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Requesting advice on our itinerary

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I'm beginning to panic. My boyfriend and I leave for Europe in 3 weeks. I didn't have as much time as I would've liked for planning the trip. I am second guessing my itinerary. I would sincerely apprciate advice from all you seasoned travelers.

- Prague 3 nights
- overnight train to Munich
- Munich 1 night (this is required- will be getting a car)
- Drive "romantic road" to Fussen. On to Innsbruck
- Overnight Innsbruck
- Drive to Venice, stay 2 nights (What do I do with my car while in Venice?)
- Drive to Chianti region, stay 2 nights
- Drive to Cinque Terre, stay 1 night
- Drive to Milan (Only going for fotball, Milan v. Munich) Not planning on staying overnight in Milan. Drive to Itilian Lakes, stay 2 nights (? Como or Maggiore)
- Drive to Bernese Oberland, stay 4 nights
- Drive to Zurich to fly home

I have several questions, but I am primarily concerned about my plans in Switzerland. I was hoping to hike between the small towns ( route per Rick Steve), but am fearful that October 25-28 is far to late in the season for my visions of hiking over the peak of the Alps into the Lauterbrunnen Valley. Please help!!

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