Like Amos, my trailering rig is pretty much the same whether I'm going near or far. Unlike Don, I leave the reef lines rigged all the time. The reefs are just too valuable to try to estimate when I'll need them and when I won't, I've found. (Calm wind at the ramp doesn't always mean the same away from shore, for example.) Rigging the reef hooks in the main seems to take f-o-r-e-v-e-r. So does putting the main sail slides on the track. The mizzen reefing and sail tracking seems much quicker for whatever reason. I leave the sprits attached to the sails and just sort of scrunch the sails up to the sprits, tie them with some strops and put them in the boat. I leave all halyards and other mast lines attached.
I have a nice canvas over that goes over everything, but then again that takes some time to go on and off. But that time is less than the time it took to tie everything down and trailer without a cover. With cover, I can leave all the equipment loose in the boat.
Unfortunately, I have not been able to get my solo set up time down much below 30 minutes, and I usually figure at least 45 by the time I get the boat set up, backed into the water, launched, car parked, and back to the boat. (My thought is that a lot of folks tend to ignore the launching, parking and walking back time when they talk about setup time.)
I'm pretty sure it takes me longer to set up my CS 17 Mk I than it does to set up a Mk III, since the masts on the Mk IIIs are on tabernacles and whip up.
I take the rudder off for trailering and take the motor off, too (goes in the car). The masts go up pretty quickly; it's all the other fussing that seems to take a while.