We just got back from 5 nights at a B&B in Sorrento, after 6 nights at an apartment in Rome. Tim/New Jersey had warned me upfront that Sorrento was not all it's cracked up to be. And you know what? He's right.
The good--really solid restaurants, even the cheap ones. We never dined at the high-end Il Buco or the big hotel trattorias on the Marina Grande, mostly because they weren't open this time of year. There is a sameness about the fare, but it's done professionally and with care. Had a lobster with linguine that was outstanding, also great soups, calamari, lemon shrimp.
Also, logistically, Sorrento--IF you stay close to the bus and train station--is a great strategic launching point for Naples. We took the Circumvesuviana, then a taxi from Garibaldi to the Archeological Museum--fabulous. It being late Sunday afternoon by the time we got out of the museum, we didn't stay to knock around there and took a taxi back to the station, then rode the CV back to Sorrento. Interestingly about that, we had been told that the train would have more 'ruffians' closer to Naples, but we had the opposite. Some drunk musicians--accordion and bongo, and not good players--got on at Castelammare di Stabia, and were begging all the way to Sorrento. Nothing we couldn't handle, however.
Taking the SITA bus to Positano was also cool. We were supposed to get off at the second stop--Sponda, and walk down to the town. But note that people push the buzzer all the time, and get off wherever, so consequently we made a mistake & got off two stops early, and had to walk the winding cliff road down to Sponda, probably 1/2 to 3/4 of a mile all told. Fortunately it was nice weather, about 55-60 F., and the views were absolutely spectacular on foot, much better than from the bus--I would actually recommend doing this on purpose, although it was happenstance for us. At Sponda, we were told that down in Positano-town it was still pretty much closed, so right near the stop there was a tiny cafe that was open. As it happens, we had some of the best food of the trip there, sitting outside with those views. And then we simply walked the few steps to the Sponda stop and caught the SITA bus going the other way back to Sorrento.
But back to what I was saying. Sorrento itself is...soulless is a good word, I guess. And for the time of year, it was damned crowded too. Only thing I could figure was that if folks were going to the A.C. this time of year, our part of Sorrento was it, baby. Everything closed down by the marina. And every A.C. town on the other side buttoned up as well. Plenty of tour groups and students--not aggravatingly so, but certainly there. I think it would be just brutal in high season. And also, my preconception of Sorrento is that it was touristy, clean, sparkly, like an Italian version of Carmel, CA or Ogunquit, ME. To me, Sorrento is Naples without the massive graffiti--old and not that well kept up.
Me? I'll take Napoli next time. Just my .02.