| 1 | The Birth of the Blues | The Rat Pack | 1:39 |
| 2 | You’re Nobody ’til Somebody Loves You | Frank Sinatra | 2:41 |
| 3 | I Left My Heart in San Francisco | Dean Martin | 3:07 |
| 4 | When Your Lover Has Gone | Frank Sinatra | 2:07 |
| 5 | What Kind of Fool Am I? | Sammy Davis Jr. | 2:52 |
| 6 | The Lady is a Tramp | Frank Sinatra | 1:43 |
| 7 | Where or When | Dean Martin | 1:06 |
| 8 | Lonesome Road | Frank Sinatra | 3:36 |
| 9 | Nancy (With the Laughing Face)… | Frank Sinatra | 2:17 |
| 10 | Sam’s Song | The Rat Pack | 2:50 |
| 11 | This Can’t Be Love | Frank Sinatra | 1:17 |
| 12 | Hey There | Sammy Davis Jr. | 1:32 |
| 13 | Pennies from Heaven | Dean Martin | 0:45 |
| 14 | Out of This World | Sammy Davis Jr. | 3:37 |
| 15 | Night and Day | Frank Sinatra | 2:24 |
| 16 | Medley: Volare / On an Evening in Roma] | Dean Martin | 2:22 |
| 17 | Me and My Shadow | The Rat Pack | 2:20 |
| 18 | Please Be Kind | Frank Sinatra | 2:22 |
| 19 | I’m Gonna Sit Right Down and Write Myself a Letter | Dean Martin | 1:40 |
| 20 | She’s Funny That Way | Sammy Davis Jr. | 1:34 |
| 21 | Too Marvellous for Words | Frank Sinatra | 0:47 |
| 22 | Goody Goody | Frank Sinatra | 1:28 |
| 23 | Embraceable You | Dean Martin | 1:40 |
| 24 | Chicago | Frank Sinatra | 2:06 |
| 25 | Bewitched, Bothered and Bewildered | Frank Sinatra | 3:06 |
| 26 | I Can’t Give You Anything but Love | Dean Martin | 0:57 |
| 27 | All the Way | Frank Sinatra | 3:38 |
| 28 | A Foggy Day | Frank Sinatra | 1:25 |
| 1 | Baby, It’s Cold Outside | Dean Martin | 1:15 |
| 2 | There’s No Business Like Show Business | Frank Sinatra | 3:20 |
| 3 | Some Enchanted Evening | Dean Martin | 3:31 |
| 4 | I Only Have Eyes for You | Frank Sinatra | 3:43 |
| 5 | You Won’t Be Satisfied (Until You Break My Heart) | Dean Martin | 2:13 |
| 6 | Another Done Somebody Wrong Song | Sammy Davis Jr. | 3:22 |
| 7 | Someone Like You | Dean Martin | 1:42 |
| 8 | The Way You Look Tonight | Frank Sinatra | 2:39 |
| 9 | Candy Kisses | Dean Martin | 1:44 |
| 10 | We Could Have Been the Closest of Friends | Sammy Davis Jr. | 3:15 |
| 11 | If I Had Three Wishes | Dean Martin | 1:45 |
| 12 | People Will Say We’re in Love | Frank Sinatra | 3:15 |
| 13 | What I’ve Got in Mind | Sammy Davis Jr. | 2:47 |
| 14 | Begin the Beguine | Frank Sinatra | 3:53 |
| 15 | That Old Black Magic | Frank Sinatra | 2:47 |
| 16 | September Song | Dean Martin | 2:22 |
| 17 | The Night is Young and You’re So Beautiful | Frank Sinatra | 2:04 |
| 18 | Through a Long and Sleepless Night | Dean Martin | 2:47 |
| 19 | Someone to Watch over Me | Frank Sinatra | 3:20 |
| 20 | Please Don’t Tell Me How the Story Ends | Sammy Davis Jr. | 3:26 |