37 Most Beautiful Cities in Italy: Hidden Gems and Classics

As a travel blogger I am lucky enough to travel more frequently than the average person. I have actually now lost track of how many times I have visited Italy.

So here are my 37 Most Beautiful Cities in Italy, some classics and some hidden gems.

I loved Syracuse – it was a highlight of Sicily where to stay. It is such a cute and atmospheric city. The old town of Ortygia is the place to stay, eat and wander.

Syracuse

1

Montepulciano is quite frankly heaven for wine lovers. This stunning hilltop Tuscan town is ridiculously beautiful and it is just filled with wine.

Montepulciano

2

This gorgeous white city is set on a hilltop only 8km from the sea and one of the key Puglia destinations. It was raining when I visited but still very cute.

Ostuni

3

Yes it is a little dull to have Rome in a list of the most beautiful cities in Italy but the reality is that Rome is an incredibly beautiful city.

Rome

4

Lovely Ravenna was the capital of the Western Roman Empire from 402 until 476. As such it has some stunning architecture which has been very well preserved and is home to several UNESCO sites.

Ravenna

5

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