Opening a new store in Miami and performing her first radio show proves too much for Khloé as her temper causes a fight between her and Kim that threatens the future of Dash.

Khloé holds auditions at the boutique to find a date for Kourtney; Kim visits and gets pressured into getting drunk.

In an attempt to go to Tampa for an appearance the girls get lost and stuck in the Everglades. Meanwhile Kourtney realizes she could be pregnant.

Kim is in Miami to help Kourt out in Khloe's absence and is eager to do whatever it takes, even take care of Mason.

When Scott's drinking gets out of control, Kourtney refuses to see him until he seeks professional help.

Kourtney arrives in Miami without Scott; Kim is focused on being a good mom to her new kitten.

Kim fertility is comparable to a fifty-year old and she begins to take her frustrations out on Kourtney; Meanwhile, Scott plans to race cars with his newly found best friend, much to Kourtney's dismay.

Scott learns about the vibrant lesbian community in Miami, while Kim discovers the benefits of breast milk in treating psoriasis.

Kim invites her entire family to Miami to compete in a dragon-boat race. At the same time, Kourtney suspects her sister-in-law is pregnant, while Scott has trouble dealing with Bruce's competitive nature.

Kourtney would like to move out of the hotel and into a house, but she and Kim have difficulty finding the time to search for a new residence. At the same time, Scott acts overly friendly with Khloé; and the sisters help Rob cope with a bad breakup.

Jonathan takes Kim's side during an argument with Kourtney, which sets the older sister off. Meanwhile, Kim learns she has a life-changing allergy; and Khloé finds herself in a strange predicament because of her love of Cuban coffee.

Kim attempts to fix Simon and Jonathan's friendship. Kourtney tries to reignite her and Scott's relationship but goes unnoticed.

Kim gets to work with a private detective, while Scott is forced to wear a new fashion accessory because of his eye problems. Elsewhere, Kourtney is desperate to get back in shape.

Scott goes to Florida to hunt for alligators; Kim spends her savings; Kourtney reveals her post baby body.

When Scott comes back from a Vegas trip, Kim suspects that Scott is up to no good and hires a private detective to follow him. Going against Khloe’s advice, she digs through his phone bill, puts a tracker on his car–and even tails him around town! Meanwhile, Kourtney learns that Khloe’s infertility issues are worse than she thought and wonders if she should offer to be a surrogate.

The family becomes upset when they discover that Kim hired a private investigator to follow Scott but the mood later changes when Kim reveals her pregnancy to the family.