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Como-Zermatt-st moritz-interlaken-stuttgart-munich-salzburg-vienna-prague

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HELP PLEASE! What is the recommended mode of transportation for a 21 day trip flying in Milan and out of Prague next week if we want to see beautiful countryside, castles, cities, some outdoor activity without too much packing and unpacking. Also how long would you recommend we spend in each of these areas:
Lake Como
Zermatt
St Moritz (only due to the Glacier Express..is it worth it or recommend another route through Switzerland)
Lucerne or Interlaken area
Stuttgart
Munich
Salzburg
Vienna
flying out of Prague

REALLY appreciate your input as we have little European travel experience other than Italy and a bit of southern France

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