1958: Cliff Richard and The Drifters make a demo record of “Lawdy Miss Clawdy” / “Breathless”, recorded at a small studio above the HMV record shop in Oxford Street.
Cliff and the Drifters made an appearance at the Gaumont Theatre, Shepherds Bush as special guests on a talent show. George
Ganjou was in the audience, who later bring them to record producer Mr. Norrie Paramor.

1959: Cliff No. 1 (SEG 7903 Mono) / (ESG 7754 Stereo) released.
Cliff Richard sings “Mean Streak”, “Dream Lover”, “(It's Me And) I'm In love Again”, “Rip It Up” and “Living Doll” on Saturday Club.
Cliff Richard takes a two week break and travels with friends to Via Reggio in Italy and Germany for summer holidays.

1960: Cliff Richard and The Shadows along with other artists appear at London Palladium season (June-Dec.) in ‘Star In Your Eyes’.
“Please Don’t Tease”/ “Where Is My Heart (DB 4479) released.
Cliff Sings No. 3 (SEG 8005 Mono) / (ESG 7808 Stereo) released.

1961: Cliff appears in a charity show in aid of the African Bureau at London’s Victoria Palace.
“A Girl Like You”/ “Now’s The Time To Fall In Love” (DB 4667) released.
Cliff sings “Now’s The Time To Fall In Love”, “Theme For A Dream”, “A Girl Like You”. “All I Do Is Dream Of You” and “Gee Whiz
It’s You” on BBC’s Saturday Club.

1962: E.P. “Cliff Richard No. 2” (SEG 8168 Mono) is released.
“Theme For A Dream” is Tops the chart in New Zealand.

1963: Cliff and the Shadows began 16 weeks summer session ‘Holiday Carnival’ at Blackpool’s ABC Theatre.
Cliff Richard sings “A Stranger In Town”, Moonlight Bay”, “Some Of These Days” and “Carnival”.
“Lucky Lips” is in Top Ten in British charts.
“Luck Lips” / “The Next Time” released in USA.
‘Summer Holiday’ is the sell-out hit British musical of all time, it has already smashed all existing records for a British musical ever made.
It has even surpassed in popularity of ‘The Young Ones’, which previously held the all-time record for a British musical.
Elstree Music publish “Cliff Richard and The Shadows” special souvenir album.
E.P. “Hits From Summer Holiday” (SEG 8250 Mono) / (ESG 7896 Stereo) is released.

NME publish their points chart for the first half of 1963, Cliff is at No.1
1. Cliff Richard 877
2. The Beatles 577
3. Frank Ifield 548
4. The Shadows 522
5. Jet Harris and Tony Meehan 492

1964: Cliff records a program for German Television.
“On The Beach”/ “A Matter Of Moments” (DB 7305) released.

1965: “On My Word”/ “Just A Little Bit Too Late” (DB 7596) released.
Cliff and The Shadows recorded 3 one-hour specials for ATV.
NME publish their points chart for the first half of 1965, Cliff is at No.4
1. The Seekers 552
2. Sandie Shaw 481
3. The Beatles 367
4. Cliff Richard 359
5. The Rolling Stones 342

1966: Cliff Richard appears and sings “I Could Easily Fall (In Love With You)”, “Wind Me Up (Let Me Go)”, “Angel”, “The Minute You’re Gone” and “Blue Turns To Grey”, Billy Fury and Marianne Faithful joined Cliff Richard for the 400th editions of the Light Program show.
Cliff Richard’s mother, Dorothy marries Cliff’s former driver, Derek Bodkin.
E.P. “Love Is Forever” (SEG 8488 Mono) is released.
Cliff on stage with Billy Graham addresses the crowd of 5000 at Earls Court, London and sings “It Is No Secret”.

1967: Two songs of Neil Diamond are Cliff Richard’s new single “I’ll Come Runnin’”/ “I Get The Feelin’” (DB 8210) released.

1968: Cliff Richard attends the premiere of “Two A Penny” in London.
“I’ll Love You Forever Today”/ “Girl You’ll Be A Woman Soon” (DB 8437) released.
Cliff Richard appears on BBC TV’s Billy Cotton Show.
Cliff Richard appears on ITV’s ‘Big Show’, Cliff sings “The Day I Met Marie”, “All My Love” and “Shout”.
“Cliff Richard at the Talk of the Town”. Cliff sings “Shout”, “All My Love”, “Nothing But A House Party”, “Something Good”/ “If Ever I Should Leave You”, “Girl You’ll Be A Woman Soon”, Hank Marvin’s medley: “London’s Not Too Far”/“The Dreams I Dream”/ “The Day I Met Marie”, “A Taste Of Honey” (Cliff: Guitar solo), “The Lady Came From Baltimore”, “When I’m Sixty-four”, “The Young Ones”, “Lucky Lips”, “Living Doll”, “In The Country”, “Congratulations” and “Visions”.

