Good cigars require at least two things: good tobacco and expert tobacco rollers. To see where the good tobacco grows, you can go to Vinales in the wild west of Cuba. Take a tour bus from Havana (which I did) or, (if you want to stay overnight in Vinales) a long-distance collective taxi arranged by your casa particular in Havana. Vinales is only a couple of hours from the capital. As you ride through the relatively flat fertile landscape of province Pinar del Rio, you will start to see little houses painted in pastel colours and surrounded by fields. 
These are tobacco farms. Continue reading Where do Cuban cigars come from?
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Travels in Cuba 