LeVar takes viewers into the studio of the author of Simon's Book, Henry Drescher, to find out how he came up with the idea for his book and to look at the original illustrations. LeVar then visits the printing plant to watch as a book is printed, pages are cut to size, and the book is bound.

LeVar is inspired by the story to visit Old Sturbridge Village, Massachusetts, a hands-on living museum where he discovers what life was like in the early 1800's. He learns about training oxen, blacksmithing, bartering, and early printing methods.

LeVar takes a trip to the docks to find out about "Big Momma Blue", a crane that loads and unloads freighters, and then goes for a spin on a tugboat to find out how they are used.