The best trailer that I have ever owned is a small old Holsclaw that came under a small sailboat and has coil springs and motorcycle-sized shock absorbers. Boats come and go, but that trailer is never leaving the fleet. It has carried sailboats, iceboats, canoes, sea kayaks and is currently set up for two Hobie Lynx pedal-powered board-boats and a cargo box. It rides so much smoother and quieter than the typical leaf sprung trailers that you keep needing to remind yourself that it's there. If you ever see one for sale, buy it, even if you have to throw away the old boat that is sitting on it. It will be tan and blue and rusty, but that's a pretty easy fix. It will soon become your favorite trailer.
The north canoe rides right-side up on a modified jet ski trailer. With that kind of stem height there isn't much of another option. It has five contoured cradles under it and seems to do OK. It has a cover to keep rain out. Back when we first moved here my wife and I put it on top of our Astro Van by ourselves, but we can't remember how we did it and can't imagine trying it these days.