| 1 | Caravan (1955 version) | Duke Ellington & His Orchestra | 4:32 |
| 2 | Hit the Road Jack | Shirley Horn | 3:11 |
| 3 | Over the Rainbow | Melody Gardot | 4:33 |
| 4 | Road Song | Wes Montgomery | 3:50 |
| 5 | Don’t Dream It’s Over | Diana Krall | 3:37 |
| 6 | Come Away With Me | Norah Jones | 3:17 |
| 7 | (Get Your Kicks on) Route 66 (remastered) | Nat King Cole Trio | 3:00 |
| 8 | How Do You Keep the Music Playing? | Frank Sinatra | 3:53 |
| 9 | Perfidia | Julie London | 2:32 |
| 10 | Histoire d’un amour | Dalida | 3:05 |
| 11 | Drive Time | Chris Botti | 5:31 |
| 12 | Another Day of Sun | La La Land Cast | 3:48 |
| 13 | You’re Driving Me Crazy | Chet Baker | 2:56 |
| 14 | Basie - Straight Ahead | Count Basie & His Orchestra | 3:56 |
| 15 | Groovin’ Hard (live at the Tropicana, Las Vegas, NV/1970) | Buddy Rich | 4:54 |
| 16 | Hit the Road to Dreamland | Sarah Vaughan | 2:51 |
| 17 | Moanin’ | Art Blakey | 9:32 |
| 18 | Quizas, Quizas, Quizas | Laura Fygi | 3:25 |
| 19 | In the Mood | Glenn Miller Orchestra | 3:40 |
| 20 | Liquid Spirit (Claptone remix) | Gregory Porter | 6:23 |
| 21 | Manteca (live Japan 1993) | GRP All-Star Big Band | 7:33 |
| 22 | Speedball | Lee Morgan | 5:31 |
| 23 | Open Sesame (alternate take/the Rudy Van Gelder edition/2002 digital remaster) | Freddie Hubbard | 7:16 |
| 24 | Stolen Moments | Oliver Nelson | 8:45 |
| 25 | II B.S. (edit) | Charles Mingus | 4:48 |
| 26 | Intermission Riff | Stan Kenton | 4:14 |
| 27 | The Jeep Is Jumpin’ | Duke Ellington | 4:50 |
| 28 | Blue Skies | Ella Fitzgerald | 3:45 |
| 29 | What a Wonderful World / What a Wonderful Life | Barry Manilow with Louis Armstrong | 4:05 |
| 30 | Reunion | Gary Burton | 5:15 |
| 31 | Blue Train (live at Gotanda Kan‐i Hoken Hall, Tokyo/1993) | GRP All-Star Big Band | 4:40 |
| 32 | One Breath | Kenny G | 3:31 |
| 33 | Grey Skies | Nikki Yanofsky | 3:21 |
| 34 | Get Out of Town | Caetano Veloso | 3:55 |
| 35 | It’s Been a Long, Long Time | Peggy Lee | 2:19 |
| 36 | A Fine Romance | Ella Fitzgerald | 3:54 |
| 37 | Prelude in E minor | Gerry Mulligan Sextet | 4:16 |
| 38 | Mas que nada / De manhã | Jorge Ben Jor | 2:59 |
| 39 | A mis abuelos | Arturo Sandoval | 5:24 |
| 40 | Cruise Control | George Benson | 5:10 |
| 41 | Isn’t It Romantic | Johnny Hartman | 2:04 |
| 42 | Love Is Here to Stay | Blossom Dearie | 3:10 |
| 43 | Mediterráneo | Andrea Motis | 5:04 |
| 44 | My Way | Frank Sinatra | 4:36 |
| 45 | California Dreamin’ | Diana Krall | 3:17 |
| 46 | Lean on Me | José James | 4:57 |
| 47 | On the Sunny Side of the Street (English version) | Lisa Ono | 2:03 |
| 48 | Have You Met Miss Jones? | Stan Getz Quintet | 3:13 |
| 49 | On a Clear Day (You Can See Forever) | Bill Evans | 4:49 |
| 50 | Makin’ Whoopee! | Ella Fitzgerald | 3:00 |
| 51 | Orange Colored Sky | Oscar Peterson | 2:15 |
| 52 | Soul Eyes | Kandace Springs | 3:22 |
| 53 | Hey Laura | Gregory Porter | 3:19 |
| 54 | Flying Home (single version) | Lionel Hampton and His Orchestra | 3:12 |
| 55 | You’re Still the One | John Scofield | 4:20 |
| 56 | Déjà vu | Kenny G | 5:00 |
| 57 | The Way Home | Chris Botti | 4:51 |