U.S. News & World Report has a story about Cuba's potential inclusion in the OAS. The article makes it sound like there will be some huge push coming.
The Communist nation has made significant economic policy changes in recent years, but is still far from meeting the political criteria set forth by regional leaders at a previous summit in Quebec in 2001. As a result, according to Piccone, further efforts to push for Cuba's inclusion in the OAS—without the appropriate political changes from the country itself—could be detrimental the idea of democracy in the hemisphere.
The problem here, which I discussed last time the OAS issue came up, is that Cuba has never expressed an interest in joining the OAS. In fact, it has explicitly said it doesn't want to. Until that changes, this is all much ado about nada.