Feb. – April 1836
Scott’s Campaign
Major General Winfield Scott is given command of the Army of Florida, with orders to remove or exterminate the Seminole and their allies. The Seminole use their knowledge of the wetlands environment to evade capture and wage a defensive guerilla war. Not being properly prepared for the environment of Florida, army forces take heavy losses from disease and infection. Scott is soon removed from command.
Oct. 21, 1837
Capture of Osceola
Army soldiers under the command of General Thomas Jesup captured Emathla, a lead member of the Seminole War Council. His capture was used to lure his son Coacoochee (Wild Cat) and Osceola to negotiate under a flag of truce. When they arrived, Jesup ordered his men to surround and capture them. This violation of the rules of war by Jesup caused outrage in the US, where the war was increasingly unpopular.
Nov. 1837
Osceola and Coacoochee, along with their warriors and families, were imprisoned at Fort Marion (Castillo de San Marcos) in Saint Augustine. While there, Coacoochee and 28 warriors staged an escape from a locked cell. Osceola--too ill to take part--remained behind.
Dec. 25, 1837
Battle of Okeechobee
Seeking a decisive victory, General Zachary Taylor attacked Seminole forces north of Lake Okeechobee. Knowing he was approaching, the area was prepared for an ambush by sharpening the cypress knees below the water line and creating cover for Seminole marksmen. On arrival, Taylor sent his forces into the ambush, where Seminole forces kept them at bay so families and non-combatants could escape using readied canoes. Throughout the battle twelve Seminole were killed, and fourteen wounded. Taylor’s forces suffered 137 casualties, 25 of them fatal. Despite the heavy loss, Taylor reported the battle as a success to his superiors .
Jan. 30, 1838
Death of Osceola
Osceola was transferred to Fort Moultrie in South Carolina. Though still sick, he spoke with newspaper reporters, government officials, and artists hired to paint and draw his portrait. According to the doctor present, he passed away from malaria while held there. His belongings were taken as souvenirs by the officers, and his head was removed by the doctor for research and display.
May 19, 1839
Alexander Macomb’s Peace
With the War becoming increasingly unpopular, Congress sends Commanding General Alexander Macomb to Florida to negotiate a peace. Chitto Tustenuggee is sent to represent the War Council. They reached an agreement that would end hostilities if the Seminole remained south of the Peace River. As part of the agreement, the United States army built a military fort and trading post on the Caloosahatchee River. Macomb had intended the treaty to be temporary but presented it to the Seminole as permanent. A letter written by Macomb is widely published in American newspapers where he states the intention of the Treaty is to remove the Seminole “much sooner than can be done by force,” under the misconception the Seminole would not learn. When they do, a force is assembled to assault the camp along the Caloosahatchee and seize the goods from the post.
1840-1842
The war continues for several more years. Mutual distrust leads to the failure of all attempts at diplomacy. General Armistead forms large battalions to scour southern Florida with orders to capture or kill all Seminole, and to destroy their camps and crops wherever they find them. All Seminole, warriors and families alike, live under constant threat, needing to continuously move camps to evade patrols; . Armistead is replaced by Winfield Scott who is expected to find a diplomatic solution. Instead, Scott continues Armistead’s aggressive strategy.
August 14, 1842
Under political pressure, and despite no formal agreement or discussions with the Seminole taking place, General Scott declares the Seminole War to be over. Believing there to be a little more than two hundred Seminole in Florida, the army redirects its focus to guarding settlements.
1842
Florida Armed Occupation Act
To help with the war effort and to reduce the cost of lives and supplies lost to Florida, Congress passed the Armed Occupation Act of 1842. It promised 160 acres of land in northeastern Florida to White men willing to settle there. They are required to be armed, to homestead land at least two miles from the nearest military post, build a house, and live there for five years.
Oct. 1852
Seminole Delegation travels to Washington DC.
Holata Micco (Billy Bowlegs, Snake Clan) served as a spokesperson for the Seminole, dealing with US representatives, and became a friend to the appointed Indian Agent, Capt. John Casey. Bowlegs led a delegation to Washington, D.C. to call for an end to the War that would allow the Seminole to remain in Florida, during which he and our other leaders met with President Millard Filmore and members of Congress.
1855
Surveyors Sent onto Seminole Territory
Secretary of War Jefferson Davis began a pressure campaign on the Seminole, and ordered army surveyors into known Seminole territory and towns to openly assess the land for White habitation. In addition to these orders, they began looting and burning Seminole camps. The intention was to make occupation appear inevitable, prompting Tribal members to either leave or fight back. They found success when one survey team destroyed the camp where Billy Bowlegs lived. Bowlegs led a group of warriors in retaliation, killing most of the team. The US used this as justification to declare war once again.
1856
The Billy Bowlegs War
The Army had learned the lessons of the last decades, and changed their tactics. Troops were supplied with uniforms and equipment better suited to the Florida wetlands. Boats and rafts were used for movement where needed instead of wetland marches, and soldiers were not tasked with hunting down the Seminole warriors. Instead, the priority was placed on sieging Seminole camps and capturing noncombatants. Women, children, and elders were captured and held in concentration camps, first at Fort Myers and then at Egmont Key. Messengers were sent to find the warriors in the field to let them know their families were being held and would be sent to Oklahoma. If they wanted to be with their families, they had to surrender.
1858
After a lifetime of war, Billy Bowlegs and his followers agreed to removal, and went to Fort Myers. There they bordered a steamship named Gray Cloud. They were first taken to Egmont Key, where the families and warriors were reunited. The next day the Grey Cloud departed for New Orleans with all surviving prisoners. It was the last voyage of Indian Removal.
Despite the losses, several hundred Seminole remained in the Florida Wetlands. They moved deeper into the wetlands, remaining free and unconquered.