My wife's family is from there and had their lands stripped from them by Castro. They were the second largest sugar growing plantation on the island and came here with nothing. As much as they would love to see their homeland any money you spend their goes to the regime.
Honestly I am not trying to be a downer but it seems like the investment, although beautiful and fun would only be supporting a dictatorship that takes all of the people's money and gives nothing back to the people. Personally I have mentioned going there to my wife but hearing it from their point of view and understanding the economy, way of life, and justice there I now wish I would not have mentioned it.
Last but not least I do not typically deal in politics but this topic hits close to home.