Overboard (1987) was released in 1987. In The Best of Times (1986) starring Kurt Russell, released just the year before, there are references to "Gigi", who is Kurt Russell's character's wife and also one of the opposing football players was known as "Dr. Death". In Overboard the letters "G.G." are spray painted on the boys' club house and they also refer to "Dr. Death" coming to rescue their "mother". Both movies star Kurt Russell.
Dean Profit's old Dodge pickup was later used as the pickup that tailgated Chevy Chase and his family in the opening scenes of Christmas Vacation (1989).
When Grant helps Joanna into the limo after coming back for her, she gets in first and then he does. In the next scene, they're flipped, so the boys are yelling at her through the window.
In the scene where Joey is reading from the comic book to Annie and presents her with a macaroni necklace, the shadow of a crew member is cast over them. It can't be the shadow of one of the other boys because they are all seated and are too far away to produce such a prominent shadow.