Originally Posted by AlicorporateUK

The likelihood of making the above mentioned connection entirely depends on whether your luggage gets checked through from BOS to NAP simply because, failing that (don't get me wrong, essentially I'm unable to see any issues), you would put your NAP connection as significant risk, even though, in the worst case scenario, you would still have plenty of choice with later flights (note, though: AZ wouldn't rearrange you in that respect because of the two separate tickets) or even trains.

G