honestly I'm surprised there are NOT gambling houses in Freeport.. it would certainly add to the "local color", so to speak.
in Qeynos they would likely be far less acceptable.. you'd have to find them there.. ^_~ much like the black market broker. The Freeport one isn't really that hard to find / get to.. heck it's expected in Freeport.. The Qeynos one.. well, hold your breath.. 1,2, DIVE!