1969: Cliff Richard’s “Congratulations” wins two ‘Ivor Novello Awards’ for ‘Most Performed Work’ and ‘International Song Of The Year’.
Compilation pf Cliff's hits “Best Of Cliff” album is released.
Cliff Richard appears on ‘Top Of The Pops’ and on Radio 1’s ‘Pete’s Saturday People’.
Cliff Richard goes to Israel, the Holy Land where he films “Fire in Zion”, for Worldwide Films. Later the film is re-titled “His Land”.

1970: Cliff Richard made a guest appearance at the ‘Bratislavia Song Festival’ in Czechoslovakia.

1971: “Flying Machine”/ “Pigeon” (DB 8797) released.
Cliff Richard appears on Dickie Valentine Memorial Concert, Cliff sings “Get Ready”, “Sunny Honey Girl”, “The Day I Met Marie”, “Fire And Rain”, “Yesterday, Today, Forever”, “Silvery Rain”, ”Congratulations”, “I Saw The Light” and duet with Petula Clark on The Beatles hit “I Want To Hold Your Hand”.
Cliff Richard performed at Batley Variety Club, Cliff sings many of his recent hits; Goodbye Sam Hello Samantha, Flying Machine, Silvery Rain and I Saw the Light.

1973: “Help It Along”/ “The Days Of Love”/ “Tomorrow Rising” / “Ashes To Ashes” (EMI 2022) released.
Cliff Richard began filming “Take Me High” in Birmingham.

1974: In aid of Tear Fund, Cliff’s “Help It Along” (EMA 768) album is released.
Cliff Richard speaks on BBC Radio 2 program ‘Pause For Thought’.

1975: Cliff Richard headlines a special charity concert at Manchester’s Free Trade Hall promoted by Radio Piccadilly.
Re-issue of “Love Is Forever” album and re-titled “Everyone Needs Someone To Love” is released.

1976: June 19th, Cliff Richard appears on ITV’s ‘Supersonic’ singing “Honky Tonk Angel”.
June 26th, Cliff Richard appears on ITV’s ‘Supersonic’ again and singing “Let’s Have a Party”.

1977: “When Two Worlds Drift Apart”/ “That’s Why I Love You” (EMI 2663) released.
Cliff Richard speaks at a Youth Rally, part of the Queen’s Silver Jubilee celebrations, in Windsor Great Park.

1978: Cliff Richard’s concerts on June 12th & 13th at A. C. Hall, Kowloon, Hong Kong.

1979: Cliff Richard attends the European Baptist Congress at the Brighton Center, Sussex.
Cliff Richard appears on Dutch TV’s ‘Avro Gala Special’, singing “Miss You Nights” and “When Two Worlds Drift Apart”.

1980: ‘Greenbelt’ an edited version of the film, which has Cliff in the shots, screened on BBC TV.

1981: Compilation album “Love Songs” released and reaches No.1 in U.K. albums chart.

1983: Cliff Richard records for the BBC TV’s ‘Pop Quiz’.
Cliff Richard records for ‘Time Of Your Life’ at the BBC TV center.

1984: Cliff records for BBC TV’s ‘Rock Gospel Show’.
Cliff Richard takes part in a charity concert for the Elmbridge Hospice appeals in Surrey.
Cliff attended Mission to London, a Christian evening at Queen’s Park Rangers football ground in London.
Cliff Richard spends holidays in Portugal.

1985: Producer Ken Russell, produces Cliff Richard’s “She’s So Beautiful” video.

1986: Cliff Richard presents the Pro-Celebrity Tennis trophy at the Royal Albert Hall in London.

1987: Cliff Richard renewed his contract with EMI.
“My Pretty One”/ “Love Ya”/ “Under The Gun” (12EM 4) released.
Video for the new single “My Pretty One” is shot at Albert Wharf, London.
Cliff records the ‘Roxy’ TV Show in Newcastle.
Cliff participates in ‘It’s A Royal Knockout’ with Prince Edward, the Duchess of York and other celebrities.

1988: On BBC Schools television program, Cliff sings “When I Survey The Wondrous Cross”.
Cliff flies to Madrid for recording for Spanish TV’s ‘S ’Abado Noche’.
Cliff flies to Copenhagen and performs on a ‘TV Special’.
Cliff recorded “Mistletoe And Wine” at RG Jones Studio.

1989: Cliff Richard guests on Radio 1’s ‘Singled Out’ review his new releases.
Cliff Richard recorded “Where You Are” at JFM Studios in Twickenham.
Cliff celebrates his thirty years in show business with two sell-out concerts at Wembley Stadium, “Oh Boy - The Event”; it is Cliff’s biggest-ever audience of over 144,000 people.

1990: Cliff and The Shadows rehearse for the Knebworth Nordoff Robbins Concert.
Cliff Richard and The Shadows perform at Knebworth, Cliff sings “Move It”, “Summer Holiday”, “The Young Ones”, “On The Beach”, “Living Doll”, “Good Golly Miss Molly”, “Bachelor Boy”, “Fall In Love With You”, “Do You Wanna Dance”, “In The Country”, “It’ll Be Me”, “Shake Rattle And Roll” and “We Don’t Talk Anymore”.
Cliff Richard’s 'Stronger Over Europe' Concert Tour in Vienna, Linz, Zurich and Paris.

