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Italy - rental car and personal driver and guide suggestions

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8 adults traveling in Oct 2007. Flying in and out of Rome. Staying in Porto Santo Stefano. Want to do day trips to surrounding area (Porto Santo Stefano) and want to visit Rome, Florence, Venice and Pompeii. Looking for suggestions of how best to do all this: ex. hire a driver for some, if so, recommendations please. Train to Venice - where do we board near Porto Santo Stefano? Suggestions for travel to Pompeii.
We have 18 days and are considering 2 rental cars to give us flexibility. But would love to have a local guide for some of the side trips. Suggestions appreciated.

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