David, I see those two angled frame members on the trailer, with blocks of wood, at the lower part of the picture.
If you replaced them, and made them much taller, then they would provide you a much wider target to aim the bow and keel at when floating on the trailer.
If you have a boat ramp in particular that you use most of the time (I have the same ramp at my lake,) you could go out there with a level and tape measure, and find the average angle of the ramp. Then, you could go back to your trailer, as hooked up to the tow vehicle, and get an idea of how deep the end of the trailer is when you've got it submerged to the right point. That would probably be with water covering most of the elevated bunk boards, maybe deeper depending on your boat and trailer. So, given the draft of the boat with CB up, you could know about how high to make the "cattle chute" guides in to the keel guides. You might also have to give a generous overlap if you regularly retrieve the boat in rougher conditions. No sense in having a wave come in and jump the keel out of the cattle chute.
Here is a picture from a trailer for a Precision 18 or 21:
Here's an idea that may or may not be robust enough for you :
Some people use and like "goal post" guides. I personally don't think they are too useful for sailboats, because our boats tend to have the greatest beam about 1/2 of the length of the boat, whereas a powerboat, especially a john boat, achieves reasonable width far further forward on the boat.
I hope this makes sense, and helps a bit!