There are some trailerable full keel boats.... the NorSea 27 comes to mind. It also has a beam that will not be problematic on the highway. If you're looking for that salty cruiser look that's a place to start. Danica/Nordica models fit into that category too.
Small keel boats can be trailered with reaonable vehicles, but require special trailers and ideally a hoist for launching.. still, smallish boats may prove to be practical on the trailerable front if the trailer is provided, and you have a sufficiently steep ramp available. Centerboard/swing keel boats are that much easier, of course.
Catalina has an enviable record with their 22 and 25 foot models, plenty of manufacturer and owner group support too.
I suggest you avoid the temptation to get 'the best of both worlds' as claimed by the Macgregor powersailor series... JMO of course.....
1984 Fast/Nicholson 345 "FastForward"
".. there is much you could do at sea with common sense.. and very little you could do without it.."
Capt G E Ericson (from "The Cruel Sea" by Nicholas Monsarrat)