Flirting with Forty (2008)

Flirting with Forty is a comedy-drama romance film based on the novel of the same name. The story follows Jackie, a divorced woman in her 40s, as she goes on a Christmas vacation in Hawaii. During her vacation, she meets and falls for a much younger man, causing her to question her life and choices. With beautiful scenery, surfing, and a romantic subplot, this movie explores themes of love, age, and self-discovery.