I have no idea how to find the right trailer for my boat!
If you just want to get the boat down to a new home, a boat transport outfit will likely be the simplest soluttion. If you want long-terrm savings on winter storrage (which may not be quite as big a requirement as it is in RI) by keeping the boat in your backyard, Triad is the way to go. We had a Triad trailer for our Soling. We (and others) could take the 27 ffoot, one ton boat on the highway at 65mph or more with more concern about radar traps than about the boat or trailer. The trailers are tough, well-thought out and hold up well with the occasional slap of paint. We sold ours with the boat after about 20 years.