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Broad plan for 2 weeks in Italy

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Hello,

It would be great if travellers can comment on this broad plan for a 2 week holiday in Italy. We are travelling with our 4 year old daughter, so dont want to be too rushed, and dont need to see every single thing in architecture & art. We would be flying into and out from Rome. Besides rome, we want to cover tuscany region and the amalfi coast.

Day 1 - 4: Explore Rome
Is it better to spend all 4 days together or break the roman part into 2? I havent done much research into train trips, so not sure if we can go staright from chianti / florence to amalfi / sorrento or need to go to Rome first (from tuscany) and then onwards to amalfi coast.
On the flip side, we might get a good deal by spending all 3/4 nights together at 1 hotel in rome.

Day 5 - 8: Chianti & Florence
Is it a good idea to base ourselves in chianti fo all 4 days? I am thinking some nice villa or monastery converted into a hotel. Where to book a car for these 4 days? Can we do a day trip to Florence from here, or is it better to explore chianti for 2 days and then move to Florence and stay there? Should we take a train from Rome to Florence, see the city, book a car and then drive to chianti?

Day 9 - 12: Amalfi coast & Pompeii
We want to base ourselves in positano here and explore nearby areas / coast / beaches. Any recommendations on restaurants, what to do / see would be appreciated. Can a day trip be done easily to Pompeii? Would it be prudent to again hire a car for a day or two to explore nearby areas?

I realise the above plan is very sketchy and lots of variations are possible, but all tips / suggestions are welcome to help me plan better.
Thanks.

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