How hard (or practical) do yall think it would be to tow 2 trailers? I built a trailer for my foreman from a boat trailer. The trailer will be a perfect fit for the 4weeler and a few coolers/gas cans. I am also building a trailer to pull behind the foreman in the woods. the trailer will have a 3x5 box and the over all length will be about 8ft or so. The problem is,,,, I cant get everything on the "big" trailer.
Can I weld a hitch on the back of the "big" trailer and pull the "small" trailer behind it? Would it pull OK? Here is a pic of the "big " trailer. This trailer (bed) is 66" wide and the smaller one (bed) will be 36" wide.

 

Weight will be no issue but is it legal, I doubt it would be allowed but you state restrictions might be different usually double trailers carry certain permit requirements and that is for commercial driver permits only. And not to mention the first time you go to backup and the trailers jack knife into each other or your truck. Its a disaster waiting to happen.