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Italy/Greece with kids

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Hi there,
We are trying to plan a two week trip. Since my kids finish history with the fall of the Roman Empire this year, we thought it would be great to plan a trip to see some of those places (Coliseum, Acropolis, etc...) and a bit of a vacation as well. Thinking of Rome & southern Italy, plus a day or two in Athens, plus a few days on a Greek island.
Early June, so it is the height of tourist season, but we have to work around school...
1) any recos for "must sees" in that region of Italy
2) best Greek island? Would like to avoid Santorini, given the height of tourist season
3) any other tidbits of advice, places to avoid, etc...
this is our first time to both places. While I would love to see more of Italy, and the Greek islands trying to be reasonable with time. Kids will be 12 & 9 at time of trip
Thanks much!!

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