I understand this is your dream, but in my opinion-just MY opinion, I would think that it would be in his best interest for you to put this off for the next two years. Then when he is finished with his schooling, be it home schooling or enrolling in a public school, you could go off and live your dreams. We have spent a lot of time traveling and while there are many educational and wonderful experiences out there, I don't see much of a social life for a teen. The exception to that's summer travels, but even then nothing long term. Painting such an ugly picture of life for a 16 year old is not the best, IMHO. Spend the next two years helping him to prepare for a fulfilling and productive life.