Here a quick summary of what I've learned touring Italy by bike.
Adventure Travelers have different needs and requests in respect to the other "mass tourists" 
A - Apply for your passport at least 3 to 4 months prior to your travel date.
B - Look into picking up travelers insurance and question your medical insurance about coverage while traveling to Italy.
C - Check and Confirm your flight, accomodation and customs.
D - Pack light. Casual outfits for sightseeing and daytime, and pack a few dressier outfits for dinning in the evenings.
E - Be sure to contact your tour company and confirm your itinerary, baggage transfers and meals
Some things I've learned from this trip
If you have to transfer your bike with you by train be sure:
To buy a ticket for your bike
To know which trains actually allow bikes
To know which car the bike will go in
Trains don't wait in stations for very long
Breaking away from a group bike tour is the only way to see Italy!
Take care of equipment to take with you
Verify if there are bike services along the trip
Verify if there are super markets along the trip
Verify if you can put your bike in a garage
Make sure that you drink enough water
If you like you can read the complete trip report here