Anthony sends the roommates on assignment to Puerto Rico, where they will set up a computer and pen pal program at a Boys and Girls Club. All the roommates are excited to go except Elka, who was hoping for a trip to Europe. The roommates talk to the ASP children about Puerto Rico and take their photos for the pen pal program. When they arrive in San Juan, the meet Jan, who runs the Galleria where they are staying. The roommates meet some of the Puerto Rican children at the Boys and Girls Club and attempt to set up the computer and pen pal software. Montana has her own setting up to do, however, when she meets Rafael and decides to go out on a date with him--with Elka as her chaperone. They end up leaving Elka and head out to the beach for a midnight swim. Later, Montana tells Sean and Jason that when she was little she tried to contact her real father, but her letter was returned unopened with a note that said not to contact him. The roommates spend a day of fun and sun at Palomino Isl