I'm sure I'm in the minority, but I would LOVE to see Guinan having a chat with the Doctor. Even a single panel of the two of them sitting together in Ten-Forward.
I love this idea, and why not? It's all in fun.
I've been saying that Guinan is a Time Lord for years. I just think that they're sending the wrong Doctor and set of companions. Should have been Five (just like Picard), Seven (would have been perfect and schemy) or Four (because he's Four).
I just imagine Four's OTT-ness being a perfect match for 1960s era Trek.
Nine should meet with the DS9 crew - not just for numerical reasons but the gritty Doctor ought to meet the gritty Trek.