When Endless Love CEO Viola Bohannon hires Cyprus Kennedy, a.k.a. Miss Romance, in early December to arrange a dozen "perfect" romantic moments leading up to a Christmas finale to save her failing marriage, she adds the next to impossible challenge: base the moments on the Twelve Days of Christmas. Cyprus comes up with creative, unconventional romantic events in record time which seem to draw Viola and her husband, Kendrick, back together, even as Cyprus finds herself the focus of not one but two new beaus who couldn't be more different men. Each successive holiday event unfolds surprisingly well under Cyprus's close supervision, yet also sparking reflection on her own estranged family, lack of close friends, and unthought-of dreams of the future. Pressure mounts as the countdown to Christmas Eve nears, necessitating a choice between rural craftsman Tucker and police detective Mike, both of whom ask Cyprus for the date. Can Cyprus fashion not only a perfect Christmas for the Bohannons, but also devise her own perfect Christmas romance, possibly her own happily ever after?