I did a search and didn't find anything, but this may be a well-worn subject by now.

Last year, I went to Japan for the month of September. With my mild OCD and the fact that I knew it would be easier to organise everything from this end as much as I could, I started planning in mid-March, booked everything by the end of May, then spent a few months fretting about various hotel choices, rearranging days, etc. Then I went to Japan and thoroughly enjoyed myself.

This year, my holiday is a little closer to home, and although it's not til August, I've already got a loose list of places I want to go, things I want to see, aswell as 2 hotels booked (okay, so one is in Edinburgh which is always busy during August). I think 1 more month of organising and I'll have it sorted. I do enjoy the planning, poring over google maps, etc, and frankly for the Japan trip, the organising was definitely half the fun, but it does mean that I'll probably never enjoy the delights of laterooms.com or lastminute.com

I'm just wondering if my planning ahead is freakish, or does anyone else spend 3-6 months planning and arranging a 2-3 week trip?