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PDX to Germany to Italy

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I am interested in suggestions for best air-fare from Portland, Oregon to Germany. We are willing to take the train from another European airport to Frankfurt. Recommendations for traveling along the Rhine to see castles and the Lorelei? Traveling to Baden-Baden, Black Forest, then on to Italy for one week - am wondering about Florene, Pisa, Sienna and Rome for 2 days. Is it possible to do this by train? Hotel and restaurant recommendations are appreciated.

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