OK. Well, obviously I'm not going to get to sleep unless and until I take a stab at this one. These guesses are probably wrong and I would welcome any corrections.

Pride: the Professor. He could invent anything out of coconuts and vines, but couldn't manage to build a simple boat (or repair the SS Minnow).

Lust: Ginger. The woman was perpetually in heat.

Avarice: Mr. Howell. A millionaire who always wanted more.

Envy: Mary Ann? She was probably my first serious crush, and I can't imagine her committing any of the Seven Deadly Sins.

Gluttony: Skipper. Alan Hale was a big guy with a big stomach and an even bigger heart.

Sloth: Gilligan. Frequently sleeping, and his dreams often became part of the show's plot.

Wrath: Mrs. Howell? Nope, something's wrong here. Change her with the Professor for Pride, and maybe the Professor yelled at Gilligan a lot so he'd qualify for Wrath.

If I emptied my brain of all Gilligan's Island trivia, and stuffed it with something else, I would earn a Ph.D. In *everything*.

WMD