R.I. is a registered mail, so it's fully trackable in both countries.
To get the insurance, you should use the insurable version, the Assicurata Internazionale, USA is zone 2
Honestly I think that the insurance isn't necessary at all, I've shipped around 50 or more R.I. in the last years without any problems.
EMS costs more, take longer, I know of retards and problems and you have to pay duties.
A courier like...