In the wake of her mother’s passing, Helene visits the island in search of her biological father. Roarke and Javier grow closer. Ruby gives herself a spiritual cleanse with a bonfire and a night swim, where she encounters an old friend.

Empty nesters Dolly and Dutch seek clarity on how to spend their next chapter. Meanwhile, Helene helps Ruby tap into her newfound youth. Javier opens up to Roarke as he wrestles with his new role.

Oliver's fantasy is to surprise his boyfriend Emilio with the perfect proposal, but when Emilio says no, Oliver finds himself reliving that day over and over again. Meanwhile, Roarke, also caught in the time loop, must confront her fears about her relationship with Javier.

Amber's fantasy is to have her actual life be as perfect as her Instagram life. But when Amber's family transforms into the perfect Insta-versions of themselves, she soon realizes something about all this perfection is very wrong. Meanwhile, Roarke presents another guest, Isaiah, with an envelope that reveals the date of his death.

A country music star with writer's block, Shay, fantasizes about being anonymous so she can focus on finishing her next album. Her beleaguered assistant, Beau, is surprised when Roarke offers him a fantasy too. When their fantasies begin, Shay and Beau realize they've traded places: Shay is a complete unknown and Beau is the star. Javier learns something new about Helene's life before her mother's death.

Sue, Jenna and Brooklyn are the first, second and third wives of Gavin, a charming doctor who's made a fortune selling all-natural vitamins - and broken all of their hearts along the way. Now, they all share the same fantasy: they want Gavin to understand - to feel for himself - the pain he's caused them all. Meanwhile, Roarke brings Ruby's youngest daughter, MJ, to the Island to help Ruby remember who she is. And hopefully keep her from disappearing into the ocean forever with Isla... as a mermaid.