You are ignorant of the reality of Cuban society. People have been able to leave Cuba freely since 1980. Cuba is a participatory democracy, with essentially every adult being involved. Internet access was not really a priority with the USSR collapsing and the recovery from that, but it is being quickly broadened. Only those who actively attempt to undermine the Cuban democracy are imprisoned, but people are free to vote for liberal candidates and a minority does. The average Cuban has a better standard of living than the average Oklahoman or Mississippian. Finally, the embargo is not just a ban on trading with Cuba; it's a ban on doing business with anyone who does business with Cuba. That effectively restricts 99% of multinationals from trading with Cuba.
Your comment is the typical lack of perspective I expect from HN. Going to college is extremely stressful. Going to college poor (actually poor) is nearly impossible.
Utopian socialism's failures are the reason Marxism came about as a structured, disciplined critique of class society. Idealism is no way to make people's lives better. Instead, you must understand the root causes of oppression in order to attempt to overcome it.
Property rights do not exist without the enforcement of the state. Property is essentially a limited contract between the owner and the state, so of course property owners cannot go against the will of the state.