Jeep Grand Cherokee 3.6L V6 2014

I put 140,000 towing miles on a Highlander with 270 HP V6, towing trailers in the 2700-3500 lb range and no more than 7' wide, 100" high. (Wind resistance is the big thing at highway speed, but weight will bite you on the hills.) It did okay on the highway if I kept it mostly at about 60 mph. I looked long at hard at replacing it with a JGC about 5 years ago, but went with a V8 Lexus GX instead. IMO you will not be at all happy with performance of the V6 JGC if you tow something that large, even though the Airstream's rounded shape will help you some with the wind resistance. With a low, narrow trailer and less than 4500 lbs loaded weight, you stand a chance of being satisfied.