Just be sure your sneakers are
low-profile, clean lines, clean and fresh, and not the shoes you wear to mow the grass or workout.
Yes! A nice, tailored, clean,
non-distressed pair of jeans will serve you well during your time in Europe. Added bonus - you can wear them multiple times.
Absolutely no judgement on athleisure here (I am a fully-fledged tennis skirt aficionado), but leave the full athletic outfits at home if you want to fit in in Italy.
I tend to prefer a casual dress to shorts for hotter days. But even if you don't want them for tourism days, be sure to include a few comfortable dresses for dinners and evenings in Italy.
You'll want to include lightweight tops for autumn in Italy. I'd include mostly cotton tops.
The right purse for Fall in Italy is lightweight, small, hands-free, and, most importantly, closes fully. As I've just discussed, the last attribute, closing fully, is essential.