On their semester break, Dylan and Brandon take a motorcycle trip through California and they end up being subjected to slave labor by a Native American sheriff for trespassing on a reservation, which helps dissipate the tensions between both of them over Kelly. Meanwhile, Kelly benefits from attending psychology workshop seminars run by a famous, psychology professor named Patrick Finley. Donna tries to help Ray get over his stage fright on the eve of his debut at the grand opening of the Peach Pit After Dark. Steve spends the weekend moping over his father, Rush, taking over the Peach Pit After Dark club from him.

Dylan recruits Valerie to help him and Jonesy pull off a caper in Punta Brava, Mexico to reclaim his lost money after they find Kevin and Suzanne. Jones and Valerie pose as a couple at a resort hotel where they befriend Kevin and Suzanne (aka: Karl and Kitty Cavendish) in order to get to know more about where they keep Dylan's stolen money. But when Dylan wants to rescue his sister Erica, Jones backs out, leaving Dylan to carry on a rash rescue attempt alone. In Beverly Hills, Brandon feels threatened by Kelly's relationship with Professor Finley when Brandon starts dealing with criticism by the dean concerning the professor's tenure and his unorthodox teaching methods. When Brandon meets Professor Finley for the first time to question him about his teaching methods, he sees another side to Finley who lashes out at Brandon which causes a rift between him and Kelly.

Kelly's continued involvement with Professor Finley and his conflict against the college faculty to preserve his tenure frustrates Brandon since he knows about Finley's hostile and paranoid attitude. Meanwhile, Valerie seeks a reward for helping Dylan recover his money and asks both him and Jones to cut her in on a large share. David's old flame Ariel Hunter, now a music company rep, returns and woos Ray to get him to sign a music deal, much to Donna's worry. Also, Andrea flirts with trouble when she starts seeing Peter while Jesse is away on business.

Steve tries to secure the R&B group "Jade" for a Valentines Day telethon at the Peach Pit After Dark. Meanwhile, Brandon coaxes Kelly away from Professor Finley and his work at his newly opened commune, but only for the moment. After moving out of the Walshes and into a hotel suite, using some of Dylan's money, Valerie comes onto Ray who's having problems with Donna and pressures him into an affair. Ray's mother, LuAnn, figures out that Ray cheated on Donna when he doesn't come home after that night, and covers for him when Donna comes calling asking of Ray's whereabouts. Also, Andrea with Jesse meets Peter and his wife, but that doesn't disrupt their feelings for each other.

When a rainstorm hits Beverly Hills for the week, Andrea gets a job at the hospital where Peter works just to be near him. Valerie refuses to accept a "no" from Ray in response to a relationship with him. Meanwhile, Dylan goes undercover as a new Finley follower at the commune to spy on him and Kelly, while Brandon questions Chancellor Arnold and then seeks out a former Finley follower to speak to Kelly about Professor Finley's true racial and unethical ways.