FWIW,
I'm pulling Doyer's 24 foot, full height, 8 foot wide, v nose aluminum NESBA trailer with a 2003 Ford Expedition. The gas is really the only issue. The wind really gets no worse than the area I am leaving and that can be difficult especially going over the Key Bridge (695 - Baltimore). The fact that it is all aluminum (even the frame spars) is a plus however at 24 feet long, it is 2650 lbs (empty trailer) -- add to that a 675 lb Snap-On tire changer in the V and added gear for the track and it CAN get hairy. Mainly make sure the trailer is maintained, you have a working (progressive -- if you can find a good one) brake controller, and the truck is rated to haul the full trailer.
The Exp. will get springs this winter or I will try to get a new tow vehicle, but ultimately the vehicle is really just a tow/haul vehicle.