I'm not much of a whisky guy, but here are my favorite Scotch and Bourbon.

Scotch:
Maccallan
Aberlour
Auchentoshan (three wood)
Glenlivet
Glenfidich
Oban

Bourbon:
Woodford Reserve
Jefferson's
Blanton

Also, if you can find it Connemara is an excellent single malt Irish whiskey.

Cigars:
Ashton
Macanudo
Oliveros
Baccarat
Onyx
Author Fuente
Padron anniversary