Leave Siena behind and travel through the rolling hills of southern Tuscany on a full-day small-group wine tour through the heart of the Val d’Orcia, a UNESCO World Heritage Site. Your first stop is the historic hill town of Montepulciano, where food and wine come together in an authentic Tuscan experience. Sit down for a traditional lunch made with local products, starting with a selection of typical Tuscan cured meats and cheeses. The meal continues with homemade Pici pasta served with slow-cooked ragù, or Pici with tomato sauce for vegetarian guests. During lunch, enjoy a guided wine tasting of Rosso di Montepulciano and the renowned Nobile di Montepulciano, perfectly paired with the regional dishes. After lunch, continue to Pienza, a Renaissance gem famous for its architecture and panoramic views over the Val d’Orcia. Enjoy free time to explore its picturesque streets, artisan shops, and scenic viewpoints. The final stop is Montalcino, home of the world-famous Brunello di Montalcino. Visit a local winery and enjoy a guided tasting, learning about the traditions and aging process behind one of Italy’s most prestigious wines. End your day with a scenic drive back to Siena through Tuscany’s iconic countryside.