- Derek Jacobi
- Â Narrator 6 episodes, 2021
- James Oliver Wheatley
- Â Edward Thatch 'Blackbeard' 6 episodes, 2021
- Sam Callis
- Â Benjamin Hornigold 6 episodes, 2021
- Tom Padley
- Â Charles Vane 6 episodes, 2021
- Evan Milton
- Â Samuel Bellamy 6 episodes, 2021
- Samuel Collings
- Â Paulsgrave Williams 6 episodes, 2021
- Miles Yekinni
- Â Black Caesar 6 episodes, 2021
- Jack Waldouck
- Â Jack Rackham 6 episodes, 2021
- Mia Tomlinson
- Â Anne Bonny 6 episodes, 2021
- Mark Gillis
- Â Henry Jennings 6 episodes, 2021
- George Watkins
- Â James Bonny 6 episodes, 2021
- Sinead MacInnes
- Â Mary Hallet 6 episodes, 2021
- Kevin Howarth
- Â Woodes Rogers 6 episodes, 2021
- Alexander Scott
- Â Captain Lawrence Prince 6 episodes, 2021
- Jared Morgan
- Â Humphrey Morice 6 episodes, 2021
- Anton Stennett
- Â Hendrick Quintor 6 episodes, 2021
- Kevin Bedford
- Â Governor Charles Eden 6 episodes, 2021
- Brian Potter
- Â Captain Francis Hume 6 episodes, 2021
- Christopher Keegan
- Â Stede Bonnet 6 episodes, 2021
- Curtis Jago
- Â Captain of The Sultana 6 episodes, 2021
- David K. Whiting
- Â Thomas Walker 6 episodes, 2021
- Moneer Elmasseek
- Â Thomas Barrow 6 episodes, 2021
- Ross Cullum
- Â Captain Young 6 episodes, 2021
- Richard Dee-Roberts
- Â Governor Archibald Hamilton 6 episodes, 2021
- Stephen Schreiber
- Â Governor Alexander Spotswood 6 episodes, 2021
- Thomas Mailand
- Â Cotton Mather 6 episodes, 2021
- Charlie Jobe
- Â John Julian 6 episodes, 2021
- Robert Ryan
- Â Dr. John Howell 6 episodes, 2021
- Alexander Nikolov
- Â John King as a child 6 episodes, 2021
- Jonty Ward
- Â Charles Vane as a child 6 episodes, 2021
- Richard Banks
- Â Merchant Ship Captain 6 episodes, 2021
- Milo Denison
- Â Flotilla Captain 6 episodes, 2021
- David McNab
- Â Captain William Kidd 6 episodes, 2021
- Iszi Lawrence
- Â Self - Historian 6 episodes, 2021
- Ed Fox
- Â Self - Maritime Historian 6 episodes, 2021
- Colin Woodard
- Â Self - Author, The Republic of Pirates 6 episodes, 2021
- Sam Conniff
- Â Self - Author, Be More Pirate 6 episodes, 2021
- Jessica Cale
- Â Self - Editor, Dirty, Sexy History 5 episodes, 2021
- Laura Duncombe
- Â Self - Author, Pirate Women 4 episodes, 2021
- George Choundas
- Â Self - Author, The Pirate Primer 4 episodes, 2021
- Tamara Walker
- Â Self - Department of History, University of Toronto 4 episodes, 2021
- Rebecca Simon
- Â Self - Author: Why We Love Pirates 3 episodes, 2021
- Phill Webster
- Â John West (uncredited) 3 episodes, 2021
- Neil R Law
- Â Pirate / ... 3 episodes, 2021
- Virginia Lunsford
- Â Self - U.S. Naval Academy 3 episodes, 2021
- Leon Dean
- Â Hero Caribbean Pirate 2 episodes, 2021
- Mark Hanna
- Â Self - Author, Pirate Nests and the Rise of the British Empire 2 episodes, 2021
- Nathanjohn Carter
- Â Lieutenant Robert Maynard 1 episode, 2021
- Jared Morgan
- Â Humphrey Morice 1 episode, 2021
- Joshua Bennett-Moore
- Â Whipped Slave 1 episode, 2021
- Robert Ryan
- Â Dr. John Howell (2021) unknown episodes
- Derek Gibbons
- Â Hornigold's Pirate Spokesman (2021) unknown episodes
- Sammy Simmans
- Â Spanish Guard (uncredited) 6 episodes, 2021
- Toby Sauerback
- Â Mr. Hallet (uncredited) 2 episodes, 2021
- Paulo Andre Aragao
- Â Hero Slave (uncredited) 2 episodes, 2021
- Claudia Burns
- Â Tavern Wench (uncredited) 2 episodes, 2021
- Luke Ireland
- Â Captain Vincent Pearse (uncredited) 2 episodes, 2021
- Jonathan Ralph Whittaker
- Â Captain Young (uncredited) 2 episodes, 2021
- Chris Wilson
- Â Pirate (uncredited) 1 episode, 2021
- Simon Strutt
- Â The Quartermaster (uncredited) 1 episode, 2021
- Hugo Nicolau
- Â French Captain (uncredited) 1 episode, 2021
- Kuba Sprenger
- Â Pirate (uncredited) 1 episode, 2021
