona's vibrant cultural scene includes festivals celebrating traditional music, dance, and art exhibitions throughout the year.