I've owned both over the years.
The RAM will be a hoot to drive and much much more comfortable on the highway.
The Jeep will be more maneuverable off road and had a much better off road transfer case and suspension. Its cute, girls love them.
The Jeep will beat you into submission where the RAM will soak up the bumps for you. The Jeep is a much smaller vehicle, most noticeable in width.
I spend much more of my time on the street, and the short bed short wheelbase RAM V8 is just too much fun. But then it gets old and one want to explore off roading, then off roading gets old and your back into the truck.
The RAM is more value for the $$. You can haul more toys in the RAM.
Do a lot of test drives in each. I think you will find you either figure out a way to do both or you own one for a couple years and then the other for a couple years, bouncing back an forth until you are in a grand cherokee hemi....