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Suggestions for our Itinerary for June in Italy

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We are a family of four (two teens) traveling to Italy for the first time June 12-July 1st. We fly into Milan and out of Rome. We are planning to use Airbnb. Here is what we are thinking so far.

Option 1:
June 12-17th Lake Como
June 17-20 (somewhere between Lake Como and Florence) this is where I need help
June 20-22 Florence or Siena with a day trip to Florence
June 22-25 Rome
June 25-30 Positano
June 30- July Rome (hotel by airport)

Option 2:
June 12-17th Lake Como
June 17-21-Florence or Siena with day trips
June 21-25 Rome
June 25-30 Positano
June 30- July Rome (hotel by airport)

Thanks for the help!

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