Thanks for all the comments and suggestions! I'm going to try to do a daily recap - we'll see how it goes, but day 1 at least will be preserved for posterity.
Day 1 recap
Starting mileage: 222458 in Raleigh, NC
Ending mileage: 222751 in Charleston, SC
Got off to a bit of a slow start thanks to snow in Boston delaying our flight 3 hours, but we made it to NC, crammed our stuff in the trunk, and hit the road (after a quick stop to pick up some essentials, like tools).
We stopped for a celebratory "first night of vacation" dinner at The Library in Florence, SC before making our way to the Motel 6 in North Charleston for the night. The flight delay cost us some time we would have spent in Charleston, but such is life.
The car is running and driving great. It will definitely be getting a suspension overhaul: it wanders a bit on the road, but everything is more than sufficient for this trip.
Pressing issue 1: The shifter boots. They're toast, which is no big surprise, but paired with a slight exhaust leak and the prospect of spending several hours a day in this thing, they've got to get done. Going to see if I can grab some from treasure coast miata on my way past?
Pressing issue 2: The finish panel. The one on the car is broken, and a nice, color correct, unbroken one came with the car. I'd like for it to remain unbroken, so I'm going to swap it on ASAP. Plus we could use the storage space it's currently occupying.
Overall, I'd say day 1 was a resounding success!