| 1 | I Left My Heart in San Francisco | Dean Martin | 3:09 |
| 2 | I’m Gonna Sit Right Down and Write Myself a Letter | Dean Martin | 1:40 |
| 3 | Volare (medley) | Dean Martin | 2:24 |
| 4 | Goody, Goody | Frank Sinatra | 1:31 |
| 5 | Chicago | Frank Sinatra | 2:09 |
| 6 | When Your Love Has Gone | Frank Sinatra | 2:20 |
| 7 | Please Be Kind | Frank Sinatra | 2:29 |
| 8 | You’re Nobody Till Somebody Loves You | Frank Sinatra | 2:43 |
| 9 | What a Fool I Am | Frank Sinatra | 2:57 |
| 10 | Out of This World | Sammy Davis Jr. | 3:39 |
| 11 | She’s Funny That Way | Sammy Davis Jr. | 1:36 |
| 12 | Hey, There | Sammy Davis Jr. | 1:36 |
| 13 | I Can’t Give You Anything but Love | Dean Martin | 0:56 |
| 14 | Too Marvellous for Words | Frank Sinatra | 0:49 |
| 15 | Pennies From Heaven | Dean Martin | 0:48 |
| 16 | A Foggy Day in London Town | Frank Sinatra | 1:24 |
| 17 | Embraceable You | Dean Martin | 1:41 |
| 18 | The Lady Is a Tramp | Frank Sinatra | 1:49 |
| 19 | When or Where | Dean Martin | 1:04 |
| 20 | Nancy | Frank Sinatra | 2:21 |
| 21 | Me and My Shadow | Frank Sinatra & Sammy Davis Jr. | 2:26 |
| 22 | Sam’s Song | Sammy Davis Jr. & Dean Martin | 3:05 |
| 23 | Birth of the Blues | The Rat Pack | 1:44 |
| 24 | The Lonesome Road | Frank Sinatra | 3:40 |
| 25 | All the Way | Frank Sinatra | 3:42 |
| 26 | This Can’t Be Love | Frank Sinatra | 1:22 |
| 27 | Bewitched | Frank Sinatra | 3:10 |
| 28 | Night and Day | Frank Sinatra | 2:31 |