The license plate of the family Dodge is 5GY45R when they leave to the airport. However, when Melanie is ready to leave the airport the license plate shows 3GH43B.
Craig orders a Jack & Coke at the restaurant and the hostess says that she will make it herself. The drink that he is drinking has no ice cubes. Traditionally, a Jack & Coke is served on the rocks.
The highway shot of Brad and Troy driving into Boston is not the route in from the airport located to the east, it is in reality coming in from the south. The next highway shot presumably headed to Harvard located just northwest of downtown Boston is in reality headed away from Harvard and eastward toward the airport.