I've read lots of stuff on line about the motorcycle/trailer combo, and it's kind of weird; I've read lots of opinions about what a stupid and dangerous idea it is by guys who haven't done it, and I've read lots of accounts by guys who've done it and think it's a great solution. What I don't recall reading are accounts by guys who've done it and totally hated it and thought it was a bad idea. I'm not saying that opinion isn't common; only that I haven't seen it, and the two camps seem pretty evenly split between the "hell yes!" and the "no freaking way!" outlooks.
Anyone who's ever toured two-up for more than a couple days would recognize the advantages of the extra room a trailer provides. Even when you travel as spartan as you can, you're still going to need extra gear if your trip takes you down to the desert and then up to the mountains, especially if you're camping. I've batted the idea around a bit over the years, and if I do it, I'll probably go with the one wheel trailer design. They seem best suited for a motorcycle. I lean more towards the Unigo style, rather than the type where the load is distributed between the hitch and the trailer tire, mainly because of tongue weight issues.
The hitch is probably as important as the trailer you choose. I wouldn't select a hitch that attaches to the swingarm; it would have to mount to the frame in some way. If I went down on a bike while hauling a trailer, I'd rather it was a single wheel. I'd rather have the trailer going down with the bike, rather than the bike going down and the two wheel trailer staying up and continuing to push you until the forces on the hitch flip the trailer over.
I believe that Richland Rick on this site has had some trailer experience, and I know a lot of other have.