After your initial check in at USNA, there will be a brief for you and your son by the Admissions department about the Academy and the application process. A few upperclass midshipmen might also speak about their experiences at USNA so far. After this, 4/C midshipmen will then pick up your son and then start escorting them around the yard (getting them settled in their room, taking them to classes, etc.) You will probably have a few more minutes of briefs and a Q&A session with Admissions before you are cut loose. At this point, there are tours of the Yard available and you can watch the Noon Meal Formation. After that, you're pretty much on your own until you meet up with you son late Satuday morning.
When school is over, your son may be participating in any activities his 4/C escort may already be doing. He could be playing in some intramural sports, watching movies, or just relacing in the room and talking to all the Plebes about their experiences. He may also have the opportunity of participate in Plebe Saturday Morning Training (SMT) the next morning which will give him more insight to what Plebes do. Some kind of PT gear would be recommended for him to bring, and if anything else is needed (like camis), he can borrow from the Plebes.