Recently I've been watching a lot of movies that considered by many to be some of the worst films ever made and have garnered a reputation of being "so bad it's good". Of those that I have seen are The Wicker Man remake, Speed 2, Troll 2, Island of the Dead, Postal, and Battlefield Earth.
The Wicker Man remake is inferior to the original, but isn't nearly as bad as it's reputation would lead you to believe. It also helps that Nicolas Cage is one of my favorite actors.
Uwe Boll's Island of the Dead and Postal just kind of suck, but not in a way that's enjoyable.
Speed 2 is a legitimately fun action movie
I would only recommend Battlefield Earth for John Travolta's jaw dropping performance.
Troll 2 easily is the best of the bunch and already is one of my favorite horror movies - and comedies.