My family (husband, 18 year old and 16 year old) and I are planning a trip to Northern/Central Italy the last two weeks of June 2025 for my daughter's graduation. I'm just starting to plan the itinerary and am absolutely overwhelmed. Of course there are many places we'd like to see (below) and we'd do day trips from our "home" base. We're interested in walking around and exploring the architecture, picturesque towns, nature, food (but not so interested in museums or beaches).
My questions are:
1) Is it better to establish a "home" bases in smaller towns or larger cities?
2) what places do you recommend for a "home bases" based on the places we want to see below?
3) Renting a car or taking the train?
Places the family would like to see (but I understand we may not be able to get them all in).
Milan, Lake Como, Verona, Venice, Cinque Terre, Pisa, Florence and Siena
I'm also open to any other suggestions in places to visit. Thank you for your help.
PSP