Tall Ship Tales is my take on Jack Sparrow's backstory, with glimpses of how he might tell it himself.
The five main tales take Jack from landlocked childhood to Shipwreck Cove and are best read in sequence, although you can dip into any of them if you don't mind having to guess how Jack got there.
There are also two prequels,
Shine and
Names, which are mainly about Jack's parents and how he got conceived, born and named. You don't need to read them first.
Prequels
Tale Minus One:
Shine Jack's backstory, day zero.
Characters: Teague, Jack's mother, Tia Dalma
Rating: PG-13
Can be read on its own.
Tale Zero:
NamesDays 266 and 275 (give or take a couple of weeks).
Characters: Mostly Jack's mother
Rating: PG-13. If birth details squick you, don't read.
Can be read on its own.
Main Tales
Tale One: A KeelSeveral years on, Jack does some travelling, but it's not clear if he's getting anywhere.
Rating: PG-13. Implied underage sex.
Characters: Jack, OCs
You can start here, or read -1 and 0 first if you're interested in Jack's parents.
Tale 2: A HullJack discovers the ocean, and some difficulties.
Rating: PG-13. Implied underage sex.
Characters: Jack, Cartographer, OCs
Tales 1-5 make up a set. You can read this on its own if you don't mind filling in the blanks, but it's not the best place to start.
Tale 3: A DeckJack goes to sea. More sea than he bargained for.
Rating: PG-13. Implied underage sex.
Characters: Jack, Cartographer, OCs
You can read this on its own if you don't mind filling in the blanks, but it's not the best place to start.
Tale 4: SailsNew people, new words, new skills.
Rating: PG-13. Implied underage sex and massive cultural insensitivity.
Characters: Jack, Cartographer, OCs
You can read this on its own if you don't mind filling in the blanks, but it's not the best place to start.
Tale 5: A ShipArrival, of a kind.
Rating: PG-13. Implied underage sex.
Characters: Jack, Teague, OCs
You can read this on its own if you don't mind filling in the blanks, but it's not the best place to start.
You can now see
Jack's map of Shipwreck Cove, brought to you by the wonderful
justawench.