Italy has always been easy with the children. The Italians always seem happy to have the children at the table and engage with them readily. Our first trip was with Iain when he was 9 months old and just starting to walk. We never had a difficult moment (unlike the UK).
The only thing we regularly find challenging are the late dinners. An afternoon snack is absolutely imperative as dinner will never be before 7pm. The restaurants aren't even open before 7pm. Fine for adult, tricky for the kids.
There were so many interactive things to do on this trip. Before we had stuck to site-seeing and eating. Asked to plan the trip himself, Iain uncovered some great gems - learn to be a gladiator in Rome, have a go at rowing a gondola in Venice. All delivered by locals, we got a great flavour of life in the city.
Perfect place to travel light. One bag each and we were happy.
Public transport worked beautifully and had easy to follow maps. I've driven in Italy. It is doable as long as you are a confident driver unafraid to be a bit aggressive. Perfect for a native New Yorker but maybe not someone from the polite climes of Seattle. Car seats were available from the car rental company when we needed them.
Step away from the tourist areas and just wander with a map.