Not as bad as they say it is
Vice City takes place in the 80's, in Miami. This title is a lot more brighter and funnier than GTA III. The character's swear very oftenly, but the worse they say is the f word. This is the cleanest GTA out there. The violence is identical to GTA III (cartoonish and unrealistic), although the sexual content is knocked up a notch. You have to do missions for a porn director, but the missions don't have any sexual content in them. The worst you see is a man in boxers and a woman in a bikini talking to each other suggestively. The cutscenes are not mature though-- they'd be allowed in a T rated game. The prostitutes are nothing to worry about, since they only serve to regain health when there isn't a hospital nearby. You see no action going on, the prostitute just sits in the car and the protagonist sits on the driver's seat as your health slowly regains. The game also never even mentions prostitutes-- my son didn't even know there are prostitutes in Vice City. Overall, Vice City is the best GTA in my opinion and features an amazing soundtrack (even Micheal Jackson is in the soundtrack!). Vice City is just too good to miss, so if your son is 13 or mature, get it for him!
What other families should know
Too much violence
Too much sex
Too much swearing
Too much drinking/drugs/smoking