You might enjoy this lengthy article about gambling in Cuba-pre Castro. It is in --of all places-- an eBay auction. I know nothing about the auction, seller, etc. Just happened to come upon it. The beginning is not about gambling, but scroll down to the good parts. (Maybe we can have our annual convention there soon.)
http://cgi.ebay.com/1920s-Rare-HAVANA-COUNTRY-CLUB-500-Casino-Chip-CUBA_W0QQitemZ270569254304
Item number: 270569254304
Robert