The Best Frank Sinatra Albums of All Time

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Updated February 6, 2025 80.4K views 56 items
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This list includes studio albums only, so if you add an album make sure it's a proper studio release.

Few artists have influenced the music world as profoundly as Frank Sinatra. With his smooth vocals and charismatic presence, Ol' Blue Eyes captivated audiences for decades. His discography is filled with timeless classics that span a variety of moods and styles. In this post, we’ll explore the best Frank Sinatra albums of all time, celebrating the records that define his legacy and continue to enchant listeners today.

One of the most iconic albums in his career is In the Wee Small Hours, a melancholic masterpiece that showcases Sinatra's ability to convey deep emotion through his voice. This album is often considered a pioneering concept album, capturing the essence of heartache and loneliness. Then there’s Frank Sinatra Sings for Only the Lonely, an album that dives even deeper into themes of sorrow and solitude, featuring lush orchestral arrangements. On the brighter side, Songs for Swingin' Lovers combines Sinatra's charismatic delivery with lively, upbeat tunes, creating an album that epitomizes the joy of swing music. These albums highlight the incredible range and depth of Sinatra’s artistry.

Now it’s your turn to weigh in on the classics that have stood the test of time. Which Sinatra album holds a special place in your heart? Scroll through our curated list and vote on your favorite Frank Sinatra album. Your choices will help celebrate the albums that continue to resonate, ensuring that Sinatra’s musical legacy remains as vibrant and influential as ever.

  • In the Wee Small Hours
    1

    In the Wee Small Hours

    1955
    580 votes
    In the Wee Small Hours is the ninth studio album by American vocalist Frank Sinatra. It was released in April 1955 on Capitol Records, produced by Voyle Gilmore with arrangements by Nelson Riddle. All the songs on the album deal with specific themes such as loneliness, introspection, lost love, failed relationships, depression and night-life; as a result, In the Wee Small Hours has been called one of the first concept albums. The cover artwork reflects these themes, portraying Sinatra on an eerie and deserted street awash in blue-tinged street lights. He had been developing this idea since 1946 with his first album release, The Voice; he would successfully continue this "concept" formula with later albums such as Songs for Swingin' Lovers! and Only the Lonely. In the Wee Small Hours was issued as two 10-inch LP discs, and also as one 12-inch record LP, making it one of the first of its kind. It was also issued as four four–song 45-rpm EP discs sold in cardboard sleeves with the same cover as the LPs, not in paper covers like 45-rpm singles.
    • Artist: Frank Sinatra
    • Producer: Voyle Gilmore
    • Tracks: Deep in a Dream, Mood Indigo, I See Your Face Before Me
    • Length (mins): 00:50:00
    • Genres (Music): Vocal jazz, Traditional pop music, Concept album
  • Songs for Swingin' Lovers
    2

    Songs for Swingin' Lovers

    1956
    479 votes
    Songs for Swingin' Lovers! was the tenth studio album recorded by the American singer Frank Sinatra, his fourth for Capitol Records, it was arranged by Nelson Riddle and released in March 1956. This album took a different track after In the Wee Small Hours, recording existing pop standards in a hipper, jazzier fashion, revealing an overall exuberance in the vein of Songs for Young Lovers and Swing Easy!. The original cover had Sinatra facing away from the young couple, but in 1957 Capitol altered the cover with a new image of Sinatra facing the couple. Most CD releases have retained the new cover. In 2000 the album was inducted into the Grammy Hall of Fame, and ranked number 306 on Rolling Stone magazine's list of the 500 greatest albums of all time in 2003. Sinatra aficionados often rank it his best or second best album and many music critics consider it one of the greatest albums of its era. The LP was the first number one album in the UK. It was knocked off the top after two weeks by Carousel. In February 2014, Mobile Fidelity Sound Lab released a hybrid disc of the album. The original 1956 front cover art was re-used for this issue.
    • Artist: Frank Sinatra
    • Tracks: You Brought a New Kind of Love to Me, Swingin’ Down the Lane, We’ll Be Together Again
    • Label: Capitol Records
    • Genres (Music): Vocal jazz, Traditional pop music
  • Frank Sinatra Sings for Only the Lonely
    3

    Frank Sinatra Sings for Only the Lonely

    1958
    424 votes
    Frank Sinatra Sings for Only the Lonely is an album by Frank Sinatra. The album consists of a collection of torch songs, following a formula similar to Sinatra's previous albums In the Wee Small Hours and Where Are You?. According to John Rockwell's book, Sinatra: An American Classic, when asked at a party in the mid-1970s if he had a favorite album among his recordings, without hesitation, Sinatra chose Only the Lonely. The album's front cover features Sinatra as a sullen, Pagliacci-like clown. Sketched on the album's back cover is one of Sinatra's recurrent visual motifs: a lamppost.
    • Artist: Frank Sinatra
    • Tracks: What's New, Willow Weep for Me, Angel Eyes
    • Label: Capitol Records
    • Genres (Music): Vocal jazz, Traditional pop music
  • Songs for Young Lovers
    4

    Songs for Young Lovers

    1954
    226 votes
    Songs for Young Lovers is the seventh studio album by Frank Sinatra and his first on Capitol Records. The 8-song, 10" album was the first Sinatra "album" to not have a 78rpm multi-disc-album release. The tracks were conducted by Nelson Riddle, the sessions for this album and the preceding singles initiating a long-standing collaboration between the arranger and singer that would continue for the next twenty years. All the arrangements, except for Riddle's own "Like Someone in Love", were by Sinatra's uptempo man from his days at Columbia Records, George Siravo, whose charts Sinatra had continued to use in recent club appearances. Songs For Young Lovers followed a formula similar to Sinatra's previous releases for Columbia - rather than compiling a potentially inconsistent set of former hits, a set of newly recorded songs would be arranged around a specific theme or concept. This time around, the singer had more artistic freedom, and producer Voyle Gilmore was supportive of the album's consistent format. In addition, the state-of-the-art Capitol studios were capable of producing a more detailed sound, which gave Riddle more freedom in his arrangements and orchestrations.
    • Artist: Frank Sinatra
    • Tracks: Violets for Your Furs, A Foggy Day (in London Town), I Get a Kick Out of You
    • Label: Capitol Records
    • Genres (Music): Vocal jazz, Traditional pop music
  • Francis Albert Sinatra & Antonio Carlos Jobim
    5

