I too break my boat down completely for trailering, probably more than most sailors. Since I trailer my boat a couple of hours from my house to the coast, I always remove the rudders to reduce wear and tear on the grundeons and I also completely remove the shrouds from the mast since my mast is hung from the ceiling of my garage above the boat (boat won't fit in the garage with the mast on the trailer). I also store my spinnaker folded up neatly in a bag so before heading out I have to load the spin into the retreiving bag which takes about 15 minutes. About 90 minutes is about as best that I can do from arrival at the launch ramp to boat in the water ready to sail.
I could probably save approximately 20 minutes or so if I left the rudders and the shrouds attached. Depending on whether I'm ramp launching or beach launching, sometimes I'm forced to rig the spin while it's still on the trailer (ramp launching) so I added a hinge to the forward mast yoke that allows me to un-pin it and swing it down out of the way so that I can rig the spin pole.
3 hours of setup and takedown does cut into the day significantly so I either arrive very early or drive over the night before, set the boat up and then sleep on the tramp leaving me only with putting the boat in the water and raising the main before I'm ready to go. Obviously, any chance I can take to do a multi-day trip and leave my boat setup on the beach is a plus.
The setup time is definitly daunting but well worth it to me! The additional dynamics of spinnaker sailing is very exhilirating and if you're a mechanical type like me, I actually enjoy the setup process.
1988 H18M (Windraider)