1991: Cliff Richard interviewed by Tim Rice at EMI’s Abbey Road Studios.
Cliff Richard goes to see Billy Graham in Glasgow.
Cliff recorded the forthcoming single “More To Life” at the RG Jones Studio.
Cliff Richard appears on ITV in the World Music Awards
Cliff recorded tracks for his new Christmas album; “Together With Cliff Richard”.

1992: Cliff Richard takes part in a special tribute evening for the late Sammy Davis Jnr at the Royal Albert Hall.
Cliff Richard sings “Move It” on the roof of BBC’s Broadcasting House to open ‘National Music Day’.

1993: “Human Work Of Art” / “Move It” / “Never Evan Thought” (CDEMS 267) 1st CD single and “Human Work Of Art”/ “Devil Woman”/ “Ragged”/ “Free” (CDEM 267) 2nd CD single are released.
Cliff and the writers meet to discuss “Heathcliff”.
Cliff Richard attends Bekenham Tennis tournament.
Cliff’s pro-celebrity Tennis Tournament box office opens as he flies to Portugal for a short holiday.
Cliff sings “Human Work Of Art” on Bruce Forsyth’s TV show ‘Bruce Guest Night’.
Cliff Richard attends the ‘Webb Ivory Awards’ at London’s Grosvenor House.
Cliff sings with the All Souls orchestra on their 21st anniversary at the Royal Albert Hall in London.
Cliff Richard sits in the Royal Box at Wimbeldon.
Cliff recorded for Michael Ball TV show and singing duets with Michael Ball.
Cliff Richard meets Tammy Wynette at his home before recording their duet “This Love” at R.G. Jones Studio.
Cliff Richard is interviewed for the BBC World Service.
Cliff meets Princess Margarita of Romania and five children from Chernobyl.

1994: Cliff Richard filmed for EMI’s centenary video.
Cliff Richard attends Bekenham Tennis finals.
‘Surprise Surprise’ featuring Cliff is transmitted.
Cliff Richard interviewed for television programme on the history of London Palladium.
Cliff attends the final of the Stella Artois tennis tournament at London’s Queens Club.
Cliff Richard presents a Children In Need prize.
Cliff Plays in a pro-celebrity tennis match in London’s Hurlingham Club.

1995: Cliff Richard celebrates his Knighthood with his sisters, mother and gave a party to the staff of ‘Cliff Richard Organization’ and close friends.

2000: Cliff Richard is to appear live at the “Hearts Of Fire 2000” festival at the Abbey grounds at Glastonbury in July.

2001: On June 25, EMI re-releases 4 of Cliff’s album with bonus tracks, “I’m Nearly Famous”, “Rock ‘N’ Roll Juvenile”, “I’m No Hero” and “Wired For Sound”.

2002: Over a million people gathered in London to listen to some of the world's greatest Rock and Pop legends perform at the Buckingham Palace in honour of the Queen Elizabeth II’s 50 years on the throne, Sir Cliff Richard joined other artists at “Party At The Palace” and performed “Living Doll” and “Move It” featuring S Club 7 and Brian May.

2003: Sir Cliff has recorded the title track for a Christmas cartoon video called “It's A Boy”, due for release 25th October this year.
Cliff will also feature the track on his upcoming Christmas single.
Sir Cliff Richard appearing on ITV 1's 'This Morning'.

2004: Tony and Cherie Blair holidays at Cliff Richard's luxury Barbados.
June 14th Cliff Richard joined The Shadows onstage at the London Palladium.
EMI to releases four digitally re-mastered Cliff albums with bonus tracks in July, “Sincerely”, “Tracks ‘N’ Grooves”, “31st Of February Street” and “Thank You Very Much”.

2005: “Something's Goin' On” album was released by Edel Records in some European territories (Germany, Austria and Switzerland) under the new title of “For Life”; It includes all 17 tracks recorded by Cliff in the US.
Sir Cliff performed a concert for the Dutch Radio 2 in the Carre Theatre, Amsterdam.
Sir Cliff appears on Deutschlands Groesste Hits and on Verstehen Sie Spass at the Arena Trier in Germany, where he performed two songs.
Sir Cliff was presented with a 'Golden Rose' award at the Rose D'Or music festival in Paris, and performed three songs “Congratulations”, “We Don’t Talk Anymore” and his latest single released “What Car”.

2006: Sir Cliff Richard honoured to be invited to attend the service at St Paul's Cathedral to mark the Queen's 80th birthday, and then to join the celebration lunch at the Mansion House in London.
Sir Cliff Richard is backing a campaign fighting for musicians to get royalties for life for their work.

2007: Cliff Richard guests on ‘Tiswas Reunited’ special night.