Holden (Edward Norton) and Skylar (Drew Barrymore) are in love with each other. Skylar lives with a large and extended family on Manhattan. Her parents, Bob and Steffi have been married to each other for many years. Joe, a friend of theirs, who has a daughter, DJ, with Steffi. After yet another relationship, Joe is alone again. He flees to Venice, and meets Von, and makes her believe that he is the man of her dreams. However, their happiness is fake all the way, and she returns to her previous husband. Steffi spends her time with charity work, and manages to break up Skylars and Holdens relation when she introduces Skylar to a released jailbird, Charles Ferry.

Near the Met Museum, 1000 5th Avenue and East 82nd Street, Manhattan.

Madison Avenue and East 71st Street, Manhattan.

Madison Avenue and East 93rd Street, Manhattan.

Metropolitan Museum of Art, 1000 5th Avenue and East 82nd Street, Manhattan.

Jewellery Store, 718 5th Avenue and West 56th Street, Manhattan.

Funeral Chapel, 1076 Madison Avenue and East 81st Street, Manhattan.

EAT Restaurant, 1064 Madison Avenue and East 81st Street, Manhattan.