Minimize Movements
First off, the smaller boats will generally be faster to set up for splash. With our 16-ft Falcon daysailer it would take only five minutes - but we minimized work and were organized.This was many years ago but, as I recall, it went something like this after seting up near the ramp:Outboard: 3hp long shaft, transported in the car trunk and hung on stern. Put food cooler on boat.Rudder, boom, paddle, sails in their sailbags, etc. were transported inside the boat. Can't remember where the gas can was; probably in the boat otherwise it would stink up the car. Life jackets were under the cockpit seats in a storage area.Step mast. Leave shrouds attached so the only thing left was to step it and hook up the forestay. Leave boat tie-down straps on until the mast is stepped. Don't step mast with boat in water, even on a small boat (unless there are overhead powerlines (check!).Remove trailer tail lights then back up and splash. Significant other holds onto bow line while you park the rig. Total time to this point about five minutes (before parking the rig).Took a few more minutes more to set the boom gooseneck on with downhaul, hook up the main sheet, bend on the sails and you're good to go. The main halyard and jib halyard were already on the mast so that made that part easy. Untie the centerboard (had to tie it in the "up" position because it drooped down a couple inches, just enough to catch on a roller).The trick is to minimize "doing stuff". Leaving the shrouds hooked up saved several minutes by themselves.On larger trailerables setting the mast can be a major effort. I talked to people who had Catalina 25s and they said that the tall rig, even though it's mast is only a couple feet taller, is enough to really increase the difficulty in mast stepping.Stuff you carry in the boat need to be chafe protected. For example, the gooseneck on my boom had a towel wrapped around it to prevent it gouging things.I'm sure there were more details this is what the years do to you. Hopefully this gives you some ideas.