As the date of Natalie's parents' anniversary approaches, cousins and best friends Nat and Liv head home to Vancouver to pull off a last-minute anniversary surprise.
When Nat and Liv plan an exciting family vacation to Whistler, British Columbia, Natalie's ex-flame, sibling tension, and unresolved heartbreak turn the serene countryside into a wilderness of past memories.
Liv develops a plan to "parent trap" her previously married but now single parents; Liv's sister, Sophia, feels left out of on a upcoming trip to London.
With Nat and Liv in London, Joel is left under the family's scrutiny. Nat is ill ahead of a photoshoot, and Liv worries it will hurt their reputation.
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 grey 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.
A quick trip to L.A. turns ugly when problems with Nat and Liv's clothing line creates tension with who is doing the most work. As Nat and Liv's fashion show approaches, Stephanie decides to find her long lost sister.
Nat and Liv struggle to make up before the premiere of their own fashion line. Stephanie and the rest of the family meet their long-lost family member.