When Ilana travels to Santorini with her Greek boyfriend Mike for his sister Alex's wedding, she's thrilled to be asked to be her American Maid of Honor. Mike surprises Ilana by proposing, leaving Ilana gets caught in the whirlwind created by his well-meaning and overly enthusiastic mother Athena.
Emily and Sebastian travel to his hometown of Paris to land the Ad account of famed Durand Diamonds and end up in a tricky situation when the client mistakes them for a happy couple.
Sarah is an organic farmer who meets a man named Rip Van Winkle Jr., who claims to be from 1787. Soon, she discovers old-fashioned romantic feelings that might be just as crazy as his story.