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Britannica Sources used in this answer

What happened to the first British settlement on Anguilla in 1656?

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Regional map of the West Indies showing the islands of the Greater and Lesser Antilles, including Cuba, Jamaica, Hispaniola (Haiti and the Dominican Republic), Puerto Rico, and numerous smaller islands. The map uses color shading to indicate elevation, with higher elevations in orange and yellow, and labels major cities and territories, including those administered by the United Kingdom, France, the Netherlands, and the United States. Surrounding bodies of water such as the Caribbean Sea, Gulf o
Anguilla

In 1656, the first British settlement on Anguilla was destroyed during a raid by Indians from a neighboring island.1