His mom dies, and years later, eight-year-old Jonah wants to move forward. But with his dad, Sam, still grieving and dragging his feet, that's hard to do. But it's not like an eight-year-old has a lot of options. When he calls in to a radio for help, Sam ends up doing most of the talking, and Jonah gets him to talk about how much Sam misses his wife.
Instantly, women across the nation fall in love with him. Annie wouldn't say she's in love with him, but he definitely intrigues her more than her current fiance. She writes a letter asking Sam to meet her at the top of the Empire State Building on Valentine's Day like in An Affair to Remember. She has no intention of sending it, but her best friend does, because her bestie knows what's good for Annie better than Annie does, thank you very much.
In the name of romantic hijinks, there are misunderstandings and missteps. But all that matters is whether the two unlucky lovebirds can get to the Empire State Building on Valentine's Day.