You're so lucky to have done so much interesting traveling at such an early stage in life. And even more fortunate to be embarking on another exciting adventure in December!

I think that Lonely Planet is probably the best all around guide book for you.

Since you'll be traveling solo, perhaps there's a way for you to get in touch with some other students while in Italy? It might be a fun interaction for you as well as helpful in practical areas like lodging and being able to get together with some other sometimes. Maybe there's a site on the web or perhaps in your school's exchange program office?

Congratulations on your upcoming graduation! Candice NYC