Friends and I are planning an October 2017 visit. As part of our month long visit my friends will walk 5-7 days in Chianti hills from Florence to Siena. My knees will not allow me this distance! So my first question revolves around the 7 days they are walking, and I will make my own arrangements. Can you suggest a village/town to stay 2-3 nights in the area they are walking through, join in some walking, enjoying their company, seeing that beautiful Tuscan area, plus then get down to Assisi for 2-3 nights. Is there some other place in that line of travel that I shouldn't miss out on? My second question is, should I hire a small car for that period of time, or will buses/trains be just as easy. Or if a car, any recommendations on type of car and handy tips for driving on Italian roads? And if I'm allowed a third question ... travelling by train/bus from Siena to Monterosso al Mare - is this complicated? Thank you!