First of all I found a GREAT packing app for my phone "Packing Pro" that helped my with list making then packing. Highly recommend.
Here is what I was glad to have packed:
A big handful of safety pins in a ziplock bag. The zipper to my bag broke on the first leg of our trip. I secured it with about 20 safety pins for the rest of the two weeks. Plus side: no worries about someone trying to steal it since I looked like Ellie Mae Clampett in an episode of "The Beverly Hill Billies go to Italy".
RS Italian phrase book used it all the time in restaurants.
Clothesline for washing clothes in the sink.
One size fits all rubber drain cover for sinks, not all had stoppers
Raincoat (even thought the forecast was for sun we had one morning of torrential rain
Smart phone -- I downloaded the RS Audio Tours (free) and listened to the Grand Canal Tour while in Venice and the walking tour of Florence. Also a flashlight app on my phone was invaluable. I kept it in "airplane" mode all the time so I didn't have to worry about running out of charge. It was also my camera and the pictures turned out great!
Here is what I wished I had packed:
Different detergent -- I packed Woolite single use packs -- not enough suds and no fragrance, believe me after wearing a tee shirt all day in Rome you want to wash it out and have a nice fresh fragrance. Next time I'll pack a travel size of Forever New it's dry detergent that is made for hand washing. Better suds and a nice fragrance.
What I didn't need
Third pair of shoes. Never used them. I wore my Keen Rose sandals 95% of the time and some running shoes for the day of standing at the Vatican