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Noah, Alex, Ricky, Chance and their significant others travel to Martha's Vineyard for a weekend wedding getaway. Drama ensues as one-by-one their relationships start to crack under the pressure of closer examination. Newly successful screenwriter Noah looks to his friends for advice as he prepares to move his relationship to a more serious level while struggling to keep his first studio movie alive. But the friends are of little help as they juggle their own issues. Elder statesmen Chance and Eddie attempt to scratch their seven-year itch but worry their marriage has permanently lost its spark. And playboy Ricky flaunts his barely legal college student fling in the face of his monogamous friends but hides a surprising secret that threatens to rock the house. Add to the mix Alex's crazy-making wedding prep, a closeted superstar rapper, a high-maintenance studio exec, and a surprise visitor and you've got the makings of a hilarious and poignant romantic comedy.