Quite a few good suggestions already ... one thing to keep in mind as you finalize the plan, is that there's a wide spectrum of taste to allow for in any group, but that's particularly true if there's to be a lot of guys who aren't regular cigar smokers ... if budget permits, you might want to consider having a mild, a medium and a full-bodied choice available ... some I'd recommend in the mild are CAO Gold, Toraño Reserva Selecta or Nicaragua Selection or for a little touch of faux prestige (and who's to know it's faux?), get some of those Maxim's de Paris ... they're decent cigars, and mild enough for a baby to smoke ... plus, when you tell those non-smokers this is a cigar that was especially designed for the famous "maxeem's" restaurant in Paris where they were sold at absolutely outrageous prices, ... well, you get the point.
For guys who have done some cigar smoking, mix and match from stuff such as ... Onyx Reserve maddies, Perdomo Estates, Toraño Exodus 59s or Sigs, CAO Brazilias, ERdMs, La Aurora, LGCs, Oliva "O", Padron, Sancho Panza, and R&J ...
go to the CI site and do a little snooping around .. betcha there's a double digit long list of other good choices I've not thought of right off the top of my head ... there's just SO many decent smokes for less than $100 a box ...