Juliet is at the end of her rope. If she wants to save her vet clinic, she needs money and she needs it fast. The opportunity she's been waiting for comes in the form of a contest that requires her to travel and make a feel-good video featuring her former patients. Too bad her only mode of transportation just died. And when her charming ex—the man who stomped all over her heart—shows up offering to help, she's not sure if her luck just got better or worse. James has no doubt that Lady Luck has smiled on him. What are the odds that he'd show up to win back his college sweetheart at the exact moment she needs him most? He's spent years regretting letting Juliet go, and he'll do anything for another chance—even if it means chauffeuring her all over the Midwest. As their road trip takes them across hundreds of miles, James and Juliet realize there's really only one possible destination this time around. Either a happily ever after...or heartbreak.