Take a day away from the caos of Rome and go visit Siena, which is likely Italy's loveliest medieval city, well known for the famous Palio run here, a horse race run around the piazza two times every summer. Not far, you can discover the walled city of Monteriggioni that represents one of the most important walled castles in the territory. It has incredibly preserved an intact structure as if time had never passed on the hill from which it elegantly dominates the surrounding landscape.
Do not forget you are in Tuscany, that means you can fill your excursion up, sampling some delicatessen, tasting some Tuscan wines and local delicacies. You will travel in an air-conditioned comfortable Mercedes sedan or minivan and a private tour can ensures you a intimate experience.