    Francis Albert Sinatra & Antonio Carlos Jobim

    1967
    316 votes
    Francis Albert Sinatra & Antônio Carlos Jobim is a 1967 studio album by Frank Sinatra and Antônio Carlos Jobim. The tracks were arranged and conducted by Claus Ogerman, accompanied by a studio orchestra. Along with Jobim's original compositions, the album features three standards from the 'Great American Songbook, arranged in the bossa nova style. Sinatra and Jobim followed up this album with sessions for a second collaboration, titled Sinatra-Jobim. That album was briefly released on 8-track tape in 1970 before being taken out of print at Sinatra's behest, due to concerns over its sales potential. Several of the Sinatra-Jobim tracks were subsequently incorporated in the Sinatra & Company album and the Sinatra-Jobim Sessions compilation. In 2010 the Concord Records label issued a new, comprehensive compilation titled Sinatra/Jobim: The Complete Reprise Recordings. At the 10th Annual Grammy Awards in 1968 Francis Albert Sinatra & Antônio Carlos Jobim was nominated for the Grammy Award for Album of the Year, but lost to The Beatles Sgt. Pepper's Lonely Hearts Club Band. Sinatra had won the previous two Grammy awards for album of the year, in 1967 and 1966.
    • Artist: Frank Sinatra, Antônio Carlos Jobim, Frank Sinatra & Antonio Carlos Jobim
    • Tracks: Quiet Nights of Quiet Stars, Baubles, Bangles and Beads
    • Length (mins): 00:28:36
    • Genres (Music): Traditional pop music, Bossa nova
  • Come Fly With Me
    6

    Come Fly With Me

    1958
    439 votes
    Come Fly with Me is an album by American singer Frank Sinatra, released in 1958. Sinatra's first collaboration with arranger/conductor Billy May, Come Fly with Me was designed as a musical trip around the world. Sammy Cahn and Jimmy Van Heusen wrote the title track at Sinatra's request. May would arrange two other Capitol albums for Sinatra, Come Dance with Me! and Come Swing with Me!. In his autobiography All You Need Is Ears, producer George Martin wrote of having visited the Capitol Tower during the recording sessions for the album. According to Martin's book, Sinatra expressed intense dislike for the album cover upon being first shown a mock-up by producer Voyle Gilmore, suggesting it looked like an advertisement for TWA. The album reached #1 on the Billboard album chart in its second week, and remained at the top for five weeks. At the inaugural Grammy Awards Come Fly with Me was nominated for the Grammy Award for Album of the Year. Though recorded simultaneously in true stereo alongside with a distinct mono mix, "Come Fly with Me" was released to record stores in 1958 in monaural only; a standard practice by Capitol records at the time.
    • Artist: Frank Sinatra
    • Tracks: On the Road to Mandalay, London by Night, Let's Get Away From It All
    • Label: Capitol Records
    • Genres (Music): Vocal jazz, Traditional pop music
  • Where Are You?
    7

    Where Are You?

    1957
    236 votes
    Where Are You? is the thirteenth studio album by Frank Sinatra. This is the first album Sinatra recorded at Capitol without Nelson Riddle, as well as the first he recorded in stereo. It would later be re-issued under the name The Night We Called It a Day.
    • Artist: Frank Sinatra
    • Tracks: I Think of You, I'm a Fool to Want You, I Cover the Waterfront
    • Label: Capitol Records
    • Genres (Music): Vocal jazz, Traditional pop music
  • Nice 'n' Easy
    8

    Nice 'n' Easy

    1960
    275 votes
    Nice 'n' Easy is a 1960 album by Frank Sinatra. All the songs, with the notable exception of the title song, are sung as ballads and were arranged and conducted by Nelson Riddle. The title song was a last-minute substitute for the originally planned "The Nearness of You", that did not appear on the original LP. The album spent nine weeks at number one on the Billboard stereo album chart, and one week at number one on the corresponding mono album chart. At the 1960 Grammy Awards, Nice 'n' Easy was nominated for the Grammy Award as Album of the Year, Best Male Vocal Performance, Best Arrangement.
    • Artist: Frank Sinatra
    • Tracks: That Old Feeling, Embraceable You, Fools Rush In
    • Length (mins): 00:39:14
    • Genres (Music): Vocal jazz, Traditional pop music
  • Come Dance With Me!
    9

    Come Dance With Me!

    1959
    238 votes
    Come Dance with Me! is an album by American vocalist Frank Sinatra, released in 1959. Come Dance with Me! was Sinatra's most successful album, spending two and a half years on the Billboard charts. Stereo Review wrote in 1959 that "Sinatra swaggers his way with effortless verve through an appealing collection of bouncy standards, aptly described in the album notes as "vocals that dance"." At the Grammy Awards of 1960, Come Dance with Me! won the Grammy Award for Album of the Year, as well as Grammy Award for Best Vocal Performance, Male. Billy May won the Grammy Award for Best Arrangement. Come Dance With Me stayed on Billboard's Pop album chart for 140 weeks, peaking at #2.
    • Artist: Frank Sinatra
    • Tracks: Cheek to Cheek, Come Dance With Me, Dancing in the Dark
    • Label: Capitol Records
    • Genres (Music): Vocal jazz, Traditional pop music
  • A Swingin' Affair!
    10

    A Swingin' Affair!

