Wow! Thanks for all the replies. OK, to answer a few questions and let you know what my research has led me to thus far. First, I am an experienced motorcycle rider, and my wife has some limited experience. Our plan is to buy a scooter for her in the next month or so (she'll get her motorcycle license designation as we will get her a 150 cc machine and you have to have the motorcycle designation to ride that here in New Mexico, you can even do the test on it) and let her ride for a year or so before the trip, so we'll be able to check the box on experience. We don't plan to go into any major urban areas on the scooters, just the countryside. As an aside for anyone else planning on this, most of the scooter rental places I've found online say a normal driver's license will allow you to rent a scooter up to either 125cc or 150cc in some cases. My biggest concern is the theft issue, as you are of course responsible for the scooter once you rent it. We plan to base ourselves in some small Tuscan hilltop town (many great suggestions on Rick's site) and cruise about each day on the scooters. A 125 or 150 cc machine should have enough umpf to carry one person (we plan on each having a scooter) up and down the hills. We'll restrict any serious wine consumption to our base location at days end... :-)
Again - thanks for all the feedback. I'd love to hear from someone who has done this type of thing already....
handlebarmike
Glenwood, NM