1990s: Neverending Touring and Awards
Bobfest, Grammys, Honors
1991: Grammy Award for "Lifetime Achievement", introduced by Jack Nicholson. Performance of a rocking version of "Masters of War" as a statement to the Gulf War.
1992: Son Jesse designs cover art and photography for "Bone Machine" album by Tom Waits
1993: 30th anniversary concert initiated by Neil Young ("Bobfest"), starring Neil Young, Lou Reed, Tom Petty, George Harrison, Roger McGuinn, Tracy Chapman, Stevie Wonder, John Mellencamp and many others.
1994: Performance at "MTV’s Unplugged"
1994: Dylan’s second Grammy Award as a solo artist in the category "Best Traditional Folk Album incl. Best Ethnic or Traditional Folk Recording/Best Ethnic or Traditional Folk Recording" for the album "World Gone Wrong".
1994: 1963 folk single "Blowin’ In The Wind" inducted to the GRAMMY Hall Of Fame.
1995: CD-ROM "Highway 61 Interactive" released
1995: Grateful Dead’s Jerry Garcia dies at a Californian rehab clinic. Dylan remarks: "There’s no way to measure his greatness or magnitude as a person or player…There’s no way to convey the loss, it just digs down really deep."
1996: Band "The Wallflowers" with frontman Jakob Dylan (Bob’s son) produces hit-album "Bringing Down The Horse" with T-Bone Burnett ("Rolling Thunder Revue"). Jakob is on the cover of "Rolling Stone" magazine.
1997: Received the Kennedy Center Honors for achievement in the arts. President Clinton stated, "He probably had more impact on people of my generation than any other creative artist."
1997: Another two Grammy Awards in the category "Best Male Rock Vocal Performance" for the track "Cold Irons Bound" off the album "Time Out Of Mind" and in the category "Best Contemporary Folk Album incl. Best Ethnic or Contemporary Folk Recording" for the album.
1997: First official nomination for the Nobel Prize in Literature, and then another five times in a row until 2002. Excerpt from the 1999 nomination letter: "For nearly four decades his work has had, and continues to have, a major and positive impact on the world: it has changed it for the better."
1997: Sony Music Columbia launches Bob Dylan’s official website bobdylan.com
1997: In hospital after suffering chest pains (histoplasmosis) the day after his 56th birthday and after recording "Time Out Of Mind". The New York Post’s cover headline ran "Bob Dylan heart mystery: Rock legend’s ‘potentially fatal’ condition". Dylan’s comment: "I was so sick, my mind just blanked out…I thought I was going to meet Elvis".
1998: 1965 single "Like A Rolling Stone" off the album "Highway 61 Revisited" inducted to the GRAMMY Hall Of Fame.
1999: U.S. Tour with Paul Simon
1999: One of the most famous bootlegs in rock history, Dylan’s "Live at the Royal Albert Hall" from 1966 is being released officially by Sony Music after 33 years as Vol.4 of the "Bootleg Series"
1999: 1966 album "Blonde On Blonde" inducted to the GRAMMY Hall Of Fame.