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How to structure this trip?

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8 full days, but will try to extend if necessary to 13-14 full days, but this is not guaranteed.
Itinerary includes Milan (Como), Venice, Portofino, Trieste.
We are looking to fly into Genoa, but might have to fly into Milan and fly out of Venice. We really want to go to Portofino and Trieste, and have been to Venice before so don't want to spend much time there and we just want to take a day trip to Como. Can anyone suggest an itinerary for either 8 days or 8+ days?

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