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Spanish–Taíno War of San Juan–Borikén

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After the death of Agüeybaná I, the Taíno high chief who struck the initial peace agreement with Spanish conquistador Juan Ponce de León in 1508, Agüeybaná II rose to power. Beginning his reign amidst native dissatisfaction with the encomiendas system and the acquisition of land territory that his predecessor allowed, the new leader soon formed a coalition that included several southern caciques, such as Urayoán, Coxiguex, Yauco, Jumacao, Loquillo, Orocobix, Guayama, and "Luis" among several others, and declared war on the European settlers. The first act of war carried out by the Taínos was the execution of Cristóbal de Sotomayor, a high-ranking Spanish officer, and the burning of his settlement. From this point onward, the conflict took place in stages, the first being an open confrontation where both sides clashed. Two such confrontations took place in 1511 with the Spaniards, led by Ponce de León, winning the initial confrontations despite the numeric advantage of the Taínos.

Throughout 1512, Spanish commanders Juan Cerón and Miguel Díaz led a series of horseback incursions into the territory of the ruling Caciques, destroying their villages (known as yucayeques) and taking as many slaves as possible in the process. The ensuing Spanish counteroffensive was characterized by both political and economic motives, which would allow the mining of resources, such as gold, in their domains and the sale of natives as slaves. In March of that year, they focused on a cacique that they renamed "Alonso" in the central region of Otoao. During the following months, Humacao, Guayama, and Orocobix were targeted. On May 15, 1512, Juan Godínez led a new Spanish incursion against the Taíno. In total, the Spanish carried out 18 attacks against the Taíno during this year.

In early 1513, the conquistadores targeted the domains of Cociguex, Yauco, Abey, and the renamed "Luis", managing control of the region. The natives then employed guerrilla tactics, constantly moving throughout their offensives and moving in and out of Borikén/San Juan in canoes as necessary. The Taíno launched a counteroffensive from a base in the Daguao, in the eastern half of the main island, managing to burn down the Spanish capital of Caparra. In turn, Orocobix's domain was under siege for five consecutive months, from May to September. In September 1513, the conquistadores entered the domain of Hayuya twice. "Alonso" and Orocovis were also targeted. That same month, the Spanish made another incursion into Otoao. During that year, the local Spanish carried out 23 incursions against the natives, and viceroy Diego Colón ordered additional retaliatory attacks after the Taínos burned down the settlement of Caparra.

Between 1514 and 1515, the Spanish made advances into the Daguao, pushing the Taínos to seek refuge in the Lesser Antilles, with the presence of Agüeybana II being reported at Guadeloupe. The last report of a Taíno that could have been the High Chief was made in 1518, after which he disappears from the record. Attacks carried out by exiled Taínos and their associates from neighboring islands extended through the 1520s, finally stopping in 1529.

Background

Agüeybana's domain

The royal family that ruled over most of Borikén, now known as Puerto Rico, during the pre-Columbian Taíno period used the honorific "Agüeybana" a title that was akin to "High Chief", which has been translated as the European concept of "king" in some English sources, and that also doubled as a family name. The title itself carried notable sociological and communal connotations, with its holder being revered and given utmost respect among the population. The Agüeybana family lived in Cayabo, located in the southern region of the main island of Puerto Rico, an agriculturally fertile region, from which they coordinated military and political actions with the lesser caciques (in regions that ranged from the central area of Utuado and Orocovis to Arecibo, among others) scattered through the central, east, and west regions, as well as the islands of Vieques and St. Croix.

There were, however, signs that their domain was still in the consolidating stage despite being the oldest cacical alliance in the Caribbean (extending some 300–400 years before 1511) and the most important of Borikén, such as the presence of some independent caciques in the region. The caciques in the northeast had their own interests. Not counting political alliances and subordinate caciques, their personal domain extended from modern day began at the salt marshes at Ponce and extended through the mouth of the Jacaguas river and beyond, comprising the municipalities of Juana Díaz, Villalba, Coamo, Peñuelas, and Salinas. It is likely that their domain also covered a space left blank by the conquistadores when describing the political divisions of the southern coast, between the lands of caciques Abey and Yauco.

Early political relations

Aware of the events that had happened in the adjacent island of Hispaniola (previously named Kiseya by the native Tainos in the region) in the fifteen years since the Spanish first landed there, the caciques (a title akin to "chiefs") of Borikén tried different approaches. In 1508, Agüeybana I opted to welcome Juan Ponce de León warmly, after learning of the impending arrival from a group of caciques that had met the Spanish Conquistador in 1506. The negotiation process to meet the royal family took around a year and a half, with some caciques escorting him from Mona Island to the lands of Agüeybana, the Cayabo. Ponce de León found himself before the High Chief, his mother (and counselor) and her husband (actual relation to the cacique is unclear, but it could have been his father or stepfather), an uncle, two sisters, and a brother.

Agüeybana offered to create a symbolic brotherhood with the Spanish through the ritual known as guaytiao, and joined Ponce de León along one of his sisters, while the other was bonded with nobleman Cristóbal de Sotomayor, who accompanied the Conquistador in this voyage. As part of the ceremony, this involved exchanged names and may have been the way in which the region would adopt the name of Ponce, while the cacique's mother became known as "Ines", his stepfather as "Francisco", while his uncle became known as "Luis". The Spanish in turn conferred the title of Don to all the men in Agüeybana's family. The royal family also agreed to collaborate with the Spanish on the encomienda system which allowed them authority of Taínos that were assigned to work for them (mostly members of the working naboría class, but also members of other classes under Agüeybana) while being introduced to Christianity, also allowing the Spanish to create Villa de Tavora within their domain. Acting as intermediary for the Spanish crown Ponce de León also asked, and was granted, a conuco (agricultural land and resources) to help sustain the settlers. In 1510, Agüeybana died and a process was executed immediately to transfer his powers to his younger sibling. After the conucos were created, Ponce de León sold them to Sotomayor, who used the yuca to sustain Tavora.

Despite being the one who inherited the rank of the chief cacique, Agüeybana II was not mentioned in the accounts where Ponce de León met the royal family, it remains unknown if this was due to already possessing the responsibilities of a cacique elsewhere or if it was because he opposed contact with the Spanish. He came to be known to the Spanish as "Don Cristóbal". His imposing figure was described by historian Juan de Castellanos, who noted that the entire island "followed his voice". Through his family connections, he joined a royal class that coordinated a political and economic web that extended to some parts of Hispaniola and some of the Lesser Antilles. The province of the cacique Cayacoa in Haiti was also known as "Agüeybana", while the presence of another cacique that used the honorific was recorded at Saona (he was later renamed as "Francisco"), which along the use of distinctly Puerto Rican ceremonial clothing implies that part of the royalty in that island had been descended from the Borikén lineage during the Arawak expansion of the Antilles.

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