I am planning a trip next Spring (late April - mid May) to Tuscany (Cortona, Siena, Florence), Umbria (Orvieto and Assisi), Cinque Terre, and then onto Provence, and Barcelona. I have the option to fly either into Rome or into Milan. Neither of those cities are a part of my itinerary, so my plan is to travel by train from the airport train station to Tuscany/Umbria. Using the Trenitalia and Deutsche Bahn websites, I can't find any direct connections from either airport (Roma-Fiumicino, or Milan MXP) to towns in Tuscany or Umbria.
My questions:
Is there direct travel from the airport of either Rome or Milan to other regions, or do I have to go into these cities' main train stations for the connections?
Does anyone have a recommendation/experience which city, Rome or Milan, is best to start a journey into Tuscany/Umbria? (Geographically, Rome seems more practical, but is Milan easier to launch my train travel from?)
Can anyone advise/recommend which is better for my small town, slower travel itinerary: point-to-point or rail pass?
Found a cool interactive map on RailEurope:
http://downloads.raileurope.com/map_europe/italy.html
Thanks