I'll probably see someone who sings in Ladino (Adaya Henis) next weekend and will ask her for recommendations for you.

There have been two major subgroups of Jews for the last few hundred years - the Ashkenazi in eastern Europe and the Sephardic Jews in southern Europe/Mediteranean area. The Ashkenazi mostly spoke Yiddish (a German-related dialect with bits of lots of other eastern European languages) written in Hebrew characters. The Sephardim mostly spoke Ladino (a Spanish-related dialect with bits of other southern European languages and perhaps some Arabic thrown in) written in Hebrew characters. I would not be surprised to find Ladino in Italy