One of my very favorite places I got to go in Italy. San Gimignano, Tuscany, Italy: small, walled midieval town on a hilltop, with wonderful wineries nearby.
Taormina, a beautiful small town on the east coast of the island of Sicilia, Italy. The people here are wonderful. I've been lucky enough to have visited twice. Don't miss this place. The views to Mt Etna are incredible.