Why the heck wouldn't it? :confused: That is not a long drive by Texas standards.
If you have no idea of the mechanical condition and roadworthiness of a truck then how are we supposed to give you advice on it?
Sounds like you should hook up a trailer before you go to Dillo'.
The custom moldings are not standard on all trucks of that vintage. Typically only the big window 60-66 cabs had that designation.