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I personally have been to Cuba 5 times. Yes I went to see my wifes mom, but still. We met a LOT of americans that were there just to visit, and had no relatives.
If you want to go, just fly though the bahamas. Its easy. And Cuba WONT stamp a US passport, so you have nothing to worry about.
I have also traveled more than 50 miles from Havana, and its not quite as bad as you say. Do they have it hard, YES, and often some go hungry. But its no where near as bad as other countries.
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