Head-in-the-clouds romantic Madison and driven pragmatist Lanie are unlikely best friends, but the two would do anything for each other. So when Madison's life starts to fall apart--her adviser tells her she'll fall behind unless she can pick a major like the rest of her class, and her girlfriend unexpectedly dumps her on the eve of their once-in-a-lifetime spring break vacation--Lanie agrees to join Madison for the test run of Disney's newest resort experience. They're headed to Happily Ever Island, an immersive vacation destination, where guests can become their favorite Disney character for a week.

Madison has been the biggest Disney Superman since the first time she skipped onto Main Street, U.S.A., with her grandmother, whereas Lanie thinks she maybe watched a couple of Disney flicks when she was little (a crime against humanity as far as Madison is concerned). For their trip, Madison decides to go as the iconic princess herself, Cinderella, with Lanie as bow-wielding Merida. It's not Lanie's idea of fun, but she knows Madison needs her, and besides, she could use the break from her strenuous courseload anyway. Plus, maybe she'll get to shoot things.

But once on the island, Lanie and Madison begin to drift apart. Madison finds herself either missing out or messing up all the enchanting moments she has dreamed about her whole life, and is forever running into their annoyingly perfect (and distractingly cute) vacation coordinator, Val. Meanwhile, Lanie unexpectedly finds herself swept up in the magic of it all. She begins a secret romance with Prince Charming--but there's no telling whether he's just playing a part.

Soon the friends find themselves on a whirlwind of laughter, tears, and more than just a touch of Disney wonder.