A collection of 21 duets Sinatra performed on network television between 1957 and 1960. Digitally remastered, nearly all of these performances appear on CD for the first time.

1. Birth of the Blues – with Louis Armstrong
2. I’ll Never Smile Again – with The Hi-Lo’s
3. Can’t We Be Friends – with Ella Fitzgerald
4. Medley: You Make Me Feel So Young/Them There Eyes/A Foggy Day/I’ve Got You Under My Skin/Taking A Chance On Love/They Can’t Take That Away From Me/All Of Me/Daddy/I Can’t Give You Anything But Love/You Must Have Been A Beautiful Baby – with Dinah Shore
5. Nice Work If You Can Get It – with Peggy Lee
6. Side By Side – with Nancy Sinatra and The Tri-Tones
7. Something’s Gotta Give – with The McGuire Sisters
8. If I Loved You – with Shirley Jones
9. Together – with Bing Crosby and Dean Martin
10. High Hopes – with Kids
11. Medley: Sunday, Monday Or Always/On A Slow Boat To China/Saturday Night Is The Loneliest Night of the Week/Memories Are Made Of This/The Girl That I Marry/Innamorata/I’ve Got A Crush On You/Oh, Marie/Don’t Cry, Joe – with Dean Martin
12. Me And My Shadow – with Sammy Davis, Jr.
13. September Song – with Bing Crosby
14. You’re The Top – with Ethel Merman
15. I Can’t Believe that You’re In Love With Me – with Louis Prima and Keely Smith
16. Harold Arlen Medley: As Long As I Live/Paper Moon/One For My Baby/Accentuate The Positive/Stormy Weather/Get Happy/Between The Devil And The Deep Blue Sea – with Lena Horne
17. You Make Me Feel So Young (Old) – with Nancy Sinatra
18. Witchcraft/Love Me Tender – with Elvis Presley
19. Our Love Is Here To Stay – with Peggy Lee
20. Moonlight In Vermont/I May Be Wrong – with Ella Fitzgerald
21. Put Your Dreams Away – with Ella Fitzgerald