    1957
    201 votes
    A Swingin' Affair! is the twelfth studio album by Frank Sinatra. It is claimed to be the sequel to Songs for Swingin' Lovers. "The Lady Is a Tramp" was bumped from the original album and replaced with "No One Ever Tells You", which had been recorded months earlier. Later, "The Lady is a Tramp" appeared on the soundtrack for Pal Joey. It was restored to the album for the compact disc release.
    • Artist: Frank Sinatra
    • Tracks: From This Moment On, I Got Plenty o' Nuttin', Stars Fell on Alabama
    • Label: Capitol Records
    • Genres (Music): Vocal jazz, Traditional pop music
  • No One Cares
    11
    1959
    195 votes
    No One Cares is a 1959 album by Frank Sinatra. It is generally seen as a "sequel" to Sinatra's 1957 album Where Are You?, and was similar in theme and concept to Frank Sinatra Sings for Only the Lonely. No One Cares is considered by some to be the singer's darkest album – Sinatra himself purportedly referred to it as a collection of "suicide songs". No One Cares was released in 1959 in both stereo and mono versions, each containing 11 songs. A 12th song, "The One I Love," was recorded at the sessions, but left unreleased until 14 years later. In 1990, that song was released in the 3-disc set, "The Capitol Years," but whereas the 1973 release included two carefully placed edits to correct a gaffe in the lyrics and a poorly played string passage, the 1990 track was presented raw, without these corrections. The 1991 CD reissue of the album is a new mix from the 3-track tapes. All other issues, including the release in the 1998 UK box set, use the original 1959 stereo mix. Tracks 1 and 10, though arranged by Gordon Jenkins as part of the original concept, were conducted by Nelson Riddle in Jenkins' absence.
    • Artist: Frank Sinatra
    • Tracks: A Cottage for Sale, Where Do You Go?, Stormy Weather
    • Label: Capitol Records
    • Genres (Music): Vocal jazz, Traditional pop music
  • September of My Years
    12
    September of My Years is a 1965 studio album by American singer Frank Sinatra, released on Reprise Records in September 1965 on LP and October 1986 on CD. The orchestral arrangements are by Gordon Jenkins, their fifth album collaboration. It peaked at #5 on the Billboard Pop Albums chart.
    • Artist: Frank Sinatra
    • Tracks: This Is All I Ask (live), The September of My Years, I See It Now
    • Length (mins): 00:44:41
    • Genres (Music): Jazz, Vocal jazz, Traditional pop music
  • Sinatra-Basie: An Historic Musical First
    13

    Sinatra-Basie: An Historic Musical First

    1962
    206 votes
    Sinatra–Basie: An Historic Musical First is a 1962 studio album by Frank Sinatra, arranged by Neal Hefti. As the title indicates, this was the first recording that Sinatra made with the Count Basie Orchestra. In 1964, Sinatra and Basie would make a final studio recording, It Might as Well Be Swing, orchestrated by Quincy Jones, and Sinatra's first live album, Sinatra at the Sands would feature the Basie band.
    • Artist: Count Basie, Frank Sinatra, Frank Sinatra & Count Basie
    • Tracks: (Love is) the Tender Trap, Looking at the World Through Rose Colored Glasses, Please Be Kind
    • Length (mins): 00:33:22
    • Genres (Music): Jazz, Vocal jazz, Traditional pop music
  • Swing Easy!
    14

    Swing Easy!

    1954
    155 votes
    Swing Easy! is the eighth studio album by Frank Sinatra. It was released in 1954 as a 10" album and consisted of only eight songs, as each side of the record only allowed approximately fourteen minutes of music. The album was Sinatra's second for Capitol and the first to feature arrangements by Nelson Riddle. As its title implies, the record concentrates on up-tempo swingers done with a light touch. Again, the songs were all standards -- "Just One of Those Things," "Wrap Your Troubles in Dreams," "All of Me" -- which the singer felt benefited from the new thematic setting, new arrangements, and his increasingly playful and textured vocal style. In 1955, the eight songs were combined with the eight songs from the 10" album Songs for Young Lovers on a new, 16 song, 12" LP called "Swing Easy!", featuring the "Swing Easy!" cover but including a miniature inset of the "Songs for Young Lovers" cover. In 1962, the 1954, 8 song, 10" album was re-released as a 12 song, 12" LP with four additional songs added to expand the running time: "Lean Baby", "I Love You", "How Could You Do A Thing Like That To Me?", and "Why Should I Cry Over You?".
    • Artist: Frank Sinatra
    • Tracks: Get Happy, I'm Going to Sit Right Down and Write Myself a Letter, Wrap Your Troubles in Dreams
    • Label: Capitol Records
    • Genres (Music): Vocal jazz, Traditional pop music
  • Sinatra's Swingin' Session!!!
    15

    Sinatra's Swingin' Session!!!

