written like a true midwesterner. there is really no place to drive or park in venice,milan, florence, pisa, rome. not familiar with como. this has been pointed out many times. one can probably get some form of a train pass.
there are a large number of small towns scattered throughout italy that allow driving and parking. for the 82yo, plan on using a driver, or cabs(i am 78, and use a driver most of the time)