"Catch and loot the pickpocket" is a mission objective in Sequence 2 / Memory 01: Lively Havana
Walkthrough[edit]
While you are on the top of the Church, you hear that Stede Bonnet is in trouble - a Pickpocket has stolen his money!
Perform a Leap of Faith from the Church onto the Hay Cart below.
Chase the Pickpocket (there will be a red circle on his head), if you can get close enough then you will be able to tackle him for the optional objective. Otherwise, eventually the pickpocket jump off the roof and die, at which point just loot him.
