I don't know if I'm an overplanner...but I'm definitely a planner of things that I find necessary.
We vacation twice a year to WDW/cruise. As a DVC member, resort accomodations are booked 11 mths in advance. ADRs are booked 6 mths in advance (although I do a little tweaking once in a while). Flights are booked approx 7-10 mths in advance (usually as soon as they are made available). For
DCL cruise, I book it as soon as it's available. (My first cruise was booked only a year in advance with a second part of a b2b booked only 7 mths in advance - I was not happy about it since I felt I had paid too much. I booked my 3rd cruise as soon as it was available and 4th cruise (dummy booking) was moved to the proper date as soon as it was available.)
I send in requests (usually just asking for a high floor) to DVC member services as soon as reservations are booked. For DCL reservations, I send in a request for "table for ourselves" and servers (if they are available) after I pay in full.
If we plan to stay at hotels before our flights, I book that as early as possible and check online regularly for promotions and price reductions. I plan out places to dine if we've never been there before. I would also check reviews of the hotels and restaurants to make a decision.
3 mths before the trip, I check to make sure that everyone in the family has appropriate and sufficient amount of clothes, footwear etc for the vacation.
I also prepare envelopes for gratuities, collect all reservations, etickets and other documents.
Before we leave, I have a list of things that need to be done a week before, a few days before, and the day of.
Since we go twice a year, I am in contant planning mode. But I'm not sure this would be considered overplanning.
Although my husband seems to think so. I just do what is necessary.
So, should I join Overplanner Anonymous?
Actually, I don't think I want to join. I don't want to stop!