San Francisco's premiere wedding planner, Mary Fiore is rescued from an accident by the man of her dreams, pediatrician Steve Edison, only to find he is the fiancé of her latest client. As Mary continues making their wedding arrangements, she and Steve are put into a string of uncomfortable situations that force them to face their mutual attraction.
While romancing Palmer, a much younger schoolteacher, plastic surgeon Danny Maccabee enlists his loyal assistant Katherine to pretend to be his soon to be ex-wife, in order to cover up a careless lie. When more lies backfire, Katherine's kids become involved, and everyone heads off for a weekend in Hawaii that will change all their lives.
All the couples are back for a wedding in Las Vegas, but plans for a romantic weekend go awry when their various misadventures get them into some compromising situations that threaten to derail the big event.
Robbie, a local rock star turned wedding singer, is dumped on the day of his wedding. Meanwhile, waitress Julia finally sets a wedding date with her fiancée Glenn. When Julia and Robbie meet and hit it off, they find that things are more complicated than anybody thought.