On the picturesque island of Martha's Vineyard, there are two kinds of residents. Locals and Stays. Local boy, Lane McCarthy, plans on spending his summer working at the country club to save money for college in the fall, while summer stay, Ashley Whitmore, and her elite group of friends are only there to play. As the summer heat goes up on the island, so does the ante, when both Lane and Ashley must decide what they're willing to wager in order to follow their dreams...and their hearts. With stakes as high as the surf, and hopes as high as the midday sun, will they risk everything and go all in?