Hispaniola in the context of "Cayman Trough"

Mesoamerica is a historical region and cultural area comprising the present day lands of central and southern Mexico, all of Belize, Guatemala, El Salvador, western Honduras, and the Greater Nicoya region of Nicaragua and Costa Rica. As a cultural area, Mesoamerica is defined by a mosaic of cultural traits developed and shared by its indigenous cultures.

In the pre-Columbian era, many indigenous societies flourished in Mesoamerica for more than 3,000 years before the Spanish colonization of the Americas began on Hispaniola in 1493. In world history, Mesoamerica was the site of two historical transformations: (i) primary urban generation, and (ii) the formation of New World cultures from the mixtures of the indigenous Mesoamerican peoples with the European, African, and Asian peoples who were introduced by the Spanish colonization of the Americas. Mesoamerica is one of the six areas in the world where ancient civilization arose independently (see cradle of civilization), and the second in the Americas, alongside the Caral–Supe in present-day Peru. Mesoamerica is also one of only five regions of the world where writing is known to have independently developed (the others being ancient Egypt, India, Sumer, and China).

The Spanish colonization of the Americas began in 1493 on the Caribbean island of Hispaniola (now Haiti and the Dominican Republic) after the initial 1492 voyage of Genoese mariner Christopher Columbus under license from Queen Isabella I of Castile. These overseas territories of the Spanish Empire were under the jurisdiction of Crown of Castile until the last territory was lost in 1898. Spaniards saw the dense populations of Indigenous peoples as an important economic resource and the territory claimed as potentially producing great wealth for individual Spaniards and the crown. Religion played an important role in the Spanish conquest and incorporation of indigenous peoples, bringing them into the Catholic Church peacefully or by force. The crown created civil and religious structures to administer the vast territory. Spanish men and women settled in greatest numbers where there were dense indigenous populations and the existence of valuable resources for extraction.

The Spanish Empire claimed jurisdiction over the New World in the Caribbean and North and South America, with the exception of Brazil, ceded to Portugal by the Treaty of Tordesillas. Other European powers, including England, France, and the Dutch Republic, took possession of territories initially claimed by Spain. Although the overseas territories under the jurisdiction of the Spanish crown are now commonly called "colonies" the term was not used until the second half of 18th century. The process of Spanish settlement, now called "colonization" and the "colonial era" are terms contested by scholars of Latin America and more generally.

New Spain, officially the Viceroyalty of New Spain (Spanish: Virreinato de Nueva España [birejˈnato ðe ˈnweβa esˈpaɲa] ; Nahuatl: Yankwik Kaxtillan Birreiyotl), originally the Kingdom of New Spain, was an integral territorial entity of the Spanish Empire, established by Habsburg Spain. It was one of several domains established during the Spanish conquest of the Americas, and had its capital in Mexico City. Its jurisdiction comprised a large area of the southern and western portions of North America, mainly what became Mexico and the Southwestern United States, but also California, Florida and Louisiana; Central America (as part of Mexico); the Caribbean like Hispaniola and Martinique, and northern parts of South America, even Colombia; several Pacific archipelagos, including the Philippines and Guam. Additional Asian colonies included "Spanish Formosa", on the island of Taiwan.

After the 1521 Spanish conquest of the Aztec Empire, conqueror Hernán Cortés named the territory New Spain, and established the new capital, Mexico City, on the site of Tenochtitlan, the capital of the Aztec Empire. Central Mexico became the base of expeditions of exploration and conquest, expanding the territory claimed by the Spanish Empire. With the political and economic importance of the conquest, the crown asserted direct control over the densely populated realm. The crown established New Spain as a viceroyalty in 1535, appointing as viceroy Antonio de Mendoza, an aristocrat loyal to the monarch rather than the conqueror Cortés. New Spain was the first of the viceroyalties that Spain created, the second being Peru in 1542, following the Spanish conquest of the Inca Empire. Both New Spain and Peru had dense indigenous populations at conquest as a source of labor and material wealth in the form of vast silver deposits, discovered and exploited beginning in the mid-1600s.

