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Earlier this year, President Obama lifted restrictions put in place by the Bush Administration, making it easier for American citizens to legally travel to Cuba.
Though access has increased, it is not unlimited. Most U.S. citizens cannot spend money in Cuba, or engage in travel-related transactions to and from the country. They thus can't legally travel to Cuba, even if they go through Canada or Latin America.
It is only those who are granted a general or specific license by the Treasury Department's Office of Foreign Assets Control (OFAC) that may travel to Cuba.
OFAC has granted general licenses to the following people. They can legally travel to Cuba without first seeking permission:
The following people will need to apply for a specific license:
The following people are covered by licensed U.S. educational institutions:
The above is not an exhaustive list of who may legally travel to Cuba. Those not covered should thus contact the OFAC for more information on the rules.