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Pisa/Florence and Naples/Pompeii questions

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Hey everyone,
I posted this in the Italy forum, but figured I would try here, too. I just booked a two-week trip to Italy for August. It'll be my first time there and I'm traveling solo. Can't wait to go. Anyway, one week will be spent on a cruise. Two of the stops are Livorno and Naples, and I have a couple of questions.

-- For Livorno, I would like to climb the Leaning Tower of Pisa (not just snap a picture) and spend time in Naples if possible. Is it realistic to do both on my own by taking the train? Or would I need to choose one over the other? The ship's tours are pretty expensive. The one that goes to Pisa and Florence basically stops near the Leaning Tower for like a 15-minute photo op and then heads onto Florence. There is also a four-hour Pisa-only tour in which you can climb the tower. I've also looked at a local tour company recommended by Fodors, and the options are similar.

_ For Naples, a similar sort of question. If I take the train to Pompeii, will I have time to visit the ruins and then grab some pizza in Naples before heading back to the ship? The ship has a five-hour Pompeii excursion for $129. That would get me back around 1:30, which would give me time to head into town. But I'm wondering if I would be better off going on my own or if there are good cheaper options with a local company.

At both stops the ship docks at 7 a.m. and leaves at 7 p.m. Any advice would be greatly appreciated.

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