I am a self proclaimed "diesel guy", but I have a hard time with that 2.8. In my mind, the output is just too low. I don't think that 180 HP is enough if you want to pull a trailer (although your trailer is small).
My buddy has a Colorado with the diesel. He really likes the way it drives as well as the MPG, but it hasn't been reliable, and he mentioned a trip to TX towing his 15' enclosed utility trailer and the truck wouldn't hold 65 MPH with a strong head wind.
So, that is a N of 1, but a starting point.
Have you considered one of the 3.0 trucks, or is a 1500 also too big in your mind? You can get a 3.0 Ecodiesel in a Grand Cherokee.
2012 RAM 3500 Laramie Longhorn DRW CC 4x4 Max Tow, Cummins HO, 60 gallon RDS aux fuel tank, Reese 18k Elite hitch
2003 Dodge Ram 3500 QC SB 4x4 Cummins HO NV5600 with Smarty JR, Jacobs EB (sold)
2002 Gulf Stream Sea Hawk 29FRB with Honda EV6010