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Dolomites and Venice

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My husband is wanting to visit Northern Italy, specifically the Dolomites and Venice end of September early October. He loves to drive, I prefer the trains. Should we fly to Milan and out of Venice? I also get altitude sickness so am concerned about visiting the Dolomites and being miserable Can we enjoy both a city visit to Venice and the Dolomites and Bologna over 14 days? Any suggestions would be welcome!

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