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The Leeward Islands () are a group of islands situated where the northeastern Caribbean Sea meets the western Atlantic Ocean. Starting with the Virgin Islands east of Puerto Rico, they extend southeast to Guadeloupe and its dependencies. In English, the term Leeward Islands refers to the northern islands of the Lesser Antilles chain. The more southerly part of this chain, starting with Dominica, is called the Windward Islands. Dominica was initially considered a part of the Leeward Islands but was transferred from the British Leeward Islands to the British Windward Islands in 1940.
The early Spanish explorers called Puerto Rico and the islands to the west Sotavento, meaning "leeward". The islands south and east of Puerto Rico were called Islas de Barlovento, meaning "windward islands". When the British gained control of many of the Lesser Antilles, they designated Antigua, Montserrat, and the islands to the north as the Leeward Islands. Guadeloupe and the islands to the south were designated as the Windward Islands. Later on, all islands north of Martinique became known as the Leeward Islands.J. C. Hart and W. T. Stone (1982), A Cruising Guide to the Caribbean and the Bahamas, Dodd, Mead & Co., p. 601, . Dominica was transferred to the British Windward Islands in 1940 and is now considered part of the Windward Islands.
However, even in modern usage in languages other than English, notably Dutch, French, and Spanish, all of the Lesser Antilles from the Virgin Islands to Trinidad and Tobago are known as the Windward Islands ( Bovenwindse Eilanden in Dutch, Îles du Vent in French, and Islas de Barlovento in Spanish). The ABC islands and the other islands along the Venezuelan coast, known in English as the Leeward Antilles, are known in languages other than English as an equivalent of the Leeward Islands.
The islands were among the first parts of the Americas to fall under the control of the Spanish Empire. European contact commenced with Christopher Columbus's second voyage; many of the islands' names originate from this period: Montserrat was named in honour of Santa Maria de Montserrat (Our Lady of Montserrat), after the Blessed Virgin of the Monastery of Montserrat, which is located on the Mountain of Montserrat, the national shrine of Catalonia. Mont serrat in Catalan language means "saw mountain", referring to the serrated appearance of the mountain range.
Although comparatively much smaller than the surrounding islands in the Caribbean, the Leeward Islands posed the most significant rebellion to the British Stamp Act, though it was decidedly less severe in comparison to that of the mainland North American colonies.
In 1660, there were about 8,000 white settlers and approximately 2,000 enslaved Africans in the Leeward Islands. However, that ratio narrowed over succeeding years. In 1678, there were 10,408 white settlers and 8,449 enslaved Black people. By 1708, there was a huge disparity between the number of white settlers, which had declined to 7,311, and the number of enslaved Black people was estimated at 23,500.Hilary Beckles, "The 'Hub of Empire': The Caribbean and Britain in the Seventeenth Century", The Oxford History of the British Empire: Volume 1 The Origins of Empire, ed. by Nicholas Canny (Oxford: Oxford University Press, 2001), p. 224.
In 1816, the colony was dissolved as a federation of islands, and the individual islands were ruled individually. However, the colony of the Leeward Islands was re-established in 1833.
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