Natalie Halcro and Olivia Pierson, cousins and best friends, are two hometown Vancouver girls making it big in Hollywood. As the date of Natalie's parents' anniversary approaches, Nat & Liv head home to Vancouver to pull off a last minute anniversary surprise.

When Nat & Liv plan an exciting family vacation to Whistler, Natalie's ex-flame, sibling tension, and unresolved heartbreak turn this serene countryside into a wilderness of past memories.

Liv develops a plan to parent trap her previously married but now single mom and dad. When Liv's sister Sophia feels left out of on a upcoming trip to London, Liv has to mend another rift in the family.

As Nat, Liv, and Sophia make their trip to London, Joel is left under the scrutiny of the rest of the family. When Nat is under the weather on the verge of an important photoshoot, Liv worries that their reputation in the fashion industry will suffer.

When Owen decides to try drag for the first time, he worries what his pastor father will think. Stephanie finds out that she has a long-lost sister, but has cold feet about meeting her.

After finding her first gray hair, Liv starts to freak out about getting older. Owen attempts to get Joel to be more sensitive in his interactions with the rest of the family.