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.....
".. 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)
1984 Fast/Nicholson 345 "FastForward"