    1961
    154 votes
    Sinatra's Swingin' Session!!! is a 1961 album by Frank Sinatra. Six of the tracks on the album are re-recordings of a batch of songs that Sinatra had previously recorded on the Columbia album, Sing and Dance with Frank Sinatra. It was released on compact disc as Sinatra's Swingin' Session!!! And More.
    • Artist: Frank Sinatra
    • Tracks: It's Only a Paper Moon, It All Depends on You, Blue Moon
    • Genres (Music): Vocal jazz, Traditional pop music
  • Strangers in the Night
    16

    Strangers in the Night

    1966
    288 votes
    Strangers in the Night is a 1966 studio album by Frank Sinatra. It marked Sinatra's return to #1 on the pop album charts in the mid-1960s, and consolidated the comeback he started in 1966. Combining pop hits with show tunes and standards, the album creates a balance between big band and pop instrumentation. The single "Strangers in the Night" also reached #1 on the pop single charts, while "Summer Wind" would slowly become a classic, used for television commercials and mood-setting entrances by the 2000s. At the Grammy Awards of 1967 Sinatra garnered two Grammys for his efforts on this album, including the Record of the Year for the title track, as well as Best Male Vocal Performance for the same song.. Ernie Freeman's arrangement of the title track won him the Grammy Award for Best Arrangement Accompanying a Vocalist or Instrumentalist. This is the final album Sinatra performed with long-time arranger/conductor Nelson Riddle and his orchestra. Strangers in the Night has been certified platinum for one million copies sold in the US. Aside from his Christmas output, it remains Sinatra's only solo studio album to achieve this certification to date.
    • Artist: Frank Sinatra
    • Tracks: You're Driving Me Crazy!, All or Nothing at All, The Most Beautiful Girl in the World
    • Genres (Music): Jazz, Vocal jazz, Traditional pop music
  • Ring-a-Ding-Ding!
    17

    Ring-a-Ding-Ding!

    1960
    169 votes
    Ring-a-Ding-Ding! is a 1961 album by Frank Sinatra. It was Sinatra's first for Reprise, and, as the initial concept was "an album without ballads", included only uptempo swing numbers. The title track was written specifically for Sinatra by Sammy Cahn and Jimmy Van Heusen. The song "Have You Met Miss Jones?" was recorded for the album, though left off the final track listing. Ring-a-Ding-Ding! reached No. 4; it was given favorable reviews by Stereo Review, and, although a similar album was released by Capitol a mere two months prior, Ring-A-Ding-Ding! managed to maintain a 35 week stay on the charts. In the UK, the album reached No. 8 and stayed for 9 weeks on the chart. The album was reissued by Concord Records on June 7, 2011 to mark its 50th Anniversary. According to several reviewers, compared to the original CD issues, or the previously issued LP's, this CD is a noteworthy improvement in sound. Some of the original top-heavy reverberation on Sinatra's voice has been decreased for a more natural effect. But what has plagued this album since its first CD issue is that the channels are reversed from any of the original LP and tape issues.
    • Artist: Frank Sinatra
    • Tracks: Ring-a-Ding Ding, Let’s Fall in Love, You and the Night and the Music
    • Genres (Music): Vocal jazz, Traditional pop music
  • Watertown
    18

    Watertown

    1970
    218 votes
    Watertown is a 1969 studio album by the American singer Frank Sinatra. In a series of soliloquies, the nameless narrator tells his heartbreaking story of personal loss: his wife has left him and their two boys for the lure of the big city. "Watertown" was produced and co-written by Bob Gaudio, one of four members of the 1960s pop vocal group The Four Seasons. The songs were co-written by Jake Holmes. It is the only album Sinatra ever voiced over pre-recorded orchestral tracks. The album was released to mixed critical reviews and poor sales, Sinatra's only major album release not to crack the Billboard Top 100; the packaging was uncharacteristic of typical Sinatra album designs. Nina Simone recorded "For A While" on her 1985 album, "Nina's Back". In 2011, the band Cake covered "What's Now Is Now" on their album Showroom of Compassion. In 2014, a short film was released entitled "WATERTOWN" by Wildstory Productions, LLC, using the entire album track. It was a not-for-profit production. The film was conceived by Frank Pesce and produced and directed by Woodrow Hancock and James Zimbardi. Although set in modern day, it was shot in black and white with a classical influence.
    • Artist: Frank Sinatra
    • Producer: Bob Gaudio, Charlie Calello
    • Tracks: The Train, What a Funny Girl (You Used to Be), I Would Be in Love (Anyway)
    • Genres (Music): Traditional pop music
  • Close to You
    19

    Close to You

    1957
    144 votes
    Close to You is the eleventh studio album by Frank Sinatra, accompanied by the Hollywood String Quartet. The album was recorded over a period of eight months and five different sessions, and was arranged by Nelson Riddle. For its CD release, the album was retitled Close to You and More, referencing the bonus tracks.
    • Artist: Frank Sinatra
    • Producer: Voyle Gilmore
    • Tracks: Everything Happens to Me, With Every Breath I Take, The End of a Love Affair
    • Length (mins): 00:44:11
    • Genres (Music): Vocal jazz, Traditional pop music
  • Come Swing With Me!
    20

    Come Swing With Me!

    1961
    127 votes
    Come Swing with Me! is an album by American singer Frank Sinatra, released in 1961. The album is Sinatra's final swing session with Capitol Records, as his next album, Point of No Return, would be composed mainly of torch songs. This album is possibly unique for the orchestral arrangement and stereophonic set-up by Billy May. Due to Capitol's signature "full-spectrum Stereo sound," the audience can distinctly hear the placement of specific orchestral pieces in the studio at the time of the recording, i.e. differences in brass sections from left, to right, to all together in the center. This is most apparent to the apt listener in the album's opening hit, "Day by Day".
    • Artist: Frank Sinatra
    • Tracks: Five Minutes More, Yes Indeed!, Don't Take Your Love From Me
    • Label: Capitol Records
    • Genres (Music): Jazz, Vocal jazz
  • The World We Knew
    21

    The World We Knew

    1967
    130 votes
    The World We Knew, also known as Frank Sinatra, is a 1967 studio album by American singer Frank Sinatra. The title track reached #30 on the US Billboard Hot 100 chart and #1 on the Easy Listening chart in 1967, while the Frank/Nancy Sinatra duet "Somethin' Stupid" reached #1 on both charts.
    • Artist: Frank Sinatra
    • Tracks: This Is My Love, This Town, Somethin' Stupid
    • Genres (Music): Traditional pop music
  • Sinatra and Swingin' Brass
    22

