>Just got my financial aid package from Yale and it looks like Yale will be $15,000 cheaper/yr. Yale also offered me subsidized loans, which Sinai did not.
I think with this info, you've gotta go with Yale. That's a significantly lower cost, and a much lower financial risk given your father's situation. As others have commented, Yale's system gives you a lot of leeway to see your family on the weekends, so while location may not be perfect, I don't think it's significantly worse.
It's not everyone who gets a scholarship to attend one of the best med schools around. Take the money, go to Yale, and don't look back, brother.