Wavewarriors IV, hands down the most progressive video of its time - late 80's. If you get a chance, check it out the surfing still fits the bill today 20 years later.
...Lost really makes good videos even though they are super low budget. I have to say that The Decline ...Lost across America vol. 2 is hands down my favorite video of all time, i really like the variety of waves. Watching what guys can do with crappy double ups, monster closeouts, and knee high gulf coast (best section in a video on account of micro tubes) is just impressive. Some other good ones:
Whats really goin wrong(...Lost)
Whats really goin on(...Lost)
Second Thoughts
One California Day
5th Symphony Document
P.S. Taylor Steele sucks i want to poke my eyes out watching some of those dumbass skits he puts on