The most dodgy city of my Italy trip is certainly Naples. Otherwise known as Napoli, the city looks like a ghetto region, the houses look run down and the streets unsafe at night. There isn't to be done in the city and the sights are all day trips from Naples. We chose to go to Capri Island, but do note that you have to spend a bomb there to enjoy the place. Nice as it is, leave this island to later if you aren't willing to spend. Actually, that rule applies to all islands if you think about it. I spent €30 for a two way ticket to Capri and another €33 for a private boat tour. Yikes.
The island is about 55-75 mins from Naples if you take the ferries. Check timings
here. From there, you can choose to take a round island tour in a big boat at €17 or a private tour at about €33. The more people you have, the cheaper it might be, but I can't confirm that. You should spend at least a night in Capri to make your money worthwhile. A day trip is scarcely enough to enjoy the island. There's the Monte Solaro to go, Phoenician steps, Capri Centre, etc. Also lots of caves to visit.
