I've driven that a lot - one word: BORING. That is, if you use I-95, which is easily the fastest, safest route. It's about 17 hours driving time from Orlando. On I-95, there isn't much to see along the way unless you actually drive through Washington which adds time. You can see Philadelphia if you use 95 instead of the NJ Turnpike, that also adds a little time. And because of the signs, it's hard to avoid a stop at South of the Border (NC/SC border), though it's a cheesy tourist trap (but if you're going to stop anyway, why not). The trip's half-way point is in North Carolina somewhere (like Rocky Mount), but if you're leaving that early on Saturday you could get much closer and make an easy second day trip. There are lots of great little towns just off the highway, it all depends on how much time you have.
There is another way to go - head towards Norfolk and go over the Chesapeake Bay Bridge-tunnel, then up the Delmarva peninsula on Hwy. 13. It might add a couple of hours, but it's more interesting. In January there will be no beach traffic, so you'd make good time. Oh, and no radar detectors in Virginia. Listen to AM 880 or 1010 for New York traffic - find out if one tunnel is a traffic jam before you exit off the NJ Turnpike.