Normally I pull a 35′ bumper pull with as many as 4 dirt bikes in the bed of the pickup and have pulled that many years from Colorado to Moab to Oklahoma to Taylor and many other destinations. This year would be our first to find a way to haul the 4 seater also, and after doing much research, decided to double tow, and yes, I mean double tow two bumper pull trailers for the trip. My setup is as follows: 2012 F350 Long Bed with 2 bikes in the back, myself, wife, 3 kids and two dogs in the cab; 35′ bumper pull with Equalizer Weight Distro anti sway bar attached, filled with supplies for a family of 5, all tanks empty; and finally a 12′ tandem axle flat bed pulling a 2017 RZR XP4; total length about 65′. Camper has brakes, 12′ flat bed did not. I have plenty of experience pulling trailers, but was reluctant at first on the two bumper pulls. I did add a rear facing camera to the back of the camper so the RZR was in sight the whole time, I believe this reduced a lot of worry going down the road.
We traveled from Colorado, to Little Sahara in Oklahoma, to Norman and back to Colorado on Interstate, two lane highway, and some dirt roads with absolutely no issues at all. I believe the combination of the anti sway on the camper as well as the tandem axle flat bed made the trip a success. We encountered lots of wind, lots of trucks, lots of highway patrol, and lots of lane changes, and for the exception of one car trying to occupy the same lane as us on the freeway, no issues at all.
When I was doing research on double towing, no one really ever had specific personal experience and equipment used. If anyone has any questions, let me know. Here are some pics of the set up.