| 1. Frank Sinatra, Al Hoffman; Manny Curtis; Walter Kent - I'm Gonna Live Till I Die | not rated | 1:55 |
| 2. Dean Martin, James Van Heusen; Sammy Cahn - Ain't That a Kick in the Head | not rated | 2:25 |
| 3. Sammy Davis, Jr., George David Weiss; Jerry Bock; Larry Holofcener - Too Close for Comfort | not rated | 3:02 |
| 4. Frank Sinatra; Sammy Davis, Jr., Al Jolson; Billy Rose; Dave Dreyer - Me and My Shadow | not rated | 3:06 |
| 5. Frank Sinatra, James Van Heusen; Sammy Cahn - (Love Is) The Tender Trap | not rated | 2:57 |
| 6. Dean Martin, Domenico Modugno; Francesci Migliacci; Mitchell Parish - Volare | not rated | 3:00 |
| 7. Frank Sinatra, Andreas Greiner; Frank Sinatra; Henry W. Sanicola, Jr. - Mr. Success | not rated | 2:41 |
| 8. Sammy Davis, Jr., Charles Strouse; Lee Adams - A Lot of Livin' to Do | not rated | 2:46 |
| 9. Frank Sinatra, Josef Myrow; Mack Gordon - You Make Me Feel So Young | not rated | 2:56 |
| 10. Dean Martin; Sammy Davis, Jr., Jack Elliott; Lou Quadling - Sam's Song | not rated | 2:43 |
| 11. Dean Martin, Joe Goodwin; Larry Shay; Mark Fisher - When You're Smiling | not rated | 3:04 |
| 12. Frank Sinatra, Lorenz Hart; Richard Rodgers - The Lady Is a Tramp | not rated | 3:15 |
| 13. Sammy Davis, Jr., Buddy DeSylva; Lew Brown; Ray Henderson - Birth of the Blues | not rated | 3:18 |
| 14. Dean Martin, James Cavanaugh; Larry Stock; Russ Morgan - You're Nobody 'Til Somebody Loves You | not rated | 2:13 |
| 15. Frank Sinatra, Fred Fisher - Chicago | not rated | 2:13 |
| 16. Dean Martin, Joe Young; Ray Henderson; Sam M. Lewis - I'm Sitting on Top of the World | not rated | 2:12 |
| 17. Frank Sinatra, Carolyn Leigh; Cy Coleman - Witchcraft | not rated | 2:52 |
| 18. Sammy Davis, Jr., James Van Heusen; Sammy Cahn - Eee-O Eleven | not rated | 2:44 |
| 49:22 |
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