In my experience you are tempting fate. Assuming that your companion is Italian and not Italy, you would be better off taking her for any other kind of food. No matter how good it is, I guarantee that you will hear, at least once, "it is good, but it is not really Italian". Prezza is good enough, but food in Boston is not really terrific. I have heard from somebody (I don't remember who) that Vinny's at Night is the best Italian in Boston but it is hard to find.