Have breakfast at the HotelĀ in Casole before meeting our driver and departing towards Siena; immersed in the soft hills of central Tuscany, formerly an ancient Etruscan and then Roman centre,Ā between the 12th and 14th centuries Siena became one of the richest municipalities of medieval Italy, prosperous for commercial and banking activities, which increased its fame and influence across Europe. Of that opulence, the city preserves a wonderful historic centre, a UNESCO World Heritage Site; with our guided walking tour, explore the major artistic and architectural treasures of this wonderful city, such as the majestic Cathedral of the Assumption, a fourteenth-century Romanesque-Gothic masterpiece, admire works by Donatello, Michelangelo and Bernini, and the important patrician palaces Salimbeni, Tolomei and Chigi Saracini. After lunch (at leisure), continue on to another UNESCO World Heritage Site,Ā San Gimignano, in the Crete Senesi, where the 16 survivors of the 70 noble towers that once designed the skyline soar above the town, warranting its nickname of ” Manhattan of the Middle Ages ā: in this delightful tangle of alleys and squares, the itinerary focuses on the Duomo, which boasts sublime cycles of fourteenth-century wall paintings, and the Church of Sant’Agostino, with the marvelous Renaissance frescoes by Benozzo Gozzoli. Return to the hotel in Casole, enjoy dinner a leisure and rest for the evening.