With a towing package, the Sahara has a 3500 pound towing capacity. Anything over 2000 pounds should have brakes and the Jeep should have a controller installed. I tow a [email protected] travel trailer and the last trip I made was over Wolf Creek pass without any issues.
I tow a utility trailer rated at 2900 lbs max. The jeep is rated at 3500. I pulled 2500 in the trailer, 4 kayaks on the top and 4 peoples inside from MA to FL and back and no issues. My trailer does not have brakes. The trailer I pull for my son's troop does have electric brakes and I had a unit installed to mate up to it. I do have more peace of mind while driving with the troop trailer attached. I am planning on putting brakes on my trailer. With either trailer I drive with an abundance of caution. I see people do some pretty wild things with trailers attached and wonder where their brains are. So, I'm saying that it can be done but with caution. I would use the jeep right up to its towing capacity without concern, just caution.
I tow a 21' pontoon behind my JK with 4.88 gears. This pretty much runs the JK to the 3500lbs limit and sometimes a little more with the trailer weight. On farily flat ground it doesn't give me too much problem at all. In steep hills I need to downshift to 4th (I have the 6 speed) and on very steep grades sometimes third. My pontoon has a TON of wind drag and the JK does a pretty good job. You prob won't notice towing an ATV on a trailer or anything up to 2k pounds that isn't poking its head above the Jeep dragging a bunch of air. Braking even maxed at 3500lbs towing has been surprisingly good with just surge brakes on my trailer.
The Wranglers have a fairly short wheel base even in the four door versions so a little common sense when towing with these never hurts. Hard turns and excessive speed prob aren't a good idea. I run max 65mph while towing the boat.
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