Tripping with a group you're comfortable with is pretty crucial dependant on your group. Unless you're good friends with them, personally I'd avoid it. That's just me though, and I'm particularly sensitive to "co-trippers". Regardless, I believe it is important that you're completely comfortable with your group otherwise it really opens up the possibility of a difficult experience. Keep in mind that you're wide open during this experience, and it's no joke. It's important to you whether you know it or not and you should make careful decisions when it comes to who shares this experience with you.