My son has only been admitted to USMA so far, and is waiting on USNA and USAFA. He really likes WP, and frankly after visiting WP now three times, and having met with the folks there, my wife and I get a great feeling about him going there. It is much more of a welcome feeling, and it really seems that they want every cadet to be successful. The people there seem so open to discussing everything, and they genuinely appear to want my son to attend WP. The place is amazing in terms of its physical presence, and history oozes out of every crevice of WP.
USNA is likewise spectacular. However, it seemed to be less homey. Wish I could describe it better. At West Point either an RC, or a cadet gave us a tour, and gave a description of real life there, and the practical experiences that they have had at WP. At USNA, if you want a tour, you must pay for one provided by a retiree who may have no connection to the school beyond living it its vicinity. Most of the comments were about the sports teams successes, as opposed to life as a Midshipman. That's fine for a tourist, but not so much for a candidate and his family. We just didn't get the same feel as we did at WP. USNA also has tremendous history, and is such a wonderful campus. And the town of Annapolis is such a cool place. Way better place for a parent to go and hang out.
USNA has so many options after graduation. Flying, subs, surface warfare, everything the Marines offers. Frankly, looking at things objectively, USNA may be the best option for my son; but there is a subjective component too. My son gets a better feeling from WP, and most of the career options in the Army are very attractive to him. He says he would like to be able to do them all, which is true of Navy as well. He had such a great experience on his overnight at WP, and it really drew him in. He would like to do the same at USNA, but it isn't available until he is admitted. That is too bad, and I think a poor policy, as the overnights are very valuable experiences in terms of hiving candidates a perspective.
I'm not sure where my son will end up. It is a difficult decision for a 17 year old, as it would be for a 50 year old. I do think though that the candidate should have a real good feeling about the school he or she chooses. In a perfect world the parents will feel just as good about the choice.