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Confidence votes 173K. There are three kinds of answers: ones that are mostly right, ones that are mostly wrong, and those that once were right but now are wrong. The three largest islands are Cuba, Hispaniola, and Jamaica.Cuba and Hispaniola, along with Puerto Rico, form the northern border of the Caribbean. Hispaniola is occupied by two countries, Haiti and the Dominican Republic.onfidence votes 173K. There are three kinds of answers: ones that are mostly right, ones that are mostly wrong, and those that once were right but now are wrong. The three largest islands are Cuba, Hispaniola, and Jamaica.
Tobago. Trinidad. The Caribbean Windward Islands are so named due to being on the windier and wetter side of the Lesser Antilles and consist of Martinique, Saint Vincent and the Grenadines, Saint Lucia, Barbados, Trinidad and Tobago and Grenada.he West Indies region encompasses more than 5,000 plus island land masses, reefs and cays. This section of the guide concentrates exclusively on travelling in the Windward islands of the Lesser Antilles (see map) region of the Caribbean from Martinique in the north to Trinidad in the south. Island Index.