Expected Weather
I have done a quick check of the climate data for our each overnight location. Based on past experience I knew that September/October has very stable weather through most of Italy, but in fact it is even more stable than I expected. The fact that we are travelling north to south makes this even better. The following comes from https://weatherspark.com/
The full data table is here.
The long range forecast from EFFIS promises slightly warmer than average and no wetter than average for the period we will be cycling.