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Venice-Dolomites-Como-Rome possible in 2 weeks?

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Hello, Fellow Fodorites! I need advice! My husband and I want to go to Italy in July 2014--he is interested in hiking the Dolomites and I want to see the historical features of Rome. I thought we might fly into Venice and spend 2 nights then rent a car to go to the Dolomite region. We'd spend 5 nights there then drive to Milan and return the rental car and take a train to Rome for 4 nights. My questions are:

*Is it worth driving to Como (drive to Como before going to Milan, return the car there and take a train to Milan) for two nights to see this beautiful place?

*What is the driving situation from Venice and is there a place in town to pick up a car or do we have to go back to the airport? Is driving in the Dolomites a harried or pleasant experience?

*How does our itinerary look to you experienced travelers?
Thanks, in advance, for all help and suggestions!

Jane

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