| # | Title | Artist | Length |
|---|
| 1 | When You’re Smiling / The Lady Is a Tramp | Dean Martin | 4:10 |
| 2 | I Left My Heart in San Francisco | Dean Martin | 2:56 |
| 3 | 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 | 1:41 |
| 4 | Volare- cello:
- Leonard Chausow (on 1962-11-26)
- instruments:
- James Allison (on 1962-11-26), Elmer Barathy (on 1962-11-26), Lin Blaisdell (on 1962-11-26), Philip Bova (on 1962-11-26), Theodore Dolan, Jr. (on 1962-11-26), William Hodgson (on 1962-11-26), Ray Papai (on 1962-11-26) and Melvin Schmidtz (on 1962-11-26)
- trombone:
- John Avant (on 1962-11-26), Edward Poggensee (on 1962-11-26) and Arthur Sares (on 1962-11-26)
- trumpet:
- George Bean (on 1962-11-26) and Reunald Jones (on 1962-11-26)
- viola:
- Arthur W. Ahlman (on 1962-11-26) and Harold Newton (on 1962-11-26)
- violin:
- Sol Bobrov (on 1962-11-26), David Chausow (on 1962-11-26), Oscar Chausow (on 1962-11-26), Joseph Goodman (on 1962-11-26), Irving Kaplan (on 1962-11-26) and Joseph Nelson (on 1962-11-26)
- conductor:
- Matty Malneck (on 1962-11-26)
- recorded at:
- Villa Venice in Northbrook, Illinois, United States (on 1962-11-26)
- live cover recording of:
- On an Evening in Roma (on 1962-11-26)
- writer:
- Umberto Bertini, Nan Frederics and Alessandro Taccani
- live cover recording of:
- Volare (Nel blu dipinto di blu) (on 1962-11-26)
- lyricist:
- Franco Migliacci and Domenico Modugno
- composer:
- Domenico Modugno
- translator:
- Mitchell Parish
- publisher:
- Copyright Control and Robbins Music Corp.
- translated version of:
- Nel blu dipinto di blu
| Dean Martin | 2:30 |
| 5 | Goody Goody | Frank Sinatra | 1:39 |
| 6 | Chicago | Frank Sinatra | 2:17 |
| 7 | When Your Lover Has Gone | Frank Sinatra | 2:48 |
| 8 | Please Be Kind | Frank Sinatra | 2:30 |
| 9 | You’re Nobody Til Somebody Loves You | Frank Sinatra | 2:41 |
| 10 | What Kind of Fool Am I | Sammy Davis Jr. | 3:11 |
| 11 | Out of This World | Sammy Davis Jr. | 3:41 |
| 12 | She’s Funny That Way | Sammy Davis Jr. | 1:45 |
| 13 | Hey There | Sammy Davis Jr. | 1:48 |
| 14 | I Can’t Give You Anything but Love | Dean Martin | 1:00 |
| 15 | Too Marvellous for Words | Frank Sinatra | 0:47 |
| 16 | Pennies From Heaven | Dean Martin | 0:50 |
| 17 | A Foggy Day | Frank Sinatra | 1:24 |
| 18 | Embraceable You | Dean Martin | 2:27 |
| 19 | The Lady Is a Tramp | Frank Sinatra | 1:43 |
| 20 | Where or When | Frank Sinatra & Dean Martin | 1:06 |
| 21 | Birth of the Blues | Sammy Davis Jr. | 2:27 |
| 22 | Nancy | Frank Sinatra | 3:58 |
| 23 | Me and My Shadow | Frank Sinatra & Sammy Davis Jr. | 2:37 |
| 24 | Sam’s Song | Dean Martin & Sammy Davis Jr. | 4:05 |
| 25 | Closing Theme | The Rat Pack | 1:42 |
