Anguilla (/æŋˈɡwɪlə/ ang-GWIL-ə) is a British Overseas Territory in the Caribbean. It is one of the most northerly of the Leeward Islands in the Lesser Antilles, lying east of Puerto Rico and the Virgin Islands and directly north of Saint Martin. The territory consists of the main island of Anguilla, approximately 16 miles (26 kilometres) long by 3 miles (5 km) wide at its widest point, together with a number of much smaller islands and cays with no permanent population. The territory’s capital is The Valley. The total land area of the territory is 35 square miles (91 km2), with a population of approximately 15,753 (2021).
Anguilla was first settled by Indigenous Amerindian peoples who migrated from South America. The earliest Native American artefacts found on Anguilla have been dated to around 1300 BC; remains of settlements date from AD 600. There are two known petroglyph sites in Anguilla: Big Spring and Fountain Cavern. The rock ledges of Big Spring contain over 100 petroglyphs (dating back to AD 600–1200), the majority consisting of three indentations that form faces.
Precisely when Anguilla was first seen by Europeans is uncertain: some sources claim that Columbus sighted the island during his second voyage in 1493, while others state that the first European explorer was the French Huguenot nobleman and merchant René Goulaine de Laudonnière in 1564. The Dutch West India Company established a fort on the island in 1631. However, the Company later withdrew after its fort was destroyed by the Spanish in 1633.