I love J.Crew popovers for this type of transitional weather. They are long sleeve, so you aren’t cold in the mornings and evenings, but still lightweight enough so when you truck up your four flights of stairs with groceries, you aren’t sweating uncontrollably when you reach your apartment (#italyproblems).
The Italians, however, are very funny in this type of weather. They seem to dress in the morning, with jackets and scarves, and refuse to remove any of their layers as the day heats up. Only the Americans are walking around in shorts and tank-tops right now lol.