Two years after the United States declared war on England in 1812, a dinghy was lowered from the Sophia and sailed into Barataria under a white flag. Aboard were two British officers, Captain Lockyer and Captain McWilliams. They sought Laffite's help in infiltrating the bayous and capturing New Orleans. They offered him land, gold, and a commision in the Royal Navy. Laffite told them he would give them his answer in two weeks, but once the officers returned to their ship, he forwarded the letters to Governor Claiborne. The governor believed in the authenticity of the letters, but sided with those of his defense council who voted to reject Laffite's offer. While Jean waited for their answer, more ships appeared off Barataria. Since they flew the American flag, the Bartarians greeted them with enthusiasm, but the Americans destroyed Laffite's fleet and stronghold, then captured fifty of the smugglers.
In spite of this, Laffite sought out Andrew Jackson, the Tennessee soldier who came to protect New Orleans. Although initially against any offer from the "hellish banditti," Jackson reassessed his decision after Laffite offered him two things he desperately needed: 7,500 flints with powder and 1,000 fighting men. Although the Battle of New Orleans was technically fought after the war ended, there was little doubt that the British would have captured New Orleans had Laffite and his men not fought under Jackson. The two batteries manned by Baratarians cut large swathes in the enemy rank. British casualties were enormous, but Jackson lost only thirteen men. President Madison pardoned Laffite and his men for their bravery.
For the next two years, Laffite tried through legal means to regain his property and ships confiscated when the Americans attacked Barataria, but he was forced to purchase them at auction. New Orleanians, who had become less accepting of smugglers plying their trade, wondered why a hero would violate the law. Jean felt betrayed, and in 1817, he sailed from New Orleans and established a new colony on Galveston Island. The colony prospered, but Laffite failed to prevent the influx of fugitives who defied his laws. In 1821, the American Navy delivered an ultimatum: leave or be blown to bits. Under cover of darkness, Laffite slipped away after setting fire to his stronghold.
Therein lies the final mystery of Jean Laffite. What happened to him? Did he die of fever in the Yucatan? Was he killed fighting pirates while at sea? Did he retire and raise a family, then die a quiet death in Illinois? No one knows. In death Jean Laffite continued to be what he'd been all his life-a legendary enigma.
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