Well, to do this, I am going to have to weld a receiver to the rear of my car hauler.
@BILT4ME any thoughts?
Yes, you need a receiver on the tail of one or the other trailer. Whichever trailer with cargo is the heaviest MUST be in the front, directly to the truck. Yes, you need to add tongue weight to the front trailer to compensate for the tongue weight being attached to the rear because it will offset when hooked up. (I would place a receiver on BOTH so they could be swapped in the event that the front trailer needs to be run empty.) However, do not exceed your tongue weight on the truck itself.
Make sure BOTH trailers have brakes. You MAY need dual brake controllers and have the rear one to start braking first. That's kind of a touchy subject. Too early and they will lock up and the rear trailer tries to pass. Too late and the rear trailer pushes hard on the front trailer and wants to jacknife you.
If both trailers are tandem axle, non-steering trailers, then you can back them up relatively easily with some practice.
If both trailers are 5th wheel, then no because the rear trailer will track WAAAY inside the front trailer in a corner.
Also be cognizant of the receiver height when installed on the rear of the front trailer. It will tend to move vertically MORE than normally attached to a vehicle because the pivot point is at the center of the axles. Go higher than normal.
Tires pressures are CRITICAL when towing multiples. All pressures must be equal across the axles.
When driving across Kansas, wind will be a problem, particularly with the camper in the rear. It will want to whip like a tail because it will be lighter and has the most cross-sectional area. With Foo and/or another truck on the trailer in front, then you have more cross-sectional area and weight in front to stabilize and to cut the wind for the camper into a "slipstream". If the flatbed ends up empty, the camper will whip bad, kinda like driving about 30 ft behind a semi VS being 10 ft behind it.
If you need help laying this out, let me know. I'll stop by if I'm not traveling for work.