Fiddling with a simple booking system for a music venue. The people working on that venue starts working at 17:00-ish at one day, and is finished 03:00-04:00. For a maintainer of the calendar, saying that something happens on May 19th at 01:00 when it actually happens on May 20th at 01:00, makes sense.
Any ideas and suggestions on how to implement this kind of thing and keep everything smooth, sexy and DRY?
(Yes, that's a vague question, so I'm looking for overall ideas and suggestions, not funky app-specific details)