Trailers are not that hard to pull.
With a single wheel the trailer and bike will -normally- have the same frontal width, so there's no concern about the trailer being wider than the bike and hooking something.
With a single wheel proper packing is a bigger concern than with a two wheel trailer, low mount points are better for either trailer type, but the high point is less of a concern with a one wheel. High mounts with either type heavy load/light bike can make them tippy when on the side stand, and alter handling more than a low mount.
Recommend finding someone who has a trailer and test riding their rig before commiting yourself
In my view a two wheel is more versatile,but a one wheel is sportier, and has less effect on handling, but with a flat means there is absolutely nothing back there to keep it in line, a flat on a two wheel leaves the other wheel to assist in keeping it in line.
Storage, a two wheel you just unhook and set it down, a one wheel you need to figure out how to store it so it's not laying down all the time.
Another good thing about a trailer is that you don't need a full dress tour bike to take an occasional tour, mount hitch, load trailer and take the tour, when you're done, you have your naked bike.
ken.
Ken.