My favorites:
F for Fake
Orson Welles' free-form documentary about fakery focusses on the notorious art forger Elmyr de Hory and Elmyr's biographer, Clifford Irving, who also wrote the celebrated fraudulent Howard Hughes autobiography, then touches on the reclusive Hughes and Welles' own career (which started with a faked resume and a phony Martian invasion). On the way, Welles plays a few tricks of his own on the audience.
Man on Wire
On August 7, 1974, Philippe Petit, a French wire walker, juggler, and street performer days shy of his 25th birthday, spent 45 minutes walking, dancing, kneeling, and lying on a wire he and friends strung between the rooftops of the Twin Towers. Uses contemporary interviews, archival footage, and recreations to tell the story of his previous walks between towers of Notre Dame and of the Sydney Harbour Bridge, his passions and friendships, and the details of the night before the walk: getting cable into the towers, hiding from guards, and mounting the wire. It ends with observations of the profound changes the walk's success brought to Philippe and those closest to him.
War photographer
Documentary about war photographer James Nachtwey, considered by many the greatest war photographer ever
Deep Water
DEEP WATER is the stunning true story of the first solo, non-stop, round-the-world boat race, and the psychological toll it took on its competitors. Sponsored by the Sunday Times of London, the much-ballyhooed event attracted a field of nine, including amateur sailor Donald Crowhurst, who set out to circumnavigate the globe in late 1968. Battling treacherous seas and his own demons, Crowhurst almost immediately comes apart as he faces the isolation of nine months on the high seas. Part adventure yarn and part metaphysical mystery, DEEP WATER is an unforgettable journey into one mans heart of darkness
Don't look back
Portrait of the artist as a young man. In spring, 1965, Bob Dylan, 23, a pixyish troubador, spends three weeks in England. Pennebaker's camera follows him from airport to hall, from hotel room to public house, from conversation to concert. Joan Baez and Donovan, among others, are on hand. It's the period when Dylan is shifting from acoustic to electric, a transition that not all fans, including Baez, applaud. From the opening sequence of Dylan holding up words to the soundtrack's "Subterranean Homesick Blues," Dylan is playful and enigmatic.