I went on a group tour a while back, and it seemed like almost everyone had an S&S coupled bike. So when we all sat outside in the shade to unpack (and pack at the end of the trip), it was eye-opening to see how things varied. Some of the smaller riders, were able to pack theirs with the fork still on the frame; IIRC, a couple of those ladies were able to loosen their seatposts and slide it down.
My bike is a 62 cm frame, so everything comes off: derailer, cranks, seatpost, bars, fork. It usually takes me an hour to unpack and an hour to pack, though one time (ONE TIME!) everything went right and I was ready to go home in 40 minutes. I don't plan on that; I'd rather plan on an hour and a half, and have time to cool off and relax if I get done early. I can figure things out on the fly when unpacking, but I have a six page document printed out and packed in page protectors to show me how it's supposed to go.
Tourist has a good rundown; I'll throw in a few other observations.
(1) Pack a couple pairs of rubber (Park) gloves. It gets messy. Throw in a rag or two.
(2) Pack a small tube of the S&S recommended grease. If you don't, even though it was well greased when you pack it, you may have trouble tightening the couplers (learned that one the hard way).
(3) I now have a 4 mm, 5 Nm click-style preset torque wrench for tightening my stem bolts. It's cheaper or at least easier than finding a new stem after you strip a bolt.
(4) My bike has square taper cranks and auto extractor crank bolts.
(5) Take your coupler wrench (I'm still using the S&S wrench) and a hex wrench (8 mm) to fit your crank bolt in your saddle bag. I've used both on the road.
(6) Get a decent, not necessarily extravagant, hex key set for the bike bag. You can take out whatever you won't need (like that big, heavy 10 mm monster).
(7) I leave pedals attached to the crank, and saddle attached to the seatpost. On smaller bikes, some people took off the pedals and left the cranks on.
(8) I theorize you might fit fenders around the wheels in the box, but my travel bike is the only one I own which doesn't have fenders.