    Sinatra and Swingin' Brass

    1962
    149 votes
    Sinatra And Swingin' Brass is a 1962 studio album by Frank Sinatra. This is the first time Sinatra worked with arranger/composer Neal Hefti. For Sinatra and Swingin' Brass, the singer re-recorded a number of songs he had previously recorded for Capitol. "They Can't Take That Away from Me" and "I Get a Kick Out of You" had been recorded eight years earlier for Songs For Young Lovers, "You Brought a New Kind of Love to Me" had been recorded six years prior for Songs for Swingin' Lovers, and "At Long Last Love" had been recorded five years earlier for A Swingin' Affair!.
    • Artist: Frank Sinatra
    • Tracks: They Can’t Take That Away From Me, They Can’t Take That Away From Me, Don’cha Go ’way Mad
    • Genres (Music): Vocal jazz, Traditional pop music
  • That's Life
    23

    That's Life

    1966
    221 votes
    That's Life is a 1966 album by Frank Sinatra, supported by a studio orchestra arranged and conducted by Ernie Freeman. The album is notable for its title song, "That's Life", which proved to be a top five hit for Sinatra in the age of post-Beatles rock music.
    • Artist: Frank Sinatra
    • Producer: Jimmy Bowen
    • Tracks: Sand and Sea, Somewhere My Love, Winchester Cathedral
    • Genres (Music): Traditional pop music
  • My Way
    24

    My Way

    1969
    242 votes
    My Way is an album by American singer Frank Sinatra, released in 1969. The album is a collection of contemporary pop songs, such as Simon and Garfunkel's "Mrs. Robinson", and The Beatles' "Yesterday", French songs such as "If You Go Away", and of course the anthemic title song "My Way", which effectively became Sinatra's theme song in this latter stage of his career. My Way was recorded and mixed at EastWest Studios, then called Oceanway Recording. Later it was remixed and reissued by Concord Records in 2009 to mark its 40th Anniversary. Two bonus tracks were included, and new liner notes from Bono. The bonus tracks were a rehearsal of "For Once in My Life" from 1969, for Sinatra's eponymous Emmy Award nominated 1969 television special, Sinatra, and a live 1987 performance of "My Way" at the Reunion Arena, Dallas, Texas. Bono's liner notes had previously appeared as his New York Times Op-ed column on January 9, 2009. The article discussed Bono's personal relationship with Sinatra, and Sinatra's thoughts on Miles Davis. Bono also mused on Sinatra's performances of "My Way", and the new year.
    • Artist: Frank Sinatra
    • Tracks: My Way, Watch What Happens, My Way
    • Genres (Music): Jazz, Vocal jazz, Traditional pop music
  • Sinatra Sings Days of Wine and Roses, Moon River, and Other Academy Award Winners is a 1964 album by Frank Sinatra, focusing on songs that won the Academy Award for Best Song. The orchestra is arranged and conducted by Nelson Riddle.
    • Artist: Frank Sinatra
    • Tracks: In the Cool, Cool, Cool of the Evening
    • Genres (Music): Vocal jazz, Traditional pop music
  • Moonlight Sinatra
    26

    Moonlight Sinatra

    1966
    145 votes
    Moonlight Sinatra is a studio album by Frank Sinatra, released in March 1966. All of the tracks on the album are centered on the moon, and were arranged and conducted by Nelson Riddle and his orchestra. The title of the album is a reference to Ludwig van Beethoven's Moonlight Sonata.
    • Artist: Frank Sinatra
    • Tracks: Reaching for the Moon, Moonlight Mood, Moonlight Becomes You
    • Length (mins): 00:32:22
    • Genres (Music): Vocal jazz, Traditional pop music
  • Cycles
    27

    Cycles

    1968
    164 votes
    Cycles is a studio album by American singer Frank Sinatra, released in 1968. Released just before Christmas in 1968, there was a ten-month gap between this album and the release of Francis A. & Edward K., which was the longest period in Sinatra's Reprise years in which he did not commercially record music. Sinatra sang a variety of folk-rock oriented songs, including Judy Collins' "Both Sides Now" and the Glen Campbell hits "Gentle on My Mind" and "By the Time I Get to Phoenix". The title song was released as a single, reaching #23 on the Billboard Hot 100 chart and #2 on the Easy Listening chart, while the album peaked at #18 on the Billboard 200 chart.
    • Artist: Frank Sinatra
    • Tracks: Gentle on My Mind, Moody River, Cycles
    • Genres (Music): Traditional pop music, Baroque pop
  • Swing Along With Me
    28

    Swing Along With Me

    1961
    115 votes
  • Ol' Blue Eyes Is Back
    29

    Ol' Blue Eyes Is Back

    1973
    152 votes
    Ol' Blue Eyes Is Back is a 1973 album by the American singer Frank Sinatra. Sinatra returned from his brief retirement with the appropriately titled Ol’ Blue Eyes Is Back. Released amidst a whirlwind of publicity, the album was a commercial success, earning gold status and peaking just outside of the top-ten on the UK and Billboard album charts. The album was accompanied by a television special, Magnavox Presents Frank Sinatra, which reunited Sinatra with Gene Kelly.
    • Artist: Frank Sinatra
    • Tracks: You Will Be My Music, You're So Right (for What's Wrong With My Life), Send in the Clowns
    • Length (mins): 00:36:25
    • Genres (Music): Traditional pop music
  • Sinatra & Strings
    30

