I'm retiring at the end of this academic year (DH also worked on an academic calendar, but has been retired for 7 years). Right now I am only thinking in terms of the semester - "only one more . . ."(opening week, advising class, midterm, etc). Starting in January, I will start counting weeks.
DH and I are looking forward to being able to cruise whenever we wish, instead of having to stick to the high-dollar school vacation times. Our first post-retirement cruise is booked for Sept 16.