Thanks crash. Currently I pull a travel trailer that weighs about 7500 (conservative estimate) including cargo, with a golf cart in the bed of the truck and I barley notice I'm pulling anything. What I am specifically looking to upgrade to is a montana high country toy hauler that has a dry weight of 13500. So I would estimate an additional 1k for the golf cart and another 1k of cargo and again to be conservative we could say another 500 misc weight. So about 16k total weight. And for the record that camper is 41 and half ft. My current camper is 31 and half. We usually stick to pull through sites, so they tend to have plenty of room to navigate getting in and out of. Honestly even though I'll be longer, maybe only 5 feet or so longer in total, I think the fact that it's a 5th wheel means it will drive in and out a little easier.
Okay, I'll chime in here. You guys can call me nuts all you want, but this is my hill to die on.
I wouldn't do what you're proposing with a 2500. With ANY motor.
If you want to be safe and secure, upgrade to a 3500 dually. More tires on the ground, more pulling capacity, everything.
There's a lot of things you need to consider when going to a fifth wheel toy hauler. First and foremost is that you're going way up in weight. They're also taller. With that straight roof, you just created a MASSIVE sail behind you that's going to catch every crosswind. I'm presuming since you're looking at a 36-38 foot toyhauler, it's going to be a dual axle instead of a triple axle, which won't fight the crosswinds as well.
I used to have a Cyclone toyhauler. 42', triple axle, heavy as hell. I pulled it ONCE with a non-dually Powerstroke F350. Never again. That trailer pushed me around in any kind of crosswind or whenever I came close to another big vehicle on the road.
I went out and bought a dually, and never had another problem.
Edit:
I just re-read and saw you're looking at a 41-42' toyhauler. I DEFINITELY wouldn't do this with a 2500.