Italian Trip in the Planning

From early June this year, for two weeks, I'll be in Europe. Mostly Tuscany, to be more specific - since my dad and I are planning to do little father-son bike trip in Italy this summer. Italy isn't quite the most cycling friendly nation out there, I will admit (the Netherlands, Germany or France would be much better choices), but the Mediterranean climate, Roman ruins and picturesque scenes wherever one goes have swayed us.  That, and I kinda want to say "Hi!" to the pope.

Pisa's Leaning Tower. I bet you a nickel this is
the image that appeared in your brain when you read "Italy."

As a veteran map-reader (from my boy-scouting days), I have been assigned the somewhat-daunting task of planning the cycling route, and all of our destinations. With a guidebook or two, and tips from friends, I've got the basic event agenda structured. But, what is really difficult however is the route forming; Italian roads are notoriously narrow (no shoulders!) and the drivers frequenting them are just as notorious for their high speeds and impatience. 

Google Maps is a wonderful tool for this, and I have been using its full potential to see possible routes, right down to the elevation, and (thanks to street view) whether or not there are provisions for cyclists. Street view certainly also helps when trying to determine the road's traffic volume. 

Check out the Route:

View Cycling Italy in a larger map

Itinerary (So Far):

Day 1: Arrive by plane in Florence. Tour the city for the day, then sleep off the jet-lag.
Day 2: Cycle from Florence to the historic San Gimigiano. 

3: San Gimigiano to Pisa

Days 4-10: Pisa, south along the Italian west cost, arriving in Rome. (The route has been mapped, but not the stops)

Day 11: Rome!!

Days 12-14ish: Train south to Naples, visiting Pompeii and the Amaplhi coast. 

If you have any suggestions/tips, feel free to leave some below in comments.