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Italy with 4 teenagers, 1 child and a husband in 18 days - thoughts?

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Hi, we are at the early stages of planning a summer (August 2014) trip to Italy, inspired by this summer's visit to the Italian Tyrol/Lakes area. We will have 19 days/18 nights and are flying in/out from the UK and then will be using trains and buses and a lot of walking! Our kids will be 16, 14, 13, 13 and 7 and are pretty keen (tolerant!) of culture/art/museums/watching the world go by etc although are also pretty active - loving swimming, biking and climbing. Have done some research and read through the forums here which have been great but have a few questions about our specific itinerary if anyone has some thoughts...

We are considering the following:
Flying into Rome - arriving 10am - 3 nights
Train to Naples - 5 nights - with Pompeii, Capri, Amalfi Coast - day trips
Train to Florence - 4 nights - with Pisa, Siena and Lucca - day trips
Train to Venice - 4 nights - with Pauda (maybe Verona?) - day trips
Train to Milan - 2 nights - flying out departing 5pm

We would rather limit our stays to less places than a night in one place, a night in another (unless completely recommended) and do longish day trips than move all 7 of us from place to place - needless to say!

So I am wondering three things:
Does this look like it covers most of the main places (this is a trip based on seeing the wonders of Italy so are not looking for much downtime). Are we omitting anything that we shouldn't?
Secondly - does these break down of nights in each place seem realistic - we are flexible and can shift nights spent at each place around.
Finally - we can also do the whole trip in reverse - as in fly into Rome and out of Milan - is there any 'better' way to go round?!

Thanks for your help.

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