| Deep in the West | Shake Russell | 4:45 | ||
| Trying to Reason With Hurricane Season (with Jimmy Buffett) | Kenny Chesney, Jimmy Buffett | 4:09 | ||
| Barefoot Holiday | Brent Burns | 3:11 | ||
| A Night On the Beach | Scott Kirby | 4:31 | ||
| Flip Floppin' | Southern Drawl Band | 4:27 | ||
| Doctor My Eyes - 1997 Remaster | Jackson Browne | 3:19 | ||
| Old Stray Dogs & Jesus | Paul Thorn | 4:42 | ||
| Mamaloi | The Doobie Brothers | 2:30 | ||
| A Pirate On The Caribbean | The Boat Drunks | 3:27 | ||
| Athens County | Jonathan Edwards | 2:45 | ||
| Go Away Cloud | Jesse Rice | 3:34 | ||
| Boats To Build | Guy Clark | 3:49 | ||
| The Bug | Mary Chapin Carpenter | 3:47 | ||
| Little Blue Boat | Scott Kirby | 4:01 | ||
| Five Short Minutes | Jim Croce | 3:29 | ||
| Chasin' The Wind | Michael McCloud | 5:01 | ||
| Della and the Dealer | Hoyt Axton | 3:16 | ||
| 88 in the Shade | Jesse Rice | 3:54 | ||
| Livin' On Key West Time | Howard Livingston & Mile Marker 24 | 4:29 | ||
| Homegrown Tomatoes | Guy Clark | 2:58 | ||
| Red Neck Friend | Jackson Browne | 3:59 | ||
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| Bad, Bad Leroy Brown | Jim Croce | 2:59 | ||
| That's Right (You're Not From Texas) | Lyle Lovett | 4:54 | ||
| Always Saturday Night | Thom Shepherd | 3:03 | ||
| Mexico - 2019 Remaster | James Taylor | 2:58 | ||
| Peace & Quiet | Michael McCloud | 4:40 | ||
| That Girl Could Sing | Jackson Browne | 4:35 | ||
| Living in a Postcard | Donny Brewer | 4:00 | ||
| I'm Just an Old Chunk of Coal (But I'm Gonna Be a Diamond Some Day) | John Anderson | 3:47 | ||
| Parrothead Rehab | Mike Broward | 3:17 | ||
| Livin' The Life (Jimmy Buffett Only Wrote About) | Brent Burns | 3:41 | ||
| Speedball Tucker | Jim Croce | 2:25 | ||
| Put-in-Bay-Original | Pat Dailey | 3:19 | ||
| It Probably Always Will | The Ozark Mountain Daredevils | 3:13 | ||
| Life Is Just A Tire Swing | Jimmy Buffett | 3:05 | ||
| All Night Long | Lionel Richie, Jimmy Buffett | 4:57 | ||
| The Fire Down Below | Bob Seger | 4:27 | ||
| Boat Drinks | Jimmy Buffett | 2:40 | ||
| The Wino And I Know | Jimmy Buffett | 3:05 | ||
| An Old Fashioned Love Song | Three Dog Night | 3:26 | ||
| Mañana | Jimmy Buffett | 4:16 | ||
| Pieces Of April - Single Version | Three Dog Night | 4:10 | ||
| Listen To Her Heart | Tom Petty and the Heartbreakers | 3:04 | ||
| Angel In Blue | The J. Geils Band | 4:51 | ||
| Come And Go Blues | The Gregg Allman Band | 4:48 | ||
| No One's Home | Gear Daddies | 3:28 | ||
| Peanut Butter Conspiracy | Jimmy Buffett | 3:45 | ||
| It's 5 O'Clock Somewhere - Live | Alan Jackson, Jimmy Buffett | 3:56 | ||
| Key West Intermezzo (I Saw You First) | John Mellencamp | 4:54 | ||
