An old pirate who lives in New York City takes a walk in Central Park and spends time with other old pirates. One day, when he brings his ship to sail on the pond, he meets the retired Queen. A battle ensues between vessels. Chaos reigns until a truce is called. Now the Old Pirate and the Old Queen spend time together at the pond every day as Retirates.

Matt and his family go to visit Matt's grandfather in a retirement home for his eighty-fifth birthday. Matt's grandfather is old and he forgets a lot. At first, Matt is afraid of his grandfather, but when they go for a walk in the park, he learns that older people are not so scary.

After he retires, Stan becomes a hot dog man. He finds that his new job help him come to the rescue during a big snow storm.

Billy, an old cat, retires with his owner to a condo in Florida. When they visit their former hometown, they reminise about when they were younger. In the end, they appreciate their present place in life.