The film tells a story of a divorced couple trying to raise their young son. The story follows the boy for twelve years, from first grade at age 6 through 12th grade at age 17-18, and examines his relationship with his parents as he grows.

It has been nine years since we last met Jesse and Celine, the French-American couple who once met on a train in Vienna. They now live in Paris with twin daughters but have spent a summer in Greece at the invitation of an author colleague of Jesse's. When the vacation is over and Jesse must send his teenage son off to the States, he begins to question his life decisions, and his relationship with Celine is at risk.

New York, I Love You delves into the intimate lives of New Yorkers as they grapple with, delight in and search for love. Journey from the Diamond District in the heart of Manhattan, through Chinatown and the Upper East Side, towards the Village, into Tribeca, and Brooklyn as lovers of all ages try to find romance in the Big Apple.

Nine years after Jesse and Celine first met, they encounter each other again on the French leg of Jesse's book tour.

At an elite, old-fashioned boarding school in New England, a passionate English teacher inspires his students to rebel against convention and seize the potential of every day, courting the disdain of the stern headmaster.

A young man and woman meet on a train in Europe, and wind up spending one evening together in Vienna. Unfortunately, both know that this will probably be their only night together.