Looks like a fab trip, even with the weather. We did the same thing a few years back, using Radda as a base for a few days. Beautiful area and did some fab hiking in the hills around the area. Great memories of the place, the hiking and the Chianti Classico Superior. The only time I've ever been truly scared driving a car was a rental picked up in Florence to drive to Radda. The city drivers were complete and utter nutters! I can't imagine what it was like there on a bike.
Also did some driving on Corsica. Great roads and routes for a bike I would have thought!