| Another Park, Another Sunday | The Doobie Brothers | 4:27 | |
| Wait A Minute | The Seldom Scene | 3:35 | |
| A Long Time Ago | Jim Croce | 2:21 | |
| American Kids | Kenny Chesney | 3:02 | |
| Cleaning Windows | Van Morrison | 4:46 | |
| Blame It On Buffett | Kelly Mcguire | 4:04 | |
| Down Home Girl | Old Crow Medicine Show | 3:46 | |
| Dixieland Delight | Alabama | 5:22 | |
| Gimme Some Water | Eddie Money | 3:37 | |
| Gulf Coast Time | Roger Creager | 3:56 | |
| Little Blue Boat | Scott Kirby | 4:01 | |
| That's Right (You're Not From Texas) | Lyle Lovett | 4:54 | |
| Hard Livin' | Railroad Earth | 4:55 | |
| Still in Paradise | Bankie Banx | 4:37 | |
| High In The Middle | Honk | 4:51 | |
| A Little Less Beer On The Island | The Detentions | 3:21 | |
| It's A Great Day To Be Alive | Travis Tritt | 4:01 | |
| Carolina In the Pines | Michael Martin Murphey | 3:57 | |
| Pirate Flag | Kenny Chesney | 3:45 | |
| Stuff That Works | Guy Clark | 5:03 | |
| Roll Um Easy | Little Feat | 2:31 | |
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| Box #10 | Jim Croce | 2:27 | |
| Margaritaville (with Jimmy Buffett) | Alan Jackson, Jimmy Buffett | 4:15 | |
| Country Road - 2019 Remaster | James Taylor | 3:22 | |
| Virginia | The Marshall Tucker Band | 4:54 | |
| Back in the Sunshine Again | Jim Morris | 3:09 | |
| Early Morning Rain | Gordon Lightfoot | 3:18 | |
| Key Lime Pie | Kenny Chesney | 4:40 | |
| Arkansas | John Oates | 4:20 | |
| Trying to Reason With Hurricane Season (with Jimmy Buffett) | Kenny Chesney, Jimmy Buffett | 4:09 | |
| Knockin' on Your Screen Door | John Prine | 2:19 | |
| A Pirate On The Caribbean - Redux | The Boat Drunks | 3:31 | |
| One More Song About Mexico | El Camino | 3:07 | |
| Don't Cry Blue | Jonathan Edwards | 2:44 | |
| Lovely Cruise | Jimmy Buffett | 3:55 | |
| Walkin' Down The Road | The Ozark Mountain Daredevils | 3:26 | |
| Boat Drinks | Jimmy Buffett | 2:40 | |
| Yer So Bad | Tom Petty | 3:05 | |
| It'll Shine When It Shines | The Ozark Mountain Daredevils | 3:38 | |
| What's Your Name | Lynyrd Skynyrd | 3:33 | |
| Key West Intermezzo (I Saw You First) | John Mellencamp | 4:54 | |
| Papa Dukie And The Mud People | The Subdudes | 4:38 | |
| Miss You So Badly | Jimmy Buffett | 3:43 | |
| The Seashores Of Old Mexico | George Strait | 4:11 | |
| Come Monday | Jimmy Buffett | 3:11 | |
| Cheeseburger In Paradise | Jimmy Buffett | 2:56 | |
| Georgia Rhythm | Atlanta Rhythm Section | 4:52 | |
| Cherry Bomb | John Mellencamp | 4:47 | |
| Black Sky | The Ozark Mountain Daredevils | 3:08 | |