| # | Title | Artist | Rating | Length |
|---|
| 1 | Fanfare & Introduction | Matty Malneck & His Orchestra | | 0:58 |
| 2 | When You’re Smiling / The Lady Is a Tramp | Dean Martin | | 4:07 |
| 3 | (I Left My Heart in) San Francisco | Dean Martin | | 3:19 |
| 4 | I’m Gonna Sit Right Down and Write Myself a Letter- recording of:
- I’m Gonna Sit Right Down and Write Myself a Letter
- lyricist:
- Joe Young
- composer:
- Fred Ahlert and Joe Young
- publisher:
- Anglo-Pic Music Co. Ltd., Azure Pearl Music, Beeping Good Music Publishing, Bluewater Music UK, David Ahlert Music, DeSylva, Brown and Henderson, Inc., Downtown Music Publishing LLC , Fred Ahlert Mus. Corp., MCA Music Ltd., Memory Lane Music Ltd., MPL UK Publishing, Pencil Mark Music and Rytvoc, Inc.
| Dean Martin | | 1:50 |
| 5 | Volare (Nel Blu Dipinto di Blu) / An Evening in Roma | Dean Martin | | 2:26 |
| 6 | Goody Goody | Frank Sinatra | | 1:35 |
| 7 | Chicago | Frank Sinatra | | 2:15 |
| 8 | When Your Lover Has Gone | Frank Sinatra | | 2:39 |
| 9 | Monologue | [dialogue] | | 1:34 |
| 10 | You’re Nobody ’til Somebody Loves You | Frank Sinatra | | 2:29 |
| 11 | Out of This World | Sammy Davis Jr. | | 3:52 |
| 12 | What Kind of Fool Am I | Sammy Davis Jr. | | 3:18 |
| 13 | She’s Funny That Way / Hey There | The Rat Pack | | 3:49 |
| 14 | Impressions of Singers / All the Way | The Rat Pack | | 5:49 |
| 15 | “A Toast” / Movie Routine | The Rat Pack | | 6:38 |
| 16 | I Can’t Give You Anything but Love / Too Marvelous for Words / Pennies From Heaven / A Foggy Day / Embraceable You / The Lady Is a Tramp / Where or When | The Rat Pack | | 18:26 |
| 17 | Impressions of Actors | The Rat Pack | | 3:29 |
| 18 | The Birth of the Blues | The Rat Pack | | 2:29 |
| 19 | Me and My Shadow | Frank Sinatra & Sammy Davis Jr. | | 3:05 |
| 20 | Sam’s Song / The Birth of Blues (reprise) | Sammy Davis Jr. & Dean Martin | | 4:34 |
