Gator is waiting for his ship, but grows bored as there's nothing to do. That night, he is given the task of taking Oliver's train to the docks, as Oliver has broken down. He and Toad get acquainted, but Gator's lamp continuously stops working, and Toad keeps forcing him to turn it back on again. Gator becomes fed up and decides to leave him behind.

Connor has to take passengers home from the mainland, but some get left behind that want to return home in time for Christmas. Connor promises to come back for them, but the clock is ticking as all the other engines are starting to struggle to clear the tracks for him.