I live at the beautiful New Jersey shore and work in the office which produces all our summer events, so I can't get away in the summer (Memorial Day to Halloween).
My annual plan for my projects for the following year is due November 30 each year. That means I work non-stop through October until mid-November, when I spend a week at our convention (a working week--I also have to staff our booth at the convention, which means I'm on my feet 9 hours a day for four days, then way too tired to party!).
My annual report for each previous year is due March 31, which means that starting January 2 I go back into high gear again.
So, the early part of December is the best time for me to go anywhere. Because of the fact that I work straight through the summer without a day off (weekends included), I have plenty of vacation time, and can take off from the week of Thanksgiving until Christmas. I love Christmas decorations (I leave some on display in my home all year) and hate crowds so the early part of December is a great time to visit WDW. Since I'm already in the area, what better time to cruise?
Of course, I'm trying to convince DH that an early April cruise (3 day is all I can manage timewise) would be a real treat!
Beth