you make me twitch, but I admire that, I am trying harder to be more free
When we first married, my husband and I would take driving vacations where we planned what direction we were going (where we would end up) and would just drive in that direction, stopping to look for a hotel when we were ready to quit for the night. It's easy to do that, and get cheap rates, when there are only two of you. I like the flexibility of deciding to pull over because I saw a billboard for something interesting, instead of zooming past everything because you *have* to be somewhere.
Now that we have kids and often travel with my mom, I book all of our hotels ahead of time, usually about four to six days before we leave. We always build in lots of time for long meals, breaks, and impromptu site-seeing. I don't want to be rushed or anxious when I'm on vacation, and I want to have time to explore along the route as we go. (Not that there is always something to see, but it's nice to be able to stop when there is.)
The first time we went to Disney World, it was only my husband and I, shortly after we married, and we went to AAA about two weeks before to see what they could do for us; the agent there was shocked that we were going so soon. I didn't know at the time that people normally book Disney vacations months and months in advance! It worked out for us -- the only thing that was a bit expensive was the airfare, and even that wasn't too bad for just the two of us. We had a three hour layover in Atlanta that was pretty brutal, and I came out of it thinking I'd rather spend a day driving than spend that time at the airport.
The second time we went to Disney World, we had my mom, my dad, and our toddler. This one we booked about six weeks in advance, and rented a car instead of flying. (Through AAA again, because I wanted their parking pass, and still shocked the agent at what a short planning window we had.) Our agent was able to book us two character meals; once we were on site, we booked two more, each on the morning of, and we walked into a fifth one that happened to advertise openings when we entered the park that day.
I want to plan another Disney World trip, but now that the kids are in school, and my teenager is in marching band, finding a good week to go is getting difficult. I have time, though, since I don't see us going within the next three months or so. LOL