3 days in
 

Hi all,
I am looking for some advice/insight for a first time Italy (2 week) trip. More specifically, advice on our Tuscany part of the trip. We would like to experience some of Tuscany by car, so I'm leaning towards training to Chiusi from Rome and picking up the car.
We then have 3 days (that includes the day of picking up the car, which we will plan on taking the earliest train to Chiusi) to drive through Tuscany.

So, my question is, how do we spend those 3 days?
My initial thoughts were:
1st day: Drive from Chiusi and visit Montepulicano, Pienza, San Quirico d'Orcia, and Montalcino(stay in Montalcino?).
2nd day: Drive to Siena and San Gimignano (Stay in Siena?)
3rd day: Drive through Chianti region, Radda, Greve, Strada (Stay somewhere here, maybe Strada?)
-Of course, I say drive to these areas/towns, but I also mean to take time to experience the towns or vineyards, etc, etc. Not just "drive" straight through.-

My biggest problem here is not knowing how much time it takes to drive from town to town or how much time we will spend exploring a town, area, etc. Google Maps shows the drive time to be very short between day 1 towns. However, is it realistic to visit that many the same day as training to Chiusi and getting the car?
Is devoting an entire day to driving through the Chianti area too much?
Is there a better way to arrange these 3 days?

Some side info, we are both 29 years old and active. Also, we will be moving on to Florence after these 3 days, so time in Florence is not a factor for these 3 days.

Any insight on how to arrange these 3 days would be very much appreciated! I know there are many of you out there who have experienced these areas first hand and could help us out.
Thank so much!!
Jason

Sorry for the cut-off Subject line... I hit enter two soon!

"3 days in Tuscany with car" might be better...

Jason

I would repost your question with a title that gives the readers an idea of what you want and where.

"visit Montepulicano, Pienza, San Quirico d'Orcia, and Montalcino(stay in Montalcino?)"

I think you should choose 2 cities per day with drive time and time to really see the towns, even though some are small.

Thank you Sandi for your suggestion... I went ahead and reposted my post with an actual title in the subject line.