This will be my 3rd parent weekend so I think I will weigh in.......
It is PARENT weekend and you will all feel very welcomed. The parent associations along with the academy do a wonderful job in putting this on. Here's what you can expect (based on my experiences): Show up EARLY on Friday (if you can) and take in the 9/11 Memorial Ceremony and Colors. You might want to email your pc ahead and see if you can attend a class with him/her. The designated meeting place is Land Hall, but usually I have met up with my son out in front of Wiley Hall or Delano where there are tables set up by parent associations selling all kinds of great KP items. Then you will go to Wiley Hall and pick up your tickets, etc. and you will be given lots of free goodies (canvas bags and magnets, coffee cups, etc.) You will then probably be in time for lunch muster (if your pc has been in class all morning you may be seeing them for the first time) There is usually a tent set up with the barbeque lunch and you will be able to dine with your pc. This is the time where you will see that man/woman in their khakis looking so sharp! Take pictures! After lunch student may have classes or if not they usually can hang out with you.
Do go to the Midshipman life panel, you will have a chance to ask lots of questions there. That will be in the auditorium. Also don't miss the Simulators, there you will have an opportunity to see what it's like at sea. The waterfront will be open as well and you can board the King's Pointer for a tour.
The Family Dinner in Delano is nice as you will be able to get a sense of the food (though they say it's better on parent weekend!) and top off Friday with the Beat Retreat. A long day, but you will really enjoy it.
Saturday, again, get there early. You can go to Land Hall and enjoy donuts and coffee and then get a look at your pc's barracks either before or after the class picture and ceremony. That will be out on the football field. Afterwards they muster in front of Delano and the eagle pinning happens before lunch (I think). You will then have time with your pc before it's time for the regimental march-on and game. The pc's usually have to sit together for the game but you will be able to see them. After that they muster once more and are given instructions. Then you probably will be able to take them out for a nice dinner, back to your hotel for some R&R, etc.
Everything will make sense, it has always been very organized in my opinion, and there are very nice upperclassmen, parents and staff that can help if you have questions.
In between times there is Land Hall with couches, chairs, lots of places to rest and it's a great place for the younger siblings. Also don't miss the Maritime Museum.
I hope this helps. I know what you are going through and I can tell you that this weekend will be a highlight of your life. Busting those buttons of pride! Have fun! I know I will!

One last piece of advice....COMFORTABLE SHOES!