This release compiles two of the most jazzoriented and swinging albums of Sinatra’s career: Sinatra’s Swingin’ Session!!! and A Swingin’ Affair! Included here in their entirety, both albums feature Nelson Riddle in the dual capacity of arranger and conductor, and boast the talents of such important jazz soloists as Harry “Sweets” Edison and Buddy Collette, among many others.

1. When You're Smiling (The Whole Workd Smiles With You)
2. Blue Moon
3. S'posin'
4. It Depends On You
5. It's Only a Paper Moon
6. My Blue Heaven
7. Should I
8. September in the Rain
9. Always
10. I Can't Believe That You're in Love With Me
11. I Concentrate On You
12. You Do Something to Me
13. Night and Day
13. Night and Day
14. I Wish I Were in Love Again
15. I Got Plenty O' Nuttin'
16. I Guess I'll Have to Change My Plans
17. Nice Work If You Can Get It
18. Stars Fell On Alabama
19. No One Ever Tells You
20. I Won't Dance
21. Lonesome Road
22. At Long Last Love
23. You'd Be So Nice to Come Home To
24. I Got It Bad and That Ain't Good
25. From This Moment On
26. If I Had You
27. Oh! Look at Me Now
28. Hidden Persuasion
29. Ol' MacDonald