dylan plays to sinatra
Dylan tapes "Restless Farewell" for a televised Frank Sinatra birthday tribute
| 1988 Down In The Groove, composed of songs written by Robert Hunter, Dylan/Hunter, and a few covers, is released. The Traveling Wilburys: Volume One, the result of a collaboration of Dylan, George Harrison, Tom Petty, Jeff Lynne, and Roy Orbison is released. Orbison's death in December saddens the Wilburys. Dylan performs at a benefit for the Bridge School to raise funds for handicapped children. The case against Hurricane Carter is finally overturned and Carter is freed. |  
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 | 1989 Dylan and the Dead, a collaboration between Dylan and the Grateful Dead, is released, but the performances of both Dylan and the Dead are not their finest. Oh Mercy, one of his finest electric albums, is also released. Producer Daniel Lanois is partly responsible for the new sound of this album. In May, at the start of his European tour, Dylan surprises everyone by performing wearing a cap with a hood pulled up over it. For the next two years he will continue to appear in this outfit, both at performances, in public, and at studio sessions with old friends like George Harrison and Tom Petty. 1990 Under the Red Sky is released, to a lukewarm reception. One particular track, 'Wiggle Wiggle," is often cited as Dylan's worst-ever song. Also released is The Traveling Wilburys: Volume 3, the second collaboration minus Roy Orbison. Dylan continues his relentless touring. |
| 1991 To the delight of fans and critics, The Bootleg Series, Vols 1-3, Rare and Unreleased 1961-1989 is released. Dylan receives a Lifetime Achievement Award at the 20th Grammy Awards ceremony. 1992 Good As I Been To You, a acoustic collection of blues and traditional covers, is released. At Madison Square Garden, Dylan and fellow musicians gather to celebrate his 30-year anniversary in the recording business. |  |
 | 1993 The 30th Anniversary Celebration is released, as is World Gone Wrong, another colection off acoustic blues and traditional covers. An interactive CD-ROM called Highway 61 Revisited is released. In January, Dylan performs at Bill Clinton's first inauguration. 1994 Dylan performs at the Woodstock II Festival. MTV Unplugged is filmed for broadcast on MTV and release as a videotape and album. |
| 1995 Dylan tapes "Restless Farewell" for a televised Frank Sinatra birthday tribute. 1996 Dylan is nominated for the Nobel Prize in Literature. In a move that surprised many, he licenses "The Times They Are A-Changin'" for use in a Bank of Montreal television commericial. |  |
 | 1997 Time Out of Mind is released. The album is a favorite with critics and fans and earns Dylan several Grammys. Time Out Of Mind attracts a younger audience to Dylan's music. During the winter, Dylan is hospitalized with a potentially serious heart infection. He recovers to perform before the Pope in November, and to accept a Kennedy Center award in December. He is nominated for the 1997 Nobel Prize in Literature, but does not receive it. 1998 |
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