    Sinatra & Strings

    1962
    124 votes
    Sinatra and Strings is a 1962 album by Frank Sinatra. The set of standard ballads is arguably one of the most critically acclaimed works of Sinatra's entire Reprise period. It was Sinatra's first album with arranger Don Costa. Sinatra and Strings marked Sinatra's third recording of "Night and Day," his second recording of "Stardust", as well as his second recording of "All or Nothing At All".
    • Artist: Frank Sinatra
    • Tracks: Come Rain or Come Shine, Misty, Night and Day
    • Genres (Music): Vocal jazz, Traditional pop music
  • Sinatra's Sinatra
    31

    Sinatra's Sinatra

    1963
    116 votes
    Sinatra's Sinatra is an album by American singer Frank Sinatra, released in 1963. The album contained re-recorded versions of 10 songs Sinatra had previously released."Pocketful of Miracles" and "Call Me Irresponsible" are songs recorded for the first time by Sinatra. Sinatra's two previous record labels, Columbia Records and Capitol Records, had both successfully issued collections of Sinatra's hits; this album was the attempt of his new label, Reprise Records, to duplicate this success by offering the songs in stereophonic sound, which by 1963 was an exploding recording technology. The album was arranged and conducted by frequent Sinatra collaborator Nelson Riddle.
    • Artist: Frank Sinatra
    • Tracks: The Second Time Around, Witchcraft, Oh
    • Genres (Music): Vocal jazz, Traditional pop music
  • Point of No Return
    32

    Point of No Return

    1962
    58 votes
    Point of No Return is an album by American singer Frank Sinatra, released in 1962. As the title reflects, the album contains Sinatra's final recorded songs with Capitol Records before permanently moving to his own Reprise Records label to achieve more artistic freedom with his recordings. Indeed, he had already begun recording with Reprise as early as 1960 and had already recorded Ring-A-Ding-Ding, I Remember Tommy, and Sinatra Swings by the time these sessions occurred. He recorded this album in a hurried two-day session in September 1961 to fulfill his contract. The album was still a special occasion, reuniting Sinatra with Axel Stordahl, the arranger and conductor who helped Sinatra rise to stardom in the 1940s. He also arranged the vocalist's first Capitol session back in 1953, so his presence gave a sense of closure to the Capitol era. In an interesting side note, Sinatra recorded a different version of "I'll Be Seeing You" only months apart during the very same year on I Remember Tommy for Reprise.
    • Artist: Frank Sinatra
    • Tracks: It's a Blue World, These Foolish Things (Remind Me of You), I'll See You Again
    • Label: Capitol Records
    • Genres (Music): Vocal jazz, Traditional pop music
  • She Shot Me Down
    33

    She Shot Me Down

    1981
    115 votes
    She Shot Me Down is a 1981 album by Frank Sinatra. This was the final album Sinatra recorded for the record label he founded, Reprise Records and generally considered an artistic triumph that evokes the best of Sinatra during this stage of his career. The album, however, was not a commercial success. In essence, She Shot Me Down harks back to the triumphs of Sinatra's Capitol years, a thought-provoking set of torch songs with soaring strings, lyrics fraught with loss and regret, and heart-wrenching, world-weary vocals. Of the recordings chosen for the album, the only remake of a previous recording by Sinatra himself is the medley of Harold Arlen's and Ira Gershwin's "The Gal that Got Away" with Rodgers and Hart's "It Never Entered My Mind". Sinatra would bring this medley to his concert set-list with much success, evident especially during the live concerts filmed in The Dominican Republic for Concert for the Americas. Of the album, Sinatra himself said: "A complete saloon album... tear-jerkers and cry-in-your-beer kind of things."
    • Artist: Frank Sinatra
    • Tracks: Thanks for the Memory, The Gal That Got Away/It Never Entered My Mind (medley), I Loved Her
    • Genres (Music): Vocal jazz, Traditional pop music
  • Trilogy: Past, Present
    34

    Trilogy: Past, Present

    1980
    139 votes
  • Softly, as I Leave You
    35

    Softly, as I Leave You

    1964
    131 votes
    Softly, as I Leave You is a 1964 studio album by American singer Frank Sinatra. This album was Sinatra's first tentative attempt to come to terms with rock and roll music. Arranged by Ernie Freeman, "Softly, as I Leave You", "Then Suddenly Love" and "Available" are definitely stabs at incorporating rock and roll into Sinatra's middle-of-the-road pop sound, featuring drum kits, backing vocals and keyboards. The rest of the album is pieced together from leftovers from various early-'60s sessions, from many different arrangers and conductors, giving the album a rather uneven finish. The title track was the first of at least four attempts to mimic the chart success of Dean Martin's #1 hit "Everybody Loves Somebody", using a driving beat, heavy strings and choral tracks. Sinatra, arranger Ernie Freeman and producer Jimmy Bowen would incorporate the same sound to songs like "When Somebody Loves You", "Tell Her You Love Her" and "Somewhere in Your Heart" with only minor chart success.
    • Artist: Frank Sinatra
    • Tracks: Emily, Talk to Me Baby, The Look of Love
    • Genres (Music): Vocal jazz, Traditional pop music
  • Sinatra Swings
    36

    Sinatra Swings

    1961
    104 votes
    Sinatra Swings is an album by Frank Sinatra, released in 1961. The album's two titles derive from the fact that Capitol thought this album, originally titled Swing Along With Me, was so close in sound and title to Sinatra's earlier Capitol album Come Swing with Me! that the label sought, and was granted, a court order requiring Reprise to change the title of this, only his second Reprise album, to Sinatra Swings. Reprise was not required to recall LPs already shipped, but had to print new labels and jackets. All compact disc releases have retained the artwork with the alternate title intact. It was advertised on the record sleeve as featuring "twelve of the most uninhibited Sinatra things ever recorded." The tracks were arranged and conducted by Billy May and his orchestra. Sinatra had a small hit with the single Granada included on this album.
    • Artist: Frank Sinatra
    • Tracks: Moonlight on the Ganges, Don't Be That Way, Love Walked In
    • Genres (Music): Vocal jazz, Traditional pop music
  • I Remember Tommy
    37

    I Remember Tommy

    1961
    101 votes
    I Remember Tommy… is an album by Frank Sinatra, released in 1961. It was recorded as a tribute to bandleader Tommy Dorsey, and consists of re-recorded versions of songs that Sinatra had first performed or recorded with Dorsey earlier in his career. Fellow Dorsey alumnus Sy Oliver arranged and conducted the sessions.
    • Artist: Frank Sinatra
    • Tracks: Imagination, East of the Sun (And West of the Moon), I’m Getting Sentimental Over You
    • Genres (Music): Vocal jazz, Traditional pop music
  • Francis A. & Edward K.
    38

    Francis A. & Edward K.

