I love having my raft trailered. I use a simple single axle makeshift trailer that works well. I don't know what your launches are like, but I like the single axle short trailer for the PNW. I fit anywhere, but part of my advantage is I drive a minivan and a Legacy wagon. I don't know if you plan on sinking the trailer into the water, one thing to look out for is the shackles flipping if you got up or down a ledge. It would be difficult to describe if you have never had to deal with it before. The area you boat might be more open and wide than what I deal with.
I have kids, and if I can show up, pop a few straps, drop the boat in, and be gone in minutes, it is a huge advantage. Same deal at the end of the day. I can load my raft like a guy with a motor boat.
Wishing I was on the river instead of surfing the web...