"Pearl Harbor" really bit from almost every conceivable point of view, but its worst sin in my book was populating a story set in 1941 with relentlessly 90's characters. Puh-lease! ("Titanic" sucked for the same reason.)
"In Harm's Way" was bad, but the model ship scenes with the slow-motion splashing water were SO bad it made the rest of the movie look almost okay.
"Saving Private Ryan" was pretty much made up out of thin air, but at least it had people bleeding when they got shot and hanging about suffering for a while before they checked out. Never mind that the mission was absolutely completely preposterous. Even "The Dirty Dozen" had a more militarily realistic objective.
"Band of Brothers" is superb. Sure, there are some Hollywood moments, but the great achievement of the project IMO was just getting so many of those vets to TALK. Fabulous.
Guilty pleasure? In spite of the badness of so many of the old classics, I still like to watch 'em. At least they were made close enough to their period that the actors got the sound and look halfway right.
-HM