If your goal is to come back to the US, this is not a good strategy, as it pretty much turns you into a foreign applicant, which trashes your odds completely.
Pick a few US med schools of interest and review their admissions policies. You'll probably see that taking the prereqs (as part of 60-90 semester hours) in the US is required. You'll probably see that you have to have foreign transcripts evaluated by a 3rd party (expensive, grade conversions never favor the student). And if you dig around, you'll find that the Italian post bac doesn't cover the content on the MCAT (but probably close). Rules are there for reasons; in this case, one reason for requiring US (or Canadian) prereqs is that the educational models and healthcare models are very very different outside the US, and there's no time at all in US med school for figuring out how to succeed in a completely different system. Also US med schools have exactly no motivation to take the time to comprehend what's similar or not about another country's education/health system. The rejection rate in US MD admissions hit 60% last year...
That said, I know about the English language med schools in Italy, and I would certainly consider them as equivalent to going to med school in the UK, Australia, Israel et al. All of which I would rank well above Carib schools, personally. I think there's one on the Amalfi for goodness' sake.
Best of luck to you.