| High On A Rocky Ledge | Moondog | 4:28 | |
| The Sing | Bill Callahan | 4:31 | |
| I Had a Slouch Hat Too One Time (with Steve Allen) | Jack Kerouac | 6:10 | |
| Habatoli Souna | Oswald D'Andrea | 2:27 | |
| The Road Back Home | F. J. McMahon | 3:16 | |
| Thinking of the Day | Leo Nocentelli | 2:35 | |
| Baby Where You Are | Ted Lucas | 2:32 | |
| Going To San Diego | Allen Ginsberg | 4:16 | |
| I Like My Wine | Michael Hurley | 2:26 | |
| Strange Feelin' | Tim Buckley | 7:40 | |
| Yellow | Ken Nordine | 1:35 | |
| Playboy of the Western World | Connie Converse | 4:01 | |
| Goin' Back South | C.W. Stoneking | 3:30 | |
| Trouble Trouble | Betty Roche | 5:36 | |
| Keep Some Steady Friends Around | Bill Callahan | 4:24 | |
| Yellow Walls | Jackson C. Frank | 2:59 | |
| Kale | Amanaz | 4:42 | |
| Sister, Brother | F. J. McMahon | 4:06 | |
| The Morning of Our Lives | Jonathan Richman & The Modern Lovers | 5:26 | |
| Generation / San Francisco Scene (The Beat Generation) [feat. Mingle & Jack Kerouac] | Joyello, Mingle, Jack Kerouac | 2:16 | |
| Sleep A Million Years | Kathy Heideman | 2:43 | |
| Unlock more with Songs Like X Pro |
| Shake Sugaree | Elizabeth Cotten and Brenda Evans | 5:02 | |
| Can't Run But | Paul Simon | 3:36 | |
| Hard Hearted Old Farmer | Jack Kerouac | 2:13 | |
| Talkin' Like You (Two Tall Mountains) | Connie Converse | 2:31 | |
| Me and My Friend the Cat | Loudon Wainwright III | 3:21 | |
| Do I Still Figure in Your Life | Pete Dello and Friends | 2:40 | |
| Drunk On The Moon | Tom Waits | 5:06 | |
| The First Girl I Loved - 2010 Remaster | The Incredible String Band | 4:51 | |
| You're Not Alone | Amon Düül II | 6:56 | |
| Highways | Jim Sullivan | 2:51 | |
| The Jitterbug Waltz - Buddha Remastered - 2000 | Chet Atkins | 2:36 | |
| San Francisco Scene (The Beat Generation) | Jack Kerouac | 3:13 | |
| Heart Love | Albert Ayler | 5:33 | |
| Song Of The Snowy Ranges - Vocal | Robbie Basho | 8:30 | |
| Poor Boy, Long Ways From Home | Mississippi John Hurt | 2:14 | |
| Ba-Di-Da | Fred Neil | 3:38 | |
| Bad Luck And Trouble (49-50) | Lightnin' Hopkins | 2:35 | |
| There's A Small Hotel | Dorothy Ashby | 5:51 | |
| Righteous Life | Sergio Mendes & Brasil '66 | 3:16 | |
| On The Road [excerpt] | Jack Kerouac | 3:58 | |
| Now At Last | Blossom Dearie | 3:23 | |
| That Summer Feeling | Jonathan Richman & The Modern Lovers | 3:56 | |
| Wine Song | Robbie Basho | 5:49 | |
| Chicken Is Nice | Dave Van Ronk | 2:32 | |
| Indoor Games Near Newbury | Sir John Betjeman | 4:41 | |
| America | Allen Ginsberg | 4:49 | |
| Simba - Remastered 1996 | Les Baxter | 2:43 | |
| 900 Miles | Terry Callier | 5:07 | |
