You should do great. Congrats on the new TT and the fun you'll have with your family until the girls become teenagers. Then will be yuck!!! I don't want to go camping....
Make sure your side mirrors allow you to see the rear end of the trailer. You may need mirror extensions.
Take the rig to a large empty parking lot and practice with it. Use some cones or boxes to mark out a tight parking spot and practice backing into it from different angles just like you might have to do at a campground.
Remember try to use small steering inputs until you get a feel for what the trailer will do.
Backup in a straight line for a long distance to get a feel for what the trailer wants to do.
Also be careful but do some aggressive manuevers like panic stop (use the trailer brake manual control) quick lane change, and avoidance manuevers.
Plan on spending a few hours... this will help build your confidence when out in the real world.
Speaking of real world-
The short wheelbase will make some roads feel rough due to what's known as "bucking". The trailer and Cherokee get out of sequence on the bumps. Just slowdown if it gets too bad.
Passing semis may move the trailer around so be ready. If they are going in the same direction you are the trailer will be sucked towards the semi. If they are headed in the opposite direction the trailer will be pushed.