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10 days and want to accomplish to much?

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Hello I been reading a lot of your messages in the year and finally I have a question that is been driving crazy for the last 3 months.'
Me and my wife will be traveling to Italy late august to celebrate her 50 year old birthday.
I have a total of 10 days and would love to visit: Venice,lake Como,and Cinque terre,the problem come in cause I have to make stops to say hello to my brother in Florence and to my sister in Milan!
I guess the best bet would be to arrive and depart from Florence to Newark.
I was hoping to arrive in Milan the 26 of August,in the morning,stay with my sister and visit a little of Milan the same day,stay the night,depart early the next day for Venice (27)spend
the 27/28 in Venice depart early the 29 for lake Como spend the day and night,spend the 30 in lake como,leave the 31 in the morning for CT spend the day night and sept 1 there,leave at night for Florence spend sept 2 in florence,leave at night for Milan spend the night in Milan and take the flight back the next morning.
Crazy? Too much? Any suggestion? Should I cut CT?
GRAZIE.

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