With the Castros leaving power, and the changes in government, it won't be too long before we see a democratic Cuba.
Not necessarily. It takes a lot of effort and often a lot of time to change the government; Cuba will have been under the control of a single man or his younger brother for 59 years by the time Raul steps down. I'll be going on 30 by the time Raul Castro leaves office, and there's a lot of members here that are already 10 to 30 years older than me. I'd be surprised if Cuba becomes truly democratic within the lifetime of some of our members, without corruption and infighting leading to manipulation of the polls and voter intimidation.
Say what you will about American government, but there's no outright manipulation of the numbers and ballot stuffing to ensure that select candidates gain power, or goons beating anyone who doesn't vote for a certain politician. I can see Cuba having a lot of difficulty acclimating to a full democratic system, like many countries around South America and Africa.