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While on a simple errand to Toronto, a carefree and charming young writer named Werther stumbles across the love of his life only to discover that the young woman is engaged. Despite the urgings of his hypochondriac best friend, Werther turns his world upside down in a desperate, misguided and hilarious quest to win her heart.
A woman (Reese Witherspoon) planning her sister’s perfect wedding and the father (Will Ferrell) of a young bride-to-be find out that they are double booked for their destination wedding at a remote resort on an island off the Carolina coast. When both parties decide to share the small venue, chaos ensues and our cast of characters begin to face their own insecurities learning more about themselves.