The Lucayan Archipelago, also known as the Bahamian Archipelago, is an island group comprising the sovereign nation of Bahamas and the British Overseas Territory of the Turks and Caicos Islands in the North Atlantic Ocean. The archipelago is in the Caribbean region, stretching from south-east of Florida in the mainland United States to northern Hispaniola. There are about 740 islands and 2,400 cays, of which only 38 are inhabited.

The geography of Puerto Rico encompasses the geographical features of Puerto Rico, a Caribbean archipelagic and island nation centered around a collective identity based on its land, history, ethnicity, culture, and language, and organized as a self-governing unincorporated territory of the United States. Located between the Greater and Lesser Antilles in the northeastern Caribbean Sea, east of Hispaniola, west of Saint Thomas, north of Venezuela, and south of the Puerto Rico Trench, it consists of the eponymous main island of Puerto Rico and 142 smaller islands, islets, and cays, including San Juan Islet in the north, Vieques and Culebra islands in the Virgin Islands, and Palominos island and Icacos cay in La Cordillera nature reserve in the east, Caja de Muertos island in Caja de Muertos reserve, and Caracoles and Media Luna cays in La Parguera reserve in the south, and Mona, Monito, and Desecheo islands in the Mona Passage in the west.

Measuring 177 km (110 mi; 96 nmi) in length and 65 km (40 mi; 35 nmi) in width with a land area of 8,868 sq km (3,424 sq mi), the main island of Puerto Rico is the 4th largest in the Caribbean, 29th in the Americas, and 81st in the world, making it the 170th largest country or dependency by surface area. With 3.2 million residents, it is also the 4th largest in the Caribbean, 4th in the Americas, and 31st in the world, making it the 136th largest country or dependency by population.

The Dominican Republic is a country in the Caribbean located on the island of Hispaniola in the Greater Antilles of the Caribbean Sea in the North Atlantic Ocean. It shares a maritime border with Puerto Rico to the east and a land border with Haiti to the west, occupying the eastern five-eighths of Hispaniola which, along with Saint Martin, is one of only two islands in the Caribbean shared by two sovereign states. In the Antilles, the country is the second-largest nation by area after Cuba at 48,671 square kilometers (18,792 sq mi) and second-largest by population after Haiti with approximately 11.4 million people in 2024, of whom 3.6 million reside in the metropolitan area of Santo Domingo, the capital city.

The native Taíno people had inhabited Hispaniola prior to European contact, dividing it into five chiefdoms. Christopher Columbus claimed the island for Castile, landing there on his first voyage in 1492. The colony of Santo Domingo became the site of the first permanent European settlement in the Americas. In 1697, Spain recognized French dominion over the western third of the island, which became the independent First Empire of Haiti in 1804. A group of Dominicans deposed the Spanish governor and declared independence from Spain in November 1821, but were annexed by Haiti in February 1822. Independence came 22 years later in 1844, after victory in the Dominican War of Independence. The next 72 years saw several civil wars, failed invasions by Haiti, and a brief return to Spanish colonial status, before permanently ousting the Spanish during the Dominican Restoration War of 1863–1865. From 1930, the dictatorship of Rafael Trujillo ruled until his assassination in 1961. Juan Bosch was elected president in 1962 but was deposed in a military coup in 1963. The Dominican Civil War of 1965 preceded the authoritarian rule of Joaquín Balaguer (1966–1978 and 1986–1996). Since 1978, the Dominican Republic has moved towards representative democracy.

The Greater Antilles is a grouping of the larger islands in the Caribbean Sea, including Cuba, Hispaniola, Puerto Rico, and Jamaica, together with Navassa Island and the Cayman Islands. Seven island states share the region of the Greater Antilles, with Haiti and the Dominican Republic sharing the island of Hispaniola. Together with the Lesser Antilles, they make up the Antilles, which along with the Lucayan Archipelago, form the West Indies in the Caribbean region of the Americas.

While most of the Greater Antilles consists of independent countries, Puerto Rico and Navassa Island are unincorporated territories of the United States, while the Cayman Islands are a British Overseas Territory. The largest island is Cuba, which extends to the western end of the island group. Puerto Rico lies on the eastern end, and the island of Hispaniola, the most populated island, is located in the middle. Jamaica lies to the south of Cuba, while the Cayman Islands are located to the west. The state of Florida is the closest point in the U.S. mainland to the Greater Antilles, while the Florida Keys, though not part of the Greater Antilles, is an island group north of Cuba.

