Hello flopnfly,
Know where you're coming from...as a tourist,going to Cuba for the past twenty years, I was curious initally to ask them a variety of questions..some were a little political in nature.
Have learned reactions vary with the individual (based on their position and beliefs).I now try to talk about general issues..family,weather,etc.
I don't want them to be uncomfortable with me.
My opinion is that we get more news about Cuban politics externally than the average Cuban does about their own country.
I do try to bring in current magazines,newspapers..so they can "catch up on the rest of the world" and they can practise their English.