    1968
    98 votes
    Francis A. & Edward K. is a 1968 studio album by Frank Sinatra with Duke Ellington and his big band. This was the first time that Sinatra had worked with Ellington and the sessions were finished on Sinatra's fifty second birthday.
    • Artist: Frank Sinatra, Duke Ellington
    • Tracks: Indian Summer, Poor Butterfly, Yellow Days
    • Genres (Music): Jazz, Vocal jazz, Traditional pop music
  • A Man Alone
    39

    A Man Alone

    1969
    120 votes
  • All Alone
    40

    All Alone

    1962
    105 votes
    All Alone is an album by Frank Sinatra, released in 1962. Originally, All Alone was going to be called Come Waltz With Me. Although the title and the accompanying specially written title song were dropped before the album's release, the record remained a stately collection of waltzes, arranged and conducted by Gordon Jenkins. The original title track is included as a bonus track on the 1999 compact disc release of the album. This was the first studio album from Sinatra to not make the U.S. Top Twenty since 1950. All of the tracks on the album are torch songs, hence the lonely name of the album. Almost half of the tracks are written by Irving Berlin. The cover is a trimmed portion of painting that hung in Sinatra's Palm Springs home.
    • Artist: Frank Sinatra
    • Tracks: The Girl Next Door, Together, Indiscreet
    • Genres (Music): Vocal jazz, Traditional pop music
  • The Voice of Frank Sinatra
    41

    The Voice of Frank Sinatra

    1946
    86 votes
    The Voice of Frank Sinatra is the first studio album by American singer Frank Sinatra, released on Columbia Records, catalogue C-112, March 4, 1946. It was first issued as a set of four 78 rpm records totaling eight songs, and went to #1 on the fledgling Billboard chart. It stayed at the top for seven weeks in 1946, spending a total of eighteen weeks on the charts. The album chart consisted of just a Top Five until August 1948. The cover depicted to the right is that of the original 78 rpm release cover, also used on the compact disc reissue.
    • Artist: Frank Sinatra
    • Tracks: Paradise, Try a Little Tenderness, Why Shouldn't I?
    • Label: Columbia
    • Genres (Music): Traditional pop music
  • I've Got a Crush on You
    42

    I've Got a Crush on You

    104 votes
  • A Man and His Music
    43

    A Man and His Music

    1965
    45 votes
    A Man and His Music is a 1965 double album by Frank Sinatra. It provides a brief retrospective of Sinatra's musical career. The album won the 1967 Grammy Award for Album of the Year. Instead of using the original recordings, which were made for RCA, Columbia and Capitol Records, and therefore not eligible for use by his then-current label, Reprise, Sinatra used re-recorded versions for the majority of the album's songs, culling tracks from his prior Reprise albums. Three songs were specifically recorded for the project: "I'll Never Smile Again", "Come Fly With Me" and "Love and Marriage". There is also a narration from Sinatra that runs throughout the album. Approximately 2,000 copies of this album were originally released in a special wooden slipcase containing 3D artwork on the cover in the form of a metal plaque. Each copy was numbered and contained a card signed by Sinatra himself. The packaging also included a booklet highlighting Sinatra's career. A majority of these special "Man and His Music" LP's were given away as door prizes by Sinatra at a party in Palm Springs.
    • Artist: Frank Sinatra
    • Tracks: From Here to Eternity, Softly, as I Leave You
    • Length (mins): 00:51:17
    • Genres (Music): Vocal jazz, Traditional pop music
  • Sing and Dance With Frank Sinatra
    44

    Sing and Dance With Frank Sinatra

    1950
    79 votes
    Sing and Dance with Frank Sinatra is the sixth studio album by Frank Sinatra. The tracks were arranged and conducted by George Siravo and his orchestra. Original Columbia 10-inch 33 1/3-rpm LP and 78-rpm album set released October 16, 1950; the 7-inch 45-rpm EP and EP box sets were released in October 1952. It would prove to be the final album that Sinatra released under the Columbia label, another three years before he would start recording for Capitol and another year after that before his next album, entitled Songs For Young Lovers, would be released in 1954. Six of the eight songs on this LP would be remade for one of his contractual obligation albums to Capitol, Sinatra's Swingin' Session!!!. For its compact disc reissue in 1996, alternate versions of six songs – including "I've Got A Crush On You" and "All of Me" – are included. The extra songs in this compilation, titled slightly differently as Swing And Dance With Frank Sinatra, were recorded between 1944 and 1951.
    • Artist: Frank Sinatra
    • Tracks: The Continental, When You're Smiling, You Do Something to Me
    • Label: Columbia
    • Genres (Music): Vocal jazz, Traditional pop music
  • Sinatra & Company
    45

