I love that you can now watch long videos on YouTube. There is a video I just ran across called "Cuba Feliz" that is awesome.
It was made in 2000 and follows a sonero nick-named Gallo on a journey to Santiago. He sings where ever he ends up, and there is some great Cuban music played along the way.
If you love classic son and bolero, you should watch this move. It is awesome if only from a historical perspective. This is the Cuba that I first knew and while not completely different, it has certainly changed. This was during the height of the "Special Period," and shows that with music, food and friends, you can still be happy.