A friend of mine went to Cuba as part of a "cultural exchange"; I tried to follow several years later but the Bush Administration had basically nailed shut almost every avenue.
I was in Haiti for awhile after that and met a great many Cubans who were working in a state-sponsored literacy program (which has been astonishingly successful, not to mention cheap compared to how much foreign aid money has been pissed away). I've kept in touch with a few of them via letter but I'm not daft enough to mention politics, and they don't either. But in a very real sense, "Cuban-ness" is wrapped up in being isolated, persecuted, etc. It certainly felt like part of the identity and I really doubt they were playing it up for my benefit. It's probably not that different than what a lot of foreigners have observed in Iran -- yeah, the ayatollahs suck and we're going to subvert the system in small ways because fuck them, but fuck you too.
One thing I learned from them, though: you haven't had rum until you've had authentic, made-in-Cuba rum. Bacardi tastes like aftershave in comparison and Cuba's rum makers were justified when they complained about Bacardi marketing their shit as "authentic Cuban". It's so sweet that even a lightweight could drink it from the bottle. Fucking brilliant.