    Sinatra & Company

    1971
    93 votes
    Sinatra & Company is an album by American singer Frank Sinatra released in 1971. The first side of this album is in the bossa nova style, and the second side is influenced by soft rock, featuring a couple of standards from John Denver. The bossa nova recordings were originally cut for a follow-up to the widely acclaimed Francis Albert Sinatra & Antonio Carlos Jobim. Arranged by Eumir Deodato, the recordings had been completed, the artwork finalized, and an 8-track tape release of the planned album, titled Sinatra–Jobim, briefly made available when the decision was made to retrench. Some of Sinatra's less mainstream albums hadn't performed well, and anxieties drove the creation of this hybrid. Three songs recorded at the Sinatra-Jobim session – "Bonita", "Sabiá", and "Off Key" – were omitted from Sinatra & Company. "Sabiá" was released in the USA as the flip side of the 45 rpm single "Lady Day" in 1970, and was issued along with "Bonita" on the 1977 compilation Portrait of Sinatra and the 1979 compilation, Sinatra–Jobim Sessions . "Off Key" was unreleased until its inclusion on the box set The Complete Reprise Studio Recordings in 1995.
    • Artist: Frank Sinatra
    • Tracks: This Happy Madness (Estrada Branca), Triste, Wave
    • Length (mins): 00:40:29
    • Genres (Music): Traditional pop music, Bossa nova
  • Pal Joey
    46

    Pal Joey

    1957
    81 votes
  • L.A. Is My Lady
    47

    L.A. Is My Lady

    1984
    125 votes
    L.A. Is My Lady is a 1984 studio album by Frank Sinatra, featuring arrangements by Quincy Jones. It was the last solo album that Sinatra recorded, though Sinatra recorded three further songs, which were unreleased until The Complete Reprise Studio Recordings. The album came after an album of duets between Sinatra and Lena Horne, instigated by Jones, was abandoned after Horne developed vocal problems and Sinatra, committed to other engagements, couldn't wait to record. This was the first studio album Sinatra had recorded with Jones since 1964's It Might as Well Be Swing. The sessions were filmed, with a small audience, and released as Frank Sinatra: Portrait of an Album. The documentary shows Sinatra meeting Michael Jackson for the first time, with Jones affectionately calling Jackson "Smelly". Eddie Van Halen, Donna Summer and David Lee Roth make cameo appearances in the video for L.A. Is My Lady, which in turn made moderate rotation on the fledgling MTV Network. Despite its title, the album was recorded in New York City. The album peaked at #58 on the Billboard 200, and #8 on the Top Jazz Albums chart.
    • Artist: Frank Sinatra, Frank Sinatra with Quincy Jones and Orchestra
    • Tracks: A Hundred Years From Today, A Hundred Years From Today, Teach Me Tonight
    • Genres (Music): Vocal jazz, Traditional pop music
  • The Capitol Years
    48

    The Capitol Years

    1990
    44 votes
  • Duets
    49

    Duets

    1993
    133 votes
  • Frankie and Tommy
    50

    Frankie and Tommy

    1957
    81 votes
  • Frankly Sentimental
    51

    Frankly Sentimental

    1949
    66 votes
    Frankly Sentimental is the fourth studio album by Frank Sinatra, released on June 20, 1949 as a set of four 78 rpm records and a 10" LP album. The tracks were arranged and conducted by Axel Stordahl and his orchestra. The album is a compilation of eight recordings from eight different sessions between 1946 and 1947.
    • Artist: Frank Sinatra
    • Tracks: Laura, Spring Is Here, When You Awake
    • Genres (Music): Traditional pop music
  • Duets II
    52

    Duets II

    1994
    107 votes
    Duets II is the 59th and last studio album by American singer Frank Sinatra. It was released in 1994, and was the sequel to the previous year's Duets. Phil Ramone produced the album and guest artists from various genres contributed their duet parts to Sinatra's already recorded vocals. Though not as commercially successful as Duets, it still rose to #9 on the Billboard albums chart and sold over 1 million copies in the U.S. It also peaked at #29 in the UK. Critical notices were again mixed at best, although some viewed it as an improvement over its predecessor. However, the album won Sinatra the 1995 Grammy Award for Best Traditional Pop Vocal Performance, his last competitive Grammy Award. These would be the last studio recordings made by Sinatra, who had begun his recording career fifty five years earlier. Both were packaged together in a "90th Birthday Limited Collector's Edition" released in 2005; North American pressings add an unreleased duet recording of "My Way" with Willie Nelson, while international pressings have him singing with Luciano Pavarotti.
    • Artist: Frank Sinatra
    • Tracks: The House I Live In (That's America to Me), A Foggy Day, Luck Be a Lady
    • Label: Capitol Records
    • Genres (Music): Vocal jazz, Traditional pop music
  • Some Nice Things I've Missed
    53

    Some Nice Things I've Missed

    1974
    92 votes
    Some Nice Things I’ve Missed is a 1974 album by the American singer Frank Sinatra.
    • Artist: Frank Sinatra
    • Tracks: Satisfy Me One More Time, I'm Gonna Make It All the Way, Tie a Yellow Ribbon Around the Old Oak Tree
    • Genres (Music): Traditional pop music
  • My Kind of Broadway
    54

    My Kind of Broadway

    1965
    45 votes
    My Kind of Broadway is a 1965 album by Frank Sinatra. It is a collection of songs from various musicals, pieced together from various recording sessions over the previous four years. The album features songs from nine arrangers and composers, the most ever on a single Sinatra album.
    • Artist: Frank Sinatra
    • Tracks: They Can’t Take That Away From Me, Golden Moment, I'll Only Miss Her When I Think of Her
    • Genres (Music): Vocal jazz, Traditional pop music
  • Rocky Fortune
    55

    Rocky Fortune

    1953
    54 votes
  • Frank Sinatra Conducts Music from Pictures and Plays
    56

    Frank Sinatra Conducts Music from Pictures and Plays

    1962
    38 votes