i have pulled a u-haul auto trailer with a fully loaded cj-7 on it, behind my 25 ft sunny brook. in 6 of the western states. yes been seen by federal, state, county, city leos, even tribal cops. never a problem.
first. have a extra strong custom hitch mount on your frame.
second. wire up for lights, and brakes as required by your states laws (if you stay in state only) if not then include electric brake wiring in the plan.
third. get the correct drivers permit. a class A --non commercial-- with double/triple endorsement.
this pending length and weight laws, you will be golden to tow double in all 50 states. (but kinda hard to drive to hawaii). not sure about in canada? stay out of mexico no mater. but for the "lower" 48 states and the district of columbia you would be golden.
this is covered under federal dot laws, not state hwy laws.
but under some conditions, states can outright ban anything on certain roads. (over a X weight, X height, X length).
