| # | Title | Artist | Length |
|---|
| 1 | A Little Learning Is a Dangerous Thing | Frank Sinatra & Pearl Bailey | 6:41 |
| 2 | Love Means Love | Frank Sinatra & Rosemary Clooney | 3:06 |
| 3 | Mama Will Bark | Frank Sinatra & Dagmar | 2:55 |
| 4 | A Good Man Is Hard to Find | Frank Sinatra & Shelley Winters | 2:59 |
| 5 | Exactly Like You | Frank Sinatra & Nat King Cole | 2:03 |
| 6 | Camptown Races / Beautiful Dreamer | Frank Sinatra & Lawrence Tibbett | 2:32 |
| 7 | When You’re Smiling / Come Fly with Me / I Can’t Give You Anything but Love | Frank Sinatra & Dean Martin | 4:01 |
| 8 | Me and My Shadow | Frank Sinatra & Sammy Davis Jr. | 2:41 |
| 9 | Take Me Out to the Ball Game | Frank Sinatra & Doris Day | 2:13 |
| 10 | Gotta Be This or That | Frank Sinatra & Judy Garland | 2:18 |
| 11 | How About You? | Frank Sinatra & Eydie Gormé | 1:20 |
| 12 | Them There Eyes | Frank Sinatra & Natalie Wood | 2:07 |
| 13 | Birth of the Blues | Frank Sinatra & Louis Armstrong | 3:22 |
| 14 | Down by the Old Millstream / I Begged Her | Frank Sinatra & Gene Kelly | 4:35 |
| 15 | Yes Sir / Downtown / These Boots Are Made for Walkin’- medley including a cover recording of:
- Downtown
- lyricist and composer:
- Tony Hatch
- publisher:
- ATV Music Ltd., MCA, Inc., Sony/ATV Music Publishing (UK) Ltd., Sony/ATV Music Publishing LLC and Welbeck Music Ltd.
- sub-publisher:
- ユニバーサル・ミュージック・パブリッシング Synch事業部
- medley including a recording of:
- These Boots Are Made for Walkin’
- lyricist and composer:
- Lee Hazlewood
- publisher:
- Criterion Music Corp. (in 1966)
- version of:
- Boots
- medley including a cover recording of:
- Yes Sir, That’s My Baby
- lyricist:
- Gus Kahn
- composer:
- Walter Donaldson
- publisher:
- Bourne Co., Donaldson Publishing Co., EMI Music Publishing, Francis, Day & Hunter, Imagem CV, Imagem Music GmbH and J. Albert & Son P/L
| Frank Sinatra & Nancy Sinatra | 5:47 |
| 16 | Come Out, Come Out Wherever You Are | Frank Sinatra & Gloria De Haven | 3:22 |
| 17 | Where Does Love Begin? | Frank Sinatra & Anne Jeffreys | 2:04 |
| 18 | Some Other Time | Frank Sinatra & Gloria De Haven | 4:53 |
| 19 | New York, New York | Frank Sinatra & Gene Kelly | 3:21 |
| 20 | Come Up to My Place | Frank Sinatra & Betty Garrett | 2:17 |
