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The US and Cuba aren't on the greatest terms because of their history.

Cuba used to be under Spanish rule, but they wanted to be independent, so there were tensions between Cuba and Spain. The US and Spain have had tensions as well, so the US sought it fit to help Cuba. This started the Spanish-American War, whose sole purpose was for Cuban independence. Once the Americans won, Spain relinquished sovereignty over Cuba and also transferred the territories of Guam, the Philippines, and Puerto Rico over to the US. Cuba was kept for a few years under American power, but was then released. However, the US still retained the rights to intervene in Cuban affairs. They also leased land from the country (and currently still do): Guantánamo Bay. But, the US still remained in Cuba. Decades went by before a revolt and actual independence. During the Cuban revolt, there were sanctions against the country by the US and several others. To this day, there are still some sanctions against Cuba.

So the US and Cuba aren't on good terms because of their past, as some grudges are still held.

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