there are a few casinos in st. maarten. very easy to get to..chances are he'll end up next to a cm or two. at least when my dh went in st. maarten 3 yrs ago and puerto rico last year he sat with a cast member.
i know bingo isn't "really gambling" to my dh but since there is no gambling on board every cruise we get hooked on bingo. so tell him to try it, it's fun and he may get lucky.
tell him good luck..and if he wins big he can take you on another cruise!!