Re: Largest Semi-Trailerable Sailboat ???
I always have more trouble with the trailer than the boat. I've looked into loads of boat/trailer sales here and NONE of the trailers had working brakes, only a darn few had broken rusted brakes, and very few even had that square plate on the axle where brakes can be attached. All were of a size that required brakes on all axles.
This summer I purchased and rebuilt a Hunter 23 wing keel on a trailer with broken brakes and not a speck of wiring anywhere. After making the trailer legal and the boat usable I hauled it to the ocean.
After only having full keel boats, which sit flat on the trailer, I'll have to say that a small keel in the middle makes the boat want to hobby horse on the trailer when going over rough roads, which is about all I went on. Make sure to have very strong support at the bow and maybe something removable at the stern to overcome this problem. I also need more tongue weight, but can't move the axle any further back, so I need to move the bow support forward. I already cut out the guides to allow the boat as far forward as possible for the trip home last week.
Sounds like you are doing things right!