Suggestions by @4778899t445

Alexander Skarsgård

as Captain James Flint in Pirates of the Caribbean: Black Sails

Luke Evans

as Captain James Flint in Pirates of the Caribbean: Black Sails

Clara Paget

as Anne Bonny in Pirates of the Caribbean: Black Sails

Jacob Anderson

as William "Billy Bones" Manderly in Pirates of the Caribbean: Black Sails

Toby Schmitz

as John Rackham in Pirates of the Caribbean: Black Sails

Lucy Boynton

as Eleanor Guthrie in Pirates of the Caribbean: Black Sails

Natalie Dormer

as Eleanor Guthrie in Pirates of the Caribbean: Black Sails

Annabelle Wallis

as Eleanor Guthrie in Pirates of the Caribbean: Black Sails

Luke Arnold

as "Long" John Silver in Pirates of the Caribbean: Black Sails

Domhnall Gleeson

as "Long" John Silver in Pirates of the Caribbean: Black Sails

Damian Lewis

as Lord Thomas Hamilton in Pirates of the Caribbean: Black Sails

Toby Stephens

as Captain James Flint in Pirates of the Caribbean: Black Sails