Main character of "Swashbucklers". Owner and captain of a merchant ship, desperate adventurer, greedy for money. Has a secretive personality. Avid drinker. Equally skilled with both cold-steel and firearms. Suffers from split personality. Not much is know about his past life – most probably, he was involved in numerous commercial frauds, smuggling and slave-trade. Loyal to neither Union states nor the Rebels, he's looking for his own profit, ready to join the side which offers better pay.

Governor of British colonial city of Nassau. Man of shady descent, he himself claims to be born in a city of Highrock. Sharp's past is mysterious, and while many weird and controversial rumours are circulating about him, no one knows much about the Nassau governor. Passionate Confederate, Sharp gathered the most evil and blood-thirsty cut-throats, perverts and villains of the Caribbean around him. Moreover, he will hire just about anyone who loves the smell of money and doesn't care about morals or ethics.

Captain of the US Navy, billeted in Havana and controlling the Union covert operations from there. He is addicted to alcohol and spends more time in local pubs than anywhere else. Staunch abolitionist, he is faithful to the ideals of freedom and human equality. Hates slavery and Confederate States with passion. Unscrupulous when it comes to means of achieving his goals, and when it comes to choosing the mercenaries as well. Latter gives the chance to Abraham, still being scum of society, to become the Hero of the Civil War, by completing the grand-scale operation for the US Navy.