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Upon arrival on the island of Barbados, he is bought by Colonel Bishop, initially for work in the Colonel's sugar plantations but later hired out by Bishop when Blood's skills as a physician prove superior to those of the local doctors.

When a Spanish force attacks and raids the town of Bridgetown, Blood escapes with a number of other convict-slaves (including former shipmaster Jeremy Pitt, the one-eyed giant Edward Wolverstone, former gentleman Nathaniel Hagthorpe, former Royal Navy petty officer Nicholas Dyke and former Royal Navy master gunner Ned Ogle), captures the Spaniards' ship and sails away to become one of the most successful pirates/buccaneers in theCaribbean, hated and feared by the Spanish.

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