CD 1:
1. When You're Smiling (The Whole World Smiles With You)
2. You Do Something to Me
3. I Only Have Eyes For You
4. I Get a Kick Out of You
5. September Song
6. You and I - Tommy Dorsey & His Orchestra / Frank Sinatra / Tommy Dorsey
7. Dream (When You're Feeling Blue) - Frank Sinatra with the Ken Lane Singers
8. Oh! Look At Me Now - Frank Sinatra and the Tommy Dorsey Orchestra
9. Dolores - Frank Sinatra and the Tommy Dorsey Orchestra
10. Blue Moon - Tommy Dorsey & His Orchestra with Frank Sinatra
11. Do I Worry? - Tommy Dorsey & His Orchestra / Frank Sinatra
12. I'm A Fool to Want You - Frank Sinatra with the Ray Charles Singers
13. Street of Dreams - Frank Sinatra and the Tommy Dorsey Orchestra
14. Be Careful, It's My Heart (From "Holiday Inn") - Frank Sinatra and the Tommy Dorsey Orchestra
15. Stardust - Frank Sinatra / The Pied Pipers
16. The Birth of the Blues

CD 2:
1. Night and Day - Frank Sinatra and the Tommy Dorsey Orchestra
2. April In Paris
3. A Foggy Day
4. Begin the Beguine
5. Embraceable You
6. As Time Goes By
7. You Go To My Head
8. Autumn In New York
9. Stormy Weather
10. Someone to Watch Over Me
11. 'S Wonderful
12. Melancholy Mood - Frank Sinatra / Harry James & His Orchestra
13. The Nearness Of You
14. I Believe
15. It Had To Be You
16. Ol' Man River

CD 3:
1. I've Got a Crush on You
2. I'll Be Seeing You - Frank Sinatra / Tommy Dorsey / Tommy Dorsey
3. If I Didn't Care - Harry James & His Orchestra / Frank Sinatra
4. One for My Baby (And One More for the Road)
5. Everybody Loves Somebody
6. That Old Black Magic
7. Easy to Love / I've Got You Under My Skin
8. Hello, Young Lovers
9. Don't Fence Me In
10. Fools Rush In (Where Angels Fear To Tread) - Frank Sinatra / Tommy Dorsey / Tommy Dorsey
11. You'd Be So Nice to Come Home To
12. These Foolish Things (Remind Me Of You)
13. There Will Never Be Another You
14. Somebody Loves Me
15. Saturday Night (Is the Loneliest Night in the Week)
16. Put Your Dreams Away (For Another Day)