After consideration, I think that the best person from "Lord of the Rings" to take me around would probably be book-Haldir. I think I would have the most fun with him and his brothers.
From "The Silmarillion" I think that traveling around with Melian at some time would be really nice. Either that or joining the army of women and children led by Emeldir, Beren's mother. That might be fun.
Actually, pre-treachery, Curunir would be a good Istar to travel around with. Or Radagast, actually.
I would also be intersested in the other two blue Istari that disappeared. It would be interesting to know where they went, what it was like there, and what adventures befell them whilst they were there.
So, basically, I would need a few trips!
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"I think we dream so we don't have to be apart so long. If we're in each others dreams, we can be together all the time." - Hobbes of Calvin and Hobbes
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