Crockett and Tubbs are on airport security duty when Crockett notices a white college student buying a ticket to Bogota while carrying a day bag. Believing it might be a drug deal, he comes across Eddie Rivers and Louis Martinez. Both of them are New Yorkers who dream of doing a one-time drug deal in order to finance the buying of their own night club. Unfortunately, despite attempting to scare them with horror stories of drug lords and Colombian police, they make a break for it.
Finding a sophisticated drug operation involving smuggling cocaine in Santeria statues, Crockett and Tubbs eventually end up using Eddie and Louis as informants in hope of getting them off their arrest (which happens due to their refusal to call off their plan). This ends in tragedy as a powerful drug lord, Moya, is killed in the process and the two boys have made an enemy of their brother, Pepe.
This episode contains the following tropes:
- Artistic License – Religion: Santeria is not practiced in Colombia to any significant degree.
- Avenging the Villain: Pepe wants to kill Eddie and Louis because they were involved in the death of his brother.
- Blatant Lies: Crockett makes up a story about Colombian police sewing fingers into someone's mouth in order to scare the boys.
- Downer Ending: Eddie is gunned down by Pepe in revenge for getting his brother killed. Not even the arrest of Pepe and death of Moya makes the absolute devastation on Crockett's face any better.
- Get-Rich-Quick Scheme: Eddie and Louis have the plan to deal one package of drugs to finance their club. They are clearly in over their heads from start to finish.
- Harmless Villain: The boys are depicted as not dangerous in the slightest and just lured by the prospect of easy money.
- Ironic Episode Title: A milk run is a miltary euphemism for a mission posing very little danger (like delivering milk). In the beginning, the college kids consider their one-time drug smuggling to be one. The fact that it isn't, becomes the plot of the episode. Later Castillo outright calls the job of transporting the two students from their safehouse to the airport one of these. At the end of which, one of the kids get killed by Moya.
- My God, What Have I Done?: Crockett clearly blames himself for getting Eddie killed at the end.
- Scare 'Em Straight: Crockett and Tubbs attempt this with Eddie and Louis before they do something they can't take back. It doesn't work out.
