The Never Ending Tour 1989 started in Sweden with a performance at Christinehof's Slottspark on May 22. This was only the fourth time that Dylan had performed in Sweden. He then performed in Finland, his second performance there, before returning to Sweden. He then performed two concerts in Dublin, Ireland, the first time that he had performed there since 1965. Dylan then performed in Glasgow, Scotland his second only performance in the country. The first being in 1966. After performing concerts in Birmingham and London Dylan performed in the Netherlands, Belgium and France, Dylan performed three concerts in Spain, four in Italy, a single concert in Turkey and two concerts in Greece.
After finishing the European tour Dylan returned to the United States performing at many of the same venues that he had performed in the year before, on the first year of the Never Ending Tour. Dylan continued to perform in the United States and Canada until November 15.
On July 31 Dylan debuted "Don’t Pity Me" whose author is unknown. This is the only time that Dylan ever performed the song.
On August 4 Christopher Parker, Dylan’s drummer at the time did an impromptu drum and percussion solo after "I Want You" due to a power cut.
On August 8 Dylan debuted "I’m in the Mood for Love" which was originally Jimmy McHugh and Dorothy Fields.
On August 19 Dylan debuted "The Harder They Come" by Jimmy Cliff. The show ended after the first song of the encore due to heavy rain.
On August 26 Dylan debuted "More and More" originally written by Webb Peirce and Merle Kilgore. This is the only time that Dylan has performed the song.
On September 5 Dylan performed three songs from "Down in the Groove" in a row which hadn’t been done before the show and hasn’t been done since.
On September 6 Dylan's concert consisted of only songs recorded during the sixties. No other songs were performed.
On October 10 Dylan debuted "What Good Am I?", "Everything Is Broken" and "Most of the Time". This was the first time that anything from "Oh Mercy" had been performed.
On October 13 Dylan debuted "Man in the Long Black Coat". He also performed "Precious Memories" a traditional folk song arranged by Dylan. At the end of "Leopard-Skin Pill-Box Hat" Dylan starts to play harmonica sitting on his heels at the edge of the left side of the stage. After a while he jumps down and walks up the aisle, still playing the harmonica, and disappears through one of the exit doors. The other members of the band look totally confused, but continue to play for quite a while, not knowing if Dylan is coming back or not. But he doesn't and the band ends the song somewhat abruptly. The Dylan folklore has it that his bicycle was waiting for him outside the theatre and that he cycled home to his apartment on Manhattan.
On October 15 Dylan debuted "To Be Alone with You"
On October 16 Dylan once again jumped off the stage during "Leopard-Skin Pill-Box Hat" and runs from the theatre.