Mona Island (Spanish: Isla de Mona) is the third-largest island of the Puerto Rican archipelago, after the main island of Puerto Rico and Vieques. It is the largest of three islands in the Mona Passage, the strait between Hispaniola and Puerto Rico, with the others being Monito Island and Desecheo Island. It measures about 7 miles by 4 miles (11 km by 7 km), and lies 41 mi (66 km) west of Puerto Rico, of which it is administratively a part. It is one of two islands that make up the Isla de Mona e Islote Monito barrio in the municipality of Mayagüez.

The island is managed under the Mona and Monito Islands Nature Reserve (Reserva Natural Islas de Mona y Monito). There are no permanent inhabitants; only rangers and biologists from the Puerto Rico Department of Natural and Environmental Resources reside on the island, to manage visitors and take part in research projects. The island, along with Monito, form part of the Mona and Monito Islands National Natural Landmark which recognizes and preserves the islands' ecosystem as an outstanding example of diversity and natural history. The island is home to a number of endemic species such as the Mona ground iguana and it is an important seabird area.

The Taíno were the Indigenous peoples of the Greater Antilles and surrounding islands. At the time of European contact in the late 15th century, they were the principal inhabitants of most of what is now The Bahamas, Cuba, the Dominican Republic, Haiti, Jamaica, Puerto Rico, and the northern Lesser Antilles. The Lucayan branch of the Taíno were the first New World people encountered by Christopher Columbus, in the Bahama Archipelago on October 12, 1492. The Taíno historically spoke an Arawakan language. Granberry and Vescelius (2004) recognized two varieties of the Taino language: "Classical Taino", spoken in Puerto Rico and most of Hispaniola, and "Ciboney Taino", spoken in the Bahamas, most of Cuba, western Hispaniola, and Jamaica. They lived in agricultural societies ruled by caciques with fixed settlements and a matrilineal system of kinship and inheritance. Taíno religion centered on the worship of zemis. The Taíno are sometimes also referred to as Island Arawaks or Antillean Arawaks. Indigenous people in the Greater Antilles did not refer to themselves originally as Taíno; the term was first explicitly used in this sense by Constantine Samuel Rafinesque in 1836.

Historically, anthropologists and historians believed that the Taíno were no longer extant centuries ago, or that they gradually merged into a common identity with African and Hispanic cultures. Scholarly attitudes to Taíno survival and resurgence began to change around the year 2000. Many people today identify as Taíno and many more have Taíno descent, most notably in Puerto Rico, Cuba, and Dominica. A substantial number of Puerto Ricans, Cubans, and Dominicans have Indigenous mitochondrial DNA, which may suggest Taíno descent through the direct female line, especially in Puerto Rico. While some communities describe an unbroken cultural heritage passed down through the generations, often in secret, others are revivalist communities who seek to incorporate Taíno culture into their lives.

Juan Ponce de León (c. 1474 – July 1521) was a Spanish explorer and conquistador known for leading the first official European expedition to Puerto Rico in 1508 and Florida in 1513. He was born in Santervás de Campos, Valladolid, Spain, in 1474. Though little is known about his family, he was of noble birth and served in the Spanish military from a young age. He first came to the Americas as a "gentleman volunteer" with Christopher Columbus's second expedition in 1493.

By the early 1500s, Ponce de León was a top military official in the colonial government of Hispaniola, where he helped crush a rebellion of the native Taíno people. He was authorized to explore the neighboring island of Puerto Rico in 1508 and to take office as the first Governor of Puerto Rico by appointment of the Spanish crown in 1509. While Ponce de León grew quite wealthy from his plantations and mines, he faced an ongoing legal conflict with Diego Colón, the late Christopher Columbus's son, over the right to govern Puerto Rico. After a long court battle, Colón replaced Ponce de León as governor in 1511. Ponce de León decided to follow the advice of the sympathetic King Ferdinand and explore more of the Caribbean Sea.