1999 was an awesome year for films. Maybe the best.
American Beauty, The Matrix, Three Kings, Sixth Sense, Fight Club, Being John Malkovich, The Iron Giant, Run Lola Run, Stir of Echoes, Arlington Road, Magnolia, Girl Interrupted, Eyes Wide Shut (I realize some hated that one), Talented Mr Ripley, Cider House Rules, Man on the Moon, Boys Don't Cry, Blair Witch Project (it's a joke now, but I loved it at the time), Austin Powers 2, Toy Story 2, Bowfinger and others I'm forgetting.
On the flip side, the bad movies that did come out were really bad, like really horrendous misguided projects usually based on previously valued properties.... Inspector Gadget, Wild Wild West, and the worst sacrillage of all and one that permanently ruined Star Wars for me... The Phantom Menace
DACrowe just reminded me that 2007 was another great year for films. I never really thought about it, but I guess it is true. Still think 1999 beats out '84 and '07.
Disagree with 2000. I love some of those movies (especially Memento and Gladiator), but c'mon... Gladiator, while a great flick was still a sword and sandals revenge flick and it won Best Picture at the Academy Awards. It was great, but comparing it to movies that won Best Picture in other years shows how weak the selection of films for contention were that year.