When seventy-year-old Charlotte Perkins submits a sexy essay to the Become a Jetsetter contest, she dreams of reuniting her estranged children: Lee, an almost-famous actress; Cord, a handsome Manhattan venture capitalist who can’t seem to find a partner; and Regan, a harried mother who took it all wrong when Charlotte bought her a Weight Watchers gift certificate for her birthday. Charlotte yearns for the years when her children were young, when she was a single mother who meant everything to them.

When she wins the contest, the family packs their baggage—both...