I’ve done it both ways at least ten times but I was in an automobile. My suggestion is to fly on a clear day filing VFR. Fly east from Munich till you hit a major artery going to the South. Follow that road to Innsbruck. Still following that road fly over the Brenner Pass moving from Austria going into Italian airspace. If fuel is no problem keep flying until you hit a major Autostrada going east and west. Hanging a left will take you to Venice and a right will take you to Milan and if you keep going, to Torino.
Good luck and safe flying.