Just as a heading: This isn't in the order that I like them, it's in the order as they are here. 

Sublime- Santeria

This song is a story about a man who's girlfriend left him for another man, and how he plans to exact revenge. It's not my favorite song ever, but it is one song that people do associate with the genre of Ska music. Also, the video isn't the official video, but instead a photo montage, because the audio quality is higher on this one, and we're really in it for the music, right?

The Mighty Mighty Bosstones- Someday I Suppose

The Mighty Mighty Bosstones aren't a typical Ska band, using much heavier guitar than most others, but there's a good deal of horn parts in all of their music. They're interesting to listen to, and for some reason, they never get old. This song is about procrastination, especially relating it to a failed relationship.

NOFX- Flossing a Dead Horse

If you've ever tried to find a lesser song from an album on the internet, you understand the challenge in getting real music videos for it, so here's another live one... I love NOFX, and it's completely unjustified. Anyways... It's not as ska-ish as the others, but it still has most of the elements.

Less Than Jake- All My Best Friends are Metal Heads 

Where would a ska compilation be without the band that denies they're ska? Needless to say, whether or not they are a ska band (they are), this song has a lot of ska influences (maybe because it's ska!). It lampoons what other people think of punk music in general... Fun.

Reel Big Fish- Sell Out

This song is an insult at the record companies and radio stations, from the album "Turn the Radio Off"... Ironically, I heard this song on the radio on Friday... In the radio station's defense, it is an independent station after all. Anyways, this one's skatastic.