Here is my Vegas 2 cents...
(1.) Hotel - I have fallen in love with the Cosmopolitan! There I said it, up to date on tech, gaming, amenities, (3) pools, 800 sqft terrace suites, and the like... coupled with the fact that it is so new (DEC. 2010) the people still care about their jobs and making an impression. I have stayed there a total of 5 nights in the last 3 months and almost have enough points for another stay.
(2.) Gaming - tables and sports book nod goes to the Bellagio (walking distance from the Cosmo = is a huge plus)... plus they are cigar friendly. I also always seem to run into celebrities while I'm there, if you're into that sort of stuff. For slots and what not, that is a crap shoot, but Cosmo is still is the newest, hence newest stuff.
(3.) Food - Steak = Del Frisco Double Eagle (plus they have a cigar patio) or Hamburger = Holstiens @ the cosmo (Kobe burgers, tons of beer, and liquid nitrogen deserts).
(4.) Cigars - tons of places to smoke, few places to buy... best bet if you're not a Fuente whore (read Casa Fuente) is @ the shops in the Venetian... although I would take my own and always do.
(5.) Random stuff - XS at the Wynn is/was one of the most insane night club nights of my life and there is a bar somewhere that is entirely made of ice (room, walls, glasses, etc) everything that is pretty cool as well... PLUS don't forget, you can go to any pool, mind you some have covers, but they welcome it.
Hope that helps....
PM if you have any questions.
M@