From what I've heard, you can fly from Mexico (Cancun I think) and you get a sort of visa paper upon arrival (they don't stamp your passport because they know about the travel restriction for Americans). The thing is... how much information does the government of Mexico give to the USA regarding Cuban travel? The chances of getting fined the $10K (I think) are pretty slim, but the government may end up getting the information of your travel, which may later be used against you.
According to this article, http://articles.cnn.com/2010-08-18/world...s=PM:WORLD , travel restrictions for tourists won't be loosened anytime soon, so if you want to go as a tourist you will have to take the risk.
According to this article, http://articles.cnn.com/2010-08-18/world...s=PM:WORLD , travel restrictions for tourists won't be loosened anytime soon, so if you want to go as a tourist you will have to take the risk.