We will arrive in Siena via train from Orvieto. We will be staying at Villa Ermellina in Siena for five nights, which has free parking. We are planning one day trip to Florence and one day trip to San Gimignano and Pisa. Is it too much to do both in one day? Would we be better off driving to Florence or just taking the train to SMN? My wife and I have been to Florence a couple times, but we want our son to be able to see Academy, Duomo, and baptistery. Maybe a walk across Ponte Vecchio, and if time the Uffizi Galleries. We have never been to Siena. After Siena we plan to take the train to Como for five days. Should we keep the car and return it in Como, or return it in Siena and take the train to Como? We won't need a car in Como.
I welcome any advice from people who have done something like this.