I don't know if you're more into modern or classic movies but if you like recent works the last season's dramedy directed by Paolo Genovese "Perfetti Sconosciuti" (=Perfect Strangers) did well both with audience and critics and american studios already wants to make a remake of it. Also "La Grande Bellezza" (aka The Grat Beauty) by Sorrentino is worthwhile, and anything by Nanni Moretti, Ferzan Ozpetek and Roberto Benigni. I'm particularly fond of "La Leggenda del Pianista sull'Oceano" (aka The Legend of 1900) by Tornatore, with Tim Roth, so you could try "Nuovo Cinema Paradiso" of him.
If you're into classics then it's pretty mandatory to cite Fellini, Rossellini, Antonioni, De Sica, Visconti, De Santis, Zeffirelli, Pasolini, Bertolucci etc.
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