Since 1968, the Isle of Wight Festival has gathered every iconic UK act and from the States, making it one of the most prolific festivals in music history.
The 1969 Isle of Wight Festival was held on 29–31 August 1969 at Wootton Creek, 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. Organized by Rikki Farr, 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.
Tickets for Friday, the day that Dylan and the Band were headlining, cost £2; Dylan was reportedly paid £35,000. For the Sunday, when the Moody Blues were second on the bill, a ticket was a mere £1.25. A ticket for the entire weekend was £2.50.
John Lennon, George Harrison, and Ringo Starr, as well as Keith Richards and Charlie Watts were all there to see Dylan play. In fact, George eventually wrote a song inspired by the event and dedicated it to Dylan. (“Behind That Locked Door” appeared on his All Things Must Pass album.)