I will share my experience's with relatively light weight, short wheel base tow vehicles that are towing long trailers with boats on board. While you can move the rig in a straight line it can be real uncomfortable when you enter a curve. The boat will push the tow vehicle, inducing oversteer. Add a application of brakes to the equation and the whole unit becomes hard to control. This gets worse the higher the speed and the more weight that you add to the boat. Make sure the brakes on both units are in good shape
and you have a good brake controller. Also make sure that the jeep is equiped with a trans cooler if it is an automatic. You can do it, it just isnt as much fun as having
a tow vehicle that is made to pull like a good half or three quarter ton truck. I use to tow with a full size blazer and I had a few high pucker moments. Good luck.
My Pal bought a 21' Riverwild, dual axle, 4000 ish pound setup with the same tow vehilce you are speaking of. All it took was a drive from here to Eugene and up for sale went the Jeep.
I am sure the boat is within the CGWR, but you can check in your owners manual.
BTW, trailer brakes are required on that trailer, so I assume it has brakes, per the other thread question?