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More Itinerary Help - Family with 4 Teenagers - Italy

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I posted my proposed itinerary a week ago and had several great responses. I thought I was ready to put down my lodging deposits when the ship started to turn a bit. Another round of input would be great so I can make some decisions and not spend hours a day on-line researching this trip!

Proposed Itinerary:
Arrive in Venice
4 Nights Venice
Drive to Tuscany
7 nights in Tuscany (side trips Florence, Sienna, Lucca/Pisa?)
Drive/train to Sorrento (drop car Naples or Sorrento?)
7 Nights in Sorrento (day trips Pompeii, Capri, Naples?)
4 Nights Rome
Fly home

The questions that have come up:

- Should we spend less time in Italy (cut out Tuscany or Sorrento) and add another country? My kids have been to London and Paris.

- I have been planning on a wonderful sounding hosted villa in the Val d'Orcia area of Tuscany - however it does not have a real pool (just a wading/plunge pool) - I am wondering three things:
1. Would teenagers be happier at an agriturisum with more people around?
2. Am I crazy not to have a real pool available to them? Only one is a big pool kid but I worry about heat or having something to do in the evenings.
3. Is this area of Tuscany interesting for teens or should I look in the area closer to Lucca/Sienna?

Since we have three weeks of family togetherness I want to make sure the kids have some time to interact with others so I don't really want a completely independent villa. My kids are three 16 year olds and a 14 year old (2 boys/2 girls) so they kind of have their own built in buddies - but part of the fun of traveling is meeting new people.

I like the idea of a slower, more immersion vacation but maybe teens would prefer to be on the go more and explore more than just Italy . Sorry for the complicated post - any thoughts would be appreciated.

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