Palermo
Palermo is for sure one of the most multicultural cities of Italy. So many different nations and cultures have a mark on the city, as its strategic military and trading position attracted invaders from around the world, including the the Carthaginians, the Greeks, the Romans, the Normans, the Swabians, the French and the Spanish Bourbons, to name just a few.
You can still see signs of the different cultures in the city's architecture, language and art, Palermo is wonderfully varied and it's fascinating to see how each of these different cultures interacted among each other.
The open Markets in Palermo are great both for shopping and for lunchtime, taste the traditional cannoli, arancine and granita, but make sure you leave your weight scale at home!