Yeah, like I said, it was an unusual move and Italy didn’t get the help from the Allies that it should have.
As for moving your units to and from contested territories, I believe you can move them by transport as well. It doesn’t specifically state in the rule book, but it does say that you can move your troops from one contested territory to another contested territory IF you already have troops in the 2nd contested territory via land.
It also says you can move troops from a contested territory onto one of your transports.
So, you would basically just be putting those two statements together.