Inspiring Tuscany is a curated cycling journey through the heart of Italy’s most beloved region, from the medieval charm of Cortona to the Renaissance elegance of Siena. Along the way, we explore the poetic beauty of the Val d’Orcia, the UNESCO-listed hills near Pienza, and the wine-soaked towns of Montalcino and Montepulciano. This tour brings you into the rhythm of Tuscan life, slow, soulful, and rich in tradition.
Arrival in Cortona: Welcome to Tuscany
D1
Lakeside Ride to Castiglion del Lago
D1
Cortona to Pienza: A Ride Through Renaissance Tuscany
D1
Loop Ride to Bagno Vignoni: History & Healing Waters
D2
Pienza to Murlo: Riding Through the Terra di Siena
D1
Murlo to Siena: A Grand Finale in the Medieval Jewel
Hotel