Meet your guide in Siena's Piazza Gramsci to begin the trip into the Tuscan hills.
Travel first to the pretty town of Montalcino, where you'll visit a wine cellar and sample some of the winery's vintages. Enjoy a delicious snack of local food products. After the first wine tasting, enjoy some free time to explore Montalcino.
Head next to the hilltop town of Pienza, one of the gems of the UNSECO-listed Val d'Orcia. Learn about pecorino, the local cheese made here. Stroll through the charming streets of this planned Renaissance town.
Continue to Montepulciano, the final stop of the day, for a visit to a local winery where you'll sample this area's famous Nobile di Montepulciano wine.
Return to the original departure point in Siena at the end of the day.