Hi folks!
I am in the process of planning my itinerary for a month long trip to Italy this September and would dearly love to receive your trusted advice and feedback. My wife and I will be travelling together with another couple for most of the trip (except for one - four day break in the middle). We'll book 2 bedroom apts through VRBO/Airbnb for the cities, likely stay at an agriturismo in Tuscany. Probably have to do separate rooms in Cinque Terre. We will be flying in and out of Rome (from Vancouver). Here's what I've got so far:
Rome - 5 nights (one day trip to Pompeii), Florence by train - 4 nights, Cinque Terre by train - 4 nights, Next we'll split up for 4 days, our friends are going to Venice and we'll likely go to Milan, then Tuscany - I thought we could meet back up again in Florence to pick up a car and spend the next 7 days driving through Tuscany, then drop off the car at the airport at Florence and fly to Sicily (Catania) for 5 nights, then fly back to Rome for a night (stay near the airport) for a flight back home the next day.
I know we could probably pack in more sights during this time period, but we're trying to have a balanced trip with some busy days and others relaxing and "enjoy the surroundings" kind of days. Appreciate your feedback!