We move a bobcat T200, and 430 mini ex on an interstate 9 ton trailer often. The hard part is we have been known to pull the load with a Ford F450, which is legal for 42,000 lbs, but it still makes for some sketchy moments. Luckily for me, since they replaced the transmission on the 450, its been decided that maybe loads like that are not the best idea.
Lately we have been moving our T300 and 430 bobcats with our tandem axle dump and 25 ton interstate trailer. It is certainly overkill, but it is a lot safer combination. We are using the 25 ton trailer mainly because it is our longest non lowboy trailer. It still will not fit any attachments. Well, other than we use the forks, and set the bucket on them, then load on the trailer. But a lot of the time we go to jobs where we need a breaker, and broom. stuffing those in the back of the dumptruck works, but its not the best option, as you have to crawl into and out of the truck, and most of the time you can barely reach into the bed while swinging those attachments in and out.