1586 to 1629 · Caribbeanspan
Thirteen smugglers at the Mole and Spain cannot stop them
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Francis Drake sacked Santo Domingo in 1586, and the ease of it announced that Spain could no longer hold what it claimed. The deeper trouble was commercial. Spain required its colonists to buy and sell only through Spanish channels at Spanish prices, and the settlers of Hispaniola were poor, remote and badly served. English and French ships began arriving to trade with them directly, undercutting the licensed merchants, and the colonists dealt with them gladly. In 1599 Samuel de Champlain saw thirteen foreign merchantmen working at Mole Saint Nicolas on the northwest coast, in open defiance of an embargo whose penalty was execution or the galleys. The island had become a cost to the Spanish crown instead of a source of revenue. Then in September 1629 the Spanish admiral Federico Toledo Osorio cleared the French and English out of Saint Kitts. The men he expelled had to land somewhere. They went to the north coast of Hispaniola and the small island lying off it.
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