The 1969 Isle of Wight Festival was held on 29–31 August 1969 at the English town of Wootton, on the Isle of Wight. The festival attracted an audience of approximately 150,000 to see acts including Bob Dylan, the Band, the Who, Free, Joe Cocker, the Bonzo Dog Band and the Moody Blues. It was the second of three music festivals held on the island between 1968 and 1970. Organised by Rikki Far, Ronnie and Ray Foulk's Fiery Creations, it became a legendary event, largely owing to the participation of Dylan, who had spent the previous three years in semi-retirement. The event was well managed, in comparison to the recent Woodstock Festival, and trouble-free.
Bob Dylan
The 1969 festival was considerably larger and more popular than the previous year's. Dylan had been little heard of since his allegedly near-fatal motorcycle accident in July 1966. Shunning the Woodstock Festival, held near his home in upstate New York, Dylan was initially reluctant to perform his comeback show on the little-known Isle of Wight. After weeks of negotiations, the Foulk brothers showed him a short film of the island's cultural and literary heritage; this appealed to Dylan's artistic sensibilities, as he was enthusiastic about combining a family holiday with a live performance in Tennyson country.John Harris, "A Quiet Storm", Mojo, July 2001, p. 69. The family was scheduled to travel to Britain on the QE2 and nearly missed the gig completely when Dylan's son Jesse was hit by a cabin door and had to be hospitalised. He instead travelled by plane at the last minute. Before the festival, Dylan and his fellow Woodstock residents, the Band, rehearsed at Forelands Farm in Bembridge, and were joined there by George Harrison, the only "outsider" to have visited him in his enclave in the Catskill Mountains. On Saturday, 30 August, the day before Dylan was to take the stage, Harrison's fellow BeatlesJohn Lennon and Ringo Starr arrived on the island, along with Keith Richards of the Rolling Stones, and Eric Clapton. Also seated in the sealed-off VIP area in front of the stage would be Beatle wives Pattie Harrison, Yoko Ono and Maureen Starkey, together with celebrities such as Jane Fonda, Françoise Hardy, Georges Moustaki, Syd Barrett, Donald Cammell, Elton John and others. Thanks to rumours that one or all of the Beatles would be joining him on stage, Dylan's comeback show had become, in the words of music journalist John Harris, "inflated into the gig of the decade". On 31 August, Dylan arrived on stage in a cream suit recalling Hank Williams. Backed by the Band, he performed recent pieces from his Nashville Skyline and John Wesley Harding albums, as well as countryfied versions of earlier songs such as "Maggie's Farm", "Highway 61 Revisited" and "Like a Rolling Stone". Dylan's setlist was as follows:
Four performances from this concert were included on Dylan's album Self Portrait : "Like a Rolling Stone", "The Mighty Quinn ", "Minstrel Boy" and "She Belongs to Me". His and the Bands set was also released in several countries on various bootleg records. A champion of both the Band and Dylan, Harrison wrote a country song inspired by the event and dedicated to Dylan, "Behind That Locked Door", released on his 1970 triple album All Things Must Pass. In 2013, the complete recording of Dylan's performance was released on the Deluxe Edition of .
presented their standard set at that time, which included the rock opera Tommy, as they had recently released that album and were touring in support of it. The group had just returned from a tour of the United States, where they had performed at Woodstock about two weeks earlier. They opened with "Heaven and Hell", followed by "I Can't Explain", "Fortune Teller", "Young Man Blues", and then performed the opera nearly in full, finishing up with "Summertime Blues", "Shakin' All Over"/"Spoonful" and two tracks as the encore: "My Generation" and the finale of "Naked Eye".