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Munich, Germany to Palermo, Sicily trip advice!

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Is it doable to fly into Munich, Germany and fly out of Palermo, Sicily within a 2 week (approximately 12 to 14 days) vacation? Basically, the major cities we would like to see are Munich, Austria (going through the mountains), Rome, possibly Calabria, and Palermo. Will this be too rushed? We really don't mind staying just a few days at each place, knowing that the travel time will be factored in. We plan on traveling by train. Any suggestions or advice would greatly be appreciated, especially to those who have experience and have been at these places. Thanks!

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