This mighty and horrifying ballad is packed with journeys: first, the butcher’s boy runs away to sea and sails to Bermuda; second the young lad joins a brutal get rich quick slaving voyage to Africa and Cuba; third he becomes a merciless pirate and sails for the Spanish Main; and fourth he is captured and taken to London to be tried and hung on the gallows.
And I suppose the fifth is a mental and spiritual journey in which this adventurer becomes contrite, and bitterly wishes he’d never done any of it.
I guess all of this may well have happened in some genuine cases, but I suspect this ballad was written in a later era, and packed with adventure in order to sell printed ballad sheetsy. The earliest date it was collected as a song was in 1906.