<p>Dallaslovingmom- I don’t know how determined your son is, but I would definitely try Phillips Academy Andover. It’s a tough school to get in to, but they’re very accepting, and the arts program is great. They operate on a ‘no blind’ policy meaning that you don’t have to worry about financials unless he gets in. They also have one of the highest financial aid rates.
I would not send him to a very sports-oriented boarding schools. I used to go to one of the big all boys ISL sports schools. The boys there were not very accepting at all of a gay friend of mine, who actually was a fantastic singer…</p>