I have two mid-mount grasshoppers and a 36" walk-behind JD. I'm thinking I'm gonna have to step up to an 18' trailer. Can I cram all of my mowers on a 16'? I have a 14' right now and even that is difficult to manuever in some situations. How big a pain is an 18' for turning around. Does the back edge drag when pulling in and out of drives where there is an incline?