Looking to find out how LATE the trains and boats run in mid to late October. From Naples to Sorrento and back.
It looks the last train from Naples to Sorrento departs at 22:41. Link (Italian): http://www.vesuviana.it/$Nebula2DiskC/Documents/orari/ferrovia/invernali/a02.pdf
The website for boats only has timetables until October 14. I'm sure there are boats running after that, it's just the website doesn't have the info.
With luggage I prefer to the train to the ferry.