I wouldn't go more than 27' on a short wheel base 1/2 ton such as a Yukon. The problem becomes one of leverage; that trailer is a huge windcatcher and it
will wiggle and sway from crosswinds and passing semi trucks. You don't want the tail wagging the dog.
I also recommend that you get yourself a good
stabilizing W/D hitch such as the
Reese Dual-Cam. It is a bit more pricy than a bargain W/D hitch with an anti sway bar, but having towed the Airstream both with the system that came with it and with the new Dual Cam that I installed, it was comparing night and day (and Airstreams tow very easy; I'd hate to have towed a straight sided trailer with the original setup).