I wouldn't tow with a wrangler. The V6 is not all that powerful. It's rated to tow 3500lbs max. I'd assume that's in a Rubicon with the 4.10 gear ratio. The 3.73 may still be rated at 3500lb, I'm not sure. My wife has a 2008 wrangler with the 6sp and we like it a lot, but thinking of towing anything with it would not be particularly something I would look forward to. Definately not with the auto trans. The Jeep groups are chock full of problem with that auto even without towing. If you never hit much hills, the 6 speed would probably be ok, but not in the mountains. It takes some pretty good shifting to keep 65mph up mountain passes empty. Don't want to say it's not a good vehical, we just love the jeep, but not for towing for me at least.
I think it depends on the size of the trailer. I suspect you could tow one of those single bike, open aluminum trailers with a Wing aboard, but anything more than that is going to be a real problem; expecially in the mountains. Someone on another thread said you run out of motor real fast pulling a trailer up a mountain and I certainly agree with that.
I pulled a 6x12 trailer with my 2006 Rubicon 1600 miles. Had a 300lbs bike on it:
No problems. Acceleration, braking and gas milage were obvisouly affected, but it handled great. I also used the same rig to haul my dirtbike (200lbs) and my Rincon (650lbs) out to offroad areas. No problems at all. With bikes, gear, trailer, coolers, etc, I'm sure we were probably right at the 2000lbs limit for my Rubicon. Since you have the unlimited, I can't imagine you will have any problems with a trailer and a wing. Just make sure you are loaded properly (see your other thread), trailer is level, and be prepared for extending braking and acceleration distances. Also, drive smart. No sudden moves that will upset the balance of it all.
One time deal with an open trailer might work OK, but you've got to watch your speed.. Problem is with choppy highways or lane changes you can get quite a sway going and that's pretty unnerving. The problem is that it's a short wheelbase tow vehicle with a high center of gravity..
For reference, the Goldwing with an open trailer would be 1200-1400#.. A short, single axle enclosed trailer it's closer to 2000# loaded..
I've got a Wrangler Unlimited and have pulled a 5x8 enclosed trailer with about 1000lb in it. I won't do it again. If you've drove a Jeep into a head wind on the Interstate, you can imagine how much a trailer will bog it down.
Yeah, you may want to steer clear of enclosed trailers with the Wrangler. For my 2006, there was mention in the manual of maximum "frontal area" of your trailer. If memory serves, a 5x8 enclosed would have way exceeded the maximum frontal area on mine.
I have pulled a 1000 pound open trailer with 1000 pounds of cargo on the trailer for a total of 2000 pounds combined trailer and cargo weight. No problems. The 1000 pounds of cargo could just as easily have been a Wing. Any weights over that or enclosed trailers, I have no experience with and can not comment.