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Milan, Italy
If you want to enjoy Italy's fashion capital, skip the manic tourist peaks of the summer months, and instead go during September when it's still warm but you won't have to fight out-of-towners to get across a simple square. 

And another bonus: Fashion week happens in September, so you'll be able to see fashion's most famous elites dressed up in Gucci and Dolce & Gabbana, milling about the piazzas!
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