JK's are no issue at all
If he is serious, then I would suggest going direct with @RMETeeJay to ensure he is going as well. That would have two jeeps in the mild trail run. You guys can decide on a trail if you are familiar with them If not, @BVJeep is the resident expert of all trails in BV and can point you in the right direction.
There are plenty on mild trails in our area. Let me compile a few
