The only unmentioned high power operation I can recall offhand is the ill-fated mobile Voice of Laryngitis relayer from about 20 years ago. He was transmitting non-stop from a van hurtling down the Interstate highways and was eventually busted hundreds of miles later with a 1KW linear amplifier. And it seemed like such a good idea...
I recall this bust too. Operator was an ACE editor. Busted in Colorado, or Kansas. FCC and Marshals threw up a roadblock to grab him. Slightly more than 20 years ago, I believe. 1991-ish? The ACE did a good job burying it so the gory details largely remained in the shadows of the rumors.
As kilokat7 mentioned, Hope Radio was very high power. The operator was from the 75 meter AM scene and valued high quality audio and watts. The shows were immensely entertaining and involved numerous members of the 75 meter AM scene, some of whom continue to be very well known. A great station, and the operator put a lot of heart into it. The FCC field office in his jurisdiction really had it out for him and had him punished hard. I believe he lost his ham license for many years, and went abroad to get away from it all, but has returned and is on the air again (legally, with a new call sign) on 75 meters from time to time. He has a distinctive voice and personality, instantly recognizable if you ever heard Hope Radio.
Those were some formative pirate radio days for me.