Well, it seems you may have forgotten the events of adventure 3. Wherein the party took the train from Flint to Bole. I envision it to go off less like a combat and more like a skills challenge. The skills check for the engineer is to maintain a speed fast enough where Borne cannot catch up nor does he fall behind. (Kind of like the old Bugs Bunny idea where he was riding a donkey with a carrot attached to a fishing pole.) The party has four members... a Steamwright, an Arcanist, a Slayer and an Oracle. I feel as though the Steamwright engineer can perform Engineering checks and such. The Arcanist Arcana checks to use his spells to keep Borne interested. I am trying to figure out what the Slayer and Oracle can do.