- Kristian Nairn - Wee John Feeney
- David Fane - Fang
- Samba Schutte - Roach
- Rory Kinnear - Captain Nigel Badminton / Chauncey Badminton
- Guz Khan - Ivan
- Gary Farmer - Chief Mabo
- Ted Heyck - Elderly Fishermen
- Pedro Lopez - Elderly Fishermen
- Asher Bishop - Rowboat Bully
- Eden Grace Redfield - Alma Bonnet
- Brian Gattas - Siegfried
- Will Arnett - Calico Jack
- Simone Kessell - Mother Teach
- Pete Gardner - Dutch Captain
- Selenis Leyva - The Nun
- Connor Barrett - Officer Hornberry
- Leslie Jones - Spanish Jackie
- Fred Armisen - Geraldo
- Michael Crane - Officer Wellington
- Angus Sampson - King George
- Nat Faxon - The Swede
- Claudia O'Doherty - Mary Bonnet
- Boris McGiver - Father Bonnet
- Kristen Johnston - The Widow Evelyn Higgins
- Tim Heidecker - Doug
- Dominic Burgess - Jeffrey
- Nick Kroll - Gabriel
- Kristen Schaal - Antoinette
- Cerris Morgan-Moyer - Victoria Archer
- Roslyn Gentle - Mother Bonnet
- Ruibo Qian - Zheng Yi Sao
- Madeleine Sami - Archie
- Erroll Shand - Prince Ricky Banes
- Anapela Polataivao - Auntie
- Geoff Dolan - Priest
- Teresa Lee - Jane
- Mark Mitchinson - Hornigold
- Maaka Pohatu - John Bartholomew
- Lily Riley - Head Guard
- Rachel House - Mary Read
- Minnie Driver - Anne Bonny
- Daniel Fernandez - Priest
- Dave Perrett - Scariest Pirate
- Dave Perrett - Scariest Guy
- Brett O’Gorman - Raided Ship Captain
- Bronson Pinchot - Ned Low
- Josie Whittlesey - Hellkat Maggie
- Adam Brookfield - Lighthouse Keeper
- George Maunsell - Valet
- Lee Tuson - Rum Vendor
- TJ Snow - Henchman #3
- Aaron Richardson - Tattooed Pirate
- Cohen Holloway - Fisherman Father
- Stephen Papps - English Lieutenant
- Jaiden McLeod - Soldier #1
- Zach Douglas - Roderick
- Matthew J. Smith - Chumsley
- Alex J. Sherman - Head Guard
- Daniel Olson - French Warship Captain
Bronson Pinchot hace el papel de Ned Low.
Rhys Darby interpreta a Stede Bonnet en la serie.
Ewen Bremner interpreta a Buttons en la serie.
Joel Fry interpreta a Frenchie en la serie.
Samson Kayo interpreta a Oluwande en la serie.
Nathan Foad interpreta a Lucius en la serie.
Vico Ortiz interpreta a Jim Jimenez en la serie.
Con O'Neill hace el papel de Izzy Hands.
Matthew Maher hace el papel de Black Pete.
Kristian Nairn hace el papel de Wee John Feeney.
Capítulo disponible en las siguientes plataformas:
