I had the destination. I had the route. I even had the time off work. So does one plan every mile in detail or just get on the road and go south with just cash and a passport?
Enter "Project Planning". I was on a Project Planning course, and seeing I (and everyone else for that matter) was not using those skills at work, I thought I'd bring my Planning Board home and put it to some use for this trip. Here's the general idea for this whiteboard, sticky notes, and marker pen:
1. Enter fixed "events" that cannot change. In this case, two weddings, a conference, and a few other things had to happen on specific dates in specific locations.
2. Enter other things that need to be done, but have some time flexibility - ie. some side-trips or visits, and time off. For me, I wanted to take plenty of extra time with people I know along the way down and up.
3. Split up the rest of the route into day-sized chunks ( max 250 miles/day), finding locations to camp, motels, and alternate stops.
4. Shorten/Lengthen as necessary, build in flex time, and research some interesting stops along the way.
I'm right into #4 right now, as you can see from today's photo - still adding things. I expect this will continue right up until D-Day. This method gives me the satisfaction of setting simple goals for each day, and having a backup plan in case those goals aren't reached. I think it's better than just going and finding suddenly there's no place to stop for the night for another 50 miles.