At the risk of sounding prideful, and being misunderstood, I'd like to share a few lines. This isn't something I share very often, but there was a good bit of resentment from many of my friends when I converted. When I became a Protestant, I was "on fire"... not so much for the Lord as for, well, my own version of Christianity. Anyway, in some significant ways I changed when I became a Christian, and between my own influence and that of my one friend, about 5 of my friends "gave their life to Christ" and another 4 or 5 started going to church on a regular basis. This was totally unheard of for almost all of them (as it had been for me).
A couple years after converting, I went to Bible College, but came back a year later a changed man. No longer able to be a Protestant, I cut most ties with the former Church I had been a part of. Then, what must have seemed like coming out of the blue to my friends, I tell them that I'm thinking about becoming Orthodox, which must have seemed hopelessly sectarian, idolatrous, and ethnically-focused to them. I'm sure that's what their pastor told them about Orthodoxy, it's certainly what he told me. After that, most of my friends dropped away from going to Church. At least a couple expressed confusion and even intense anger at my seemingly rejecting them and leaving them hanging.
I guess the moral of the story is, let people know what you are doing, and don't try to keep it under a bushel. Maybe one or two will come along with you. Maybe not. Either way, it's probably better than saying nothing at all.
From my family, there was almost no problems whatsoever. My mother was only concerned, I think, when I mentioned monasticism, as she wanted grand children; but even in this she was most worried about "whatever made me happy". My Father was raised a Catholic, and while he disliked "organized religion," I think he rather likes Orthodoxy-- from a distance anyway. My grand mother was confused about the whole affair, and didn't really understand that there was a difference between Catholic and Orthodox, so the only problem in her mind was why I was so crazy as to drive to a distant Church when there was already a Greek Catholic Church in town.