Hop aboard your luxury coach in Siena and begin the journey to Chianti with your guide. As you go, learn more about the history behind this beautiful landscape as you watch the vineyards roll by from the windows.
Make your first stop in Castellina in Chianti for a relaxed stroll through the medieval streets with your guide. If your sweet tooth starts calling, stop to purchase an Italian gelato along the way.
Afterward, travel to a Chianti wine estate to learn about the production process while touring the grounds and cellars. Try a complimentary tasting of high-quality olive oil, accompanied by Black Rooster Chianti Classico wine.
Continue to the town of Monteriggioni, where you'll enjoy some free time to wander independently. As you explore, note the surrounding ring of 13th-century walls and turrets, which once served as Siena’s main line of defense against the Florentine armies.
Arrive in San Gimignano in the late afternoon, with free time to check out the Collegiata di San Gimignano, shop for hand-crafted pottery and leather goods or admire the medieval architecture and impressive towers.
Then travel to a rustic farmhouse just out of town for a traditional Tuscan dinner, complemented by red Chianti blends and tastings of San Gimignano’s famous white wine, Vernaccia. Watch the sunset over San Gimignano and the surrounding landscape while you’re served fresh vegetables, cured meats and cheeses out on the terrace.
After dinner, enjoy a relaxing trip back to Siena.