If pulling the trailer unloaded was as dangerous as many of you make it out to be, there would be a dozen trailers rolled into the ditch every weekend between Calgary and the mountains.
Pulling the trailer with all the conditions that I said, would be safer than many "legal" scenarios. Have a 3499lb trailer, load an extra 401 lbs into the back of the van, and use no weight distribution hitch. Technically, you'd be legal, however, it would be FAR more dangerous to drive.
I'm certainly not saying that he should just go for it. I'm saying that he could buy the trailer now, get it home, and then look at getting a bigger vehicle, if he wanted.
Driving with the trailer loaded up, and the van full of people and whatever else, that's a different story.
As I mentioned before, my dad towed a significantly larger trailer with a van that wasn't much larger than the Montana for several years and many trips. I'm certain that the Montana has more HP than the Safari my dad used to pull our trailer with. Of course, HP isn't a safety issue.
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