Day 1: Lucca
Our road trip starts in Lucca, a pretty town nearby Pisa’s Leaning Tower.
Day 2: Volterra, San Gimignano
About 1.5 hour drive from Lucca, Volterra is a pretty hill town founded by the Etruscans more than three thousand years ago.
Day 3: Monteriggioni, Chianti, Siena
Our first stop on the way to Chianti was Monteriggioni, a hilltop village surrounded by thick stone walls.This place is tiny, with lots of cute craft shops and cafes.
Day 4: Siena
A must-see on any trip to Tuscany, Siena is a charming, elegant town filled with superb examples of medieval architecture and rich artistic treasures.
Day 5: Crete Senesi, Montalcino, San Quirico d’Orcia
Days 6-7: Val D’Orcia
Val d’Orcia is a land rich in history and scenic corners, home to some of the prettiest villages in Tuscany, with rolling hills in all shades of green and yellow punctuated by rows of vineyards, cypresses and stone farmhouses.
Day 8: Montepulciano, Cortona
It took me about 30 minutes to reach Montepulciano from San Quirico.
Day 9: Valtiberina
From Cortona we drive through winding roads into to the heart of Valtiberina, a beautiful corner of Tuscany at the border with Umbria that is still unknown to tourists.
Day 10: Arezzo and back home
About 40 minutes from Sansepolcro, Arezzo is the capital city of eastern Tuscany.