GLUMCI
- James Oliver Wheatley
Edward Thatch 'Blackbeard' - Sam Callis
Benjamin Hornigold - Tom Padley
Charles Vane - Evan Milton
Samuel Bellamy - Samuel Collings
Paulsgrave Williams - Miles Yekinni
Black Caesar - Jack Waldouck
Jack Rackham - Mia Tomlinson
Anne Bonny - Mark Gillis
Henry Jennings - George Watkins
James Bonny - Sinead MacInnes
Mary Hallet - Kevin Howarth
Woodes Rogers - Alexander Scott
Captain Lawrence Prince - Jared Morgan
Humphrey Morice - Anton Stennett
Hendrick Quintor - Kevin Bedford
Governor Charles Eden - Brian Potter
Captain Francis Hume - Christopher Keegan
Stede Bonnet - Curtis Jago
Captain of The Sultana - David K. Whiting
Thomas Walker - Moneer Elmasseek
Thomas Barrow - Ross Cullum
Captain Young - Richard Dee-Roberts
Governor Archibald Hamilton - Stephen Schreiber
Governor Alexander Spotswood - Thomas Mailand
Cotton Mather - Charlie Jobe
John Julian - Robert Ryan
Dr. John Howell - Alexander Nikolov
John King as a child - Jonty Ward
Charles Vane as a child - Richard Banks
Merchant Ship Captain - Milo Denison
Flotilla Captain - David McNab
Captain William Kidd - Iszi Lawrence
Self - Historian - Sam Conniff
Self - Author, Be More Pirate - Colin Woodard
Self - Author, The Republic of Pirates - Ed Fox
Self - Maritime Historian - Jessica Cale
Self - Editor, Dirty, Sexy History - Tamara Walker
Self - Department of History, University of Toront - Laura Duncombe
Self - Author, Pirate Women - George Choundas
Self - Author, The Pirate Primer