For me I guess a cigar that puts me in the zone is one I'm really familiar with. I've just gotten into smoking so I probably smoke 3-4 cigars a week that I've never tried before. I like doing this but it really won't get me "zoned" because I'm paying so much attention to it--seeing if I want more, what I can taste, etc.
As far as cigars I've had a lot of, stuff like the Hemingway makes me just sit back and Zen out. So i guess my short answer is: Hemingway Signatures, Irish Hops, Rp Vintage, La Aurora Preferido Ruby Maduro.