I think a 5th Wheel trailer and a newer model pick-up is going to be the best choice for a concert tour. I have to assume that your concerts are scheduled in advance so it is imperative that you get there on time or incur some serious penalties.
A new truck may still be under warranty and can still allow you to go ahead if the trailer has a problem. With the three of you, a crew cab should provide on the road comfort as well as the reliability that you need. ANY class A in that price range, even with an inspection, will not be as reliable as a late model pick-up truck.