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14Day Round Trip Car Travel: Munich to Rome & back to Munich

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We are planning a 14 night trip to Germany and Italy in July-August 2014. It will be our 20th wedding anniversary trip, but we will be bringing our 14yo daughter and 11yo son with us. We will fly into and out of Munich, Germany. We are estimating a few nights in and around Munich and Southern Bavaria regions. We definitely want to spend some time in Munich, visit the Neuschwanstein Castle, and possibly visit Dachau. Then head down thru either Switzerland or Austria and have a day or two in a recommended ski town to enjoy a hike in the Alps (we love skiing and hiking in Colorado Rockies). After that, we will cross into Italy and head south to Rome. We are open to staying overnight somewhere in between or driving straight thru to Rome. Would like to spend three or four nights in Rome and then three or four nights in Tuscany before driving back north on a different route to Munich with a one night stay somewhere close to Munich the night before our flight home.
1. Any recommendations of driving route or cities to stop at on the trip south as well as the return trip north?
We have driven thru Italy 10 years ago and visited Rome, Pisa (for two hours which was plenty), Sienna, Tuscany, Cinque Terra and Lake Como. For this trip, we definitely want to re-visit Rome and Tuscany. My husband travels to Milan, Italy several times per year for work so we can avoid that city as well. Otherwise, no opinions.
2. We did not have our car rental until we left Rome on our last visit. This time, we will have our car rental during the visit (UGH!). Will there be parking garages where a car can be left for several days? How much do they cost? Do any hotels in Rome offer parking?
3. Anything else that I should be concerned about?
Thanks for your time and anticipated responses!
Jill from Pleasant Prairie, WI USA

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