- 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 interpreta a Ned Low en la serie.
Rhys Darby hace el papel de Stede Bonnet.
Ewen Bremner interpreta a Buttons en la serie.
Joel Fry interpreta a Frenchie en la serie.
Samson Kayo hace el papel de Oluwande.
Nathan Foad interpreta a Lucius en la serie.
Vico Ortiz interpreta a Jim Jimenez en la serie.
Con O'Neill interpreta a Izzy Hands en la serie.
Matthew Maher hace el papel de Black Pete.
Kristian Nairn interpreta a Wee John Feeney en la serie.
Capítulo disponible en las siguientes plataformas:
