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Italy - order of Itinerary help please

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Please help me decide the best order for our itinerary.
Travelling to Italy in May 2015 for 4-5 weeks. Flight dates have not been locked in so we are flexible.
We want to travel by train or bus.

*Rome - 5 days
*Venice,
*Florence,
*Cinque Terre,
*Start a tour in Siena on 10th May for 8 nights ending in Cortona
*Lucca or surrounds
*Pompeii and Almalfi Coast.

Really looking for advice on the best/most logical order to do this trip. Willing to take any advice especially in regards to open jaw flight.
The people I'm travelling with wish to see Rome first as big cities are their least favourite places.

Thank you in advance for your help

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