Jack Holborn is 13-year-old orphan in the 1700's that wants to get a job on a sailing ship to avoid foster homes. Jack was found on the steps of the Holborn catholic church in London, when he was a baby. He was wearing a leather arm band with the name "Jack" on it. His aim is to set sail with Captain Sharingham. At the sight of Jack's arm band, the captain reveals that the band looks familiar, but he won't tell Jack what he knows. Jack is desperately seeking answers, and is not about to let the Captain off the hook. The Captain also has a twin brother who works as a judge. The two brothers hate each other, mostly because of the captain's piracy side business. Jack sneaks onboard the Captain's ship "Charming Molly", and the journey begins. A journey that consists of piracy, traveling through swamps, and slavery in Bombay. Jack will find his answers, but the road there is long.