Patterned palazzo pants don't show dirt or wrinkles, and their elastic waistbands accommodate moneybelts and big Italian meals. Lightweight leggings can double as long johns or pajamas. Some women bring 1-2 skirts because they're as cool and breathable as shorts, but dressier. You can wash them, wring them out, hang them to dry, and even stamp on them, and they still won't wrinkle. Denim or twill trouser skirts go with everything, and can easily be dressed up or down.
Shoes Bring one pair of good comfortable walking shoes.
Mephisto, Timberland, and Rykers look dressier and more European than sneakers but are still comfortable. Sports socks nicely cushion your feet. It's impossible to look stylish when wearing walking shoes and these little white socks, but comfort's more important. Try silk or stretch lace undies, which dry faster than all-cotton, but breathe more than nylon. You don't need a bikini to try sunbathing topless on European beaches.