Green Cross of Florida
MacGregor claimed to be commissioned by representatives of the revolting South American countries to liberate Florida from Spanish rule. Financed by American backers, he led an army of only 150 men including recruits from Charleston and Savannah, some War of 1812 veterans, and 55 musketeers in an assault on Fort San Carlos at Fernandina on Amelia Island. Through spies within the Spanish garrison, MacGregor had learned that the force there consisted of only 55 regulars and 50 militia men. He spread rumors in the town which eventually reached the ear of the garrison commander that an army of more than 1,000 men was about to attack. On 29 June 1817, he advanced on the fort, deploying his men in small groups coming from various directions to give the impression of a larger force. The commander, Francisco Morales, struck the Spanish flag and fled. MacGregor raised his flag, the "Green Cross of Florida", a green cross on a white ground, over the fort and proclaimed the "Republic of the Floridas.
Now in possession of the town, and seeing the need to make the appearance of a legitimate government, MacGregor quickly got a committee together to draft a constitution, and appointed Ruggles Hubbard, the former high sheriff of New York City, as unofficial civil governor, and Jared Irwin, an adventurer and former Pennsylvania Congressman, as his treasurer. MacGregor then opened a post office, started a newspaper and issued currency to pay his troops and to settle government debts. Expecting reinforcements for a raid against the Castillo de San Marcos in St. Augustine, MacGregor intended to subdue all of Spanish East Florida. His plan was doomed to fail, however, as President James Monroe was in sensitive negotiations with Spain to acquire all of Florida.
Soon MacGregor's reserves were depleted, and the Republic needed revenue. He commissioned privateers to seize Spanish ships and set up an admiralty court which levied a customs duty on their sales. They began selling captured prizes and their cargoes, which often included slaves. When about 28 August fellow conspirator Ruggles Hubbard sailed into the harbor aboard his own brig Morgiana, flying the flag of Buenos Ayres, but without the needed men, guns, and money, MacGregor announced his departure. On 4 September, faced with the threat of a Spanish reprisal, and still lacking money and adequate reinforcements, he abandoned his plans to conquer Florida and departed Fernandina with most of his officers, leaving a small detachment of men at Fort San Carlos to defend the island. After his withdrawal, these and a force of American irregulars organized by Hubbard and Irwin repelled the Spanish attempt to reassert authority. The French privateer Luis Aury sailed into the port of Fernandina on 17 September 1817. Following negotiations with Hubbard and Irwin, Amelia Island was dubiously annexed to the Republic of Mexico on 21 September 1817, and its flag raised over Fort San Carlos. Aury surrendered the island to U.S. forces on 23 December 1817.
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