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First time to Italy for 25th wedding anniversary

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I am surprising my husband and taking him to Italy for our 25th anniversary. I have signed him up to run the marathon in Venice, and he knows he'll be running a marathon on our trip. The marathon is Oct. 24 and we need to begin our trip with the marathon on the front end. The plan is to take roughly 12 -14 days for the trip. I'd like us to see Venice, Florance, Rome, and maybe Malta but hate the idea of hotel hopping. What advice would an experienced traveler to Italy do in my situation?

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