I am also going to be driving down from Boston in July, with my partner Patrick. We are no strangers to long drives, and although previously our longest trek together was from Washington, DC to Atlanta, I have also driven from Indianapolis to Wyoming for an archaeology dig. It's a good thing I really love road trips!!
I have never driven to WDW before, only flown, but in my 20s I have developed an insane paranoia about planes. So, that combined with several other factors means we have to drive. We will probably be stopping for two nights on the way down - once in Pennsylvania, to sleep for a while and drop our cats off with my mom, and once in Asheville, NC. We'll also stop in Washington, DC to visit some friends.
We generally plan routes that may not be the most straightforward way but are significantly more pleasant for us. For instance, we will avoid New York City (going on 84 through CT and the Pocono Mountains of PA) and the entirety of 95, choosing instead to drive down the long arm of Virginia, including the Blue Ridge Parkway, to hit Asheville (which we love) and go on from there. We will add about 200 miles and 7-8 hours by doing it this way, and it might be longer, but it is considerably more enjoyable. Patrick does the bulk of the driving and it is less stressful for him to be on roads like 84, 81 and PA-209.
I, however, am still wondering when to leave! I'm not sure if we should leave in the morning or the evening. I figure if we leave in the evening, after rush hour, we should be at my mother's house around 1 or 2 AM. We could sleep there and jet off early the next morning to stop in DC - a short 4 hour drive and we'd be there for lunch, then 8 more hours and we'd hit North Carolina maybe by 11 PM. The next morning we'd do a ten hour block and be in Orlando hopefully by check-in time around 4. (We'll be staying at the Universal Royal Pacific for the Harry Potter conference for the first 5 nights, then switching to the Polynesian for the Disney half of the trip.)
On the way home, to make leaving less painful, we will pass through and spend a night in the Great Smoky Mountains. It makes the long slog back a little easier.
Anyway, this was long and boring and I'm sure nobody read it, but it sure was helpful for me to type it all out!
