I have a F250 and a 30' 5th wheel and pull my F18 Tiger behind my 5th wheel. I've been doing this for 6 years and never had a problem. You can't back up both trailers, so if you get in a bind...just unhook the boat trailer. Also, you need to travel a bit slower. The only thing I find is the boat bounces a bit more behind the 5th. Don't worry about turning extra wide...the boat will follow the 5th wheels track perfectly.