| Key West Address | James T. Slater | 4:01 | ||
| Hammock in Havana | Jesse Rice | 4:01 | ||
| Paper Bag Coozie | The Detentions | 2:50 | ||
| Stylin' On the Island | Brent Burns | 4:00 | ||
| Fire and Rain | Don Middlebrook | 3:59 | ||
| Loco | David Lee Murphy | 3:07 | ||
| Key Lime Pie | Kenny Chesney | 4:40 | ||
| Come as You Are Beach Bar (Single Mix) | Keith Sykes | 3:59 | ||
| Conkytonk | Gramps Morgan | 3:08 | ||
| Back in the Sunshine Again | Jim Morris | 3:09 | ||
| Wrapped | Bruce Robison | 4:42 | ||
| Dead Skunk | Ed Burleson | 3:42 | ||
| Maybe In Mexico | Tommy Alverson, Jerry Max Lane | 3:41 | ||
| Sail Away | Hanna's Reef | 2:57 | ||
| Best I Can Do | The Pearl Divers | 4:00 | ||
| Fair Shake | Foster And Lloyd | 3:25 | ||
| Flip Floppin' | Southern Drawl Band | 4:27 | ||
| Bike Ride Around the Island (feat. Angela Fata) | Don Middlebrook, Angela Fata | 2:47 | ||
| Island Daze | Jim Morris | 4:45 | ||
| It's A Pretty Good Life | Howard Livingston & Mile Marker 24 | 3:02 | ||
| One More Song About Mexico | El Camino | 3:07 | ||
| Több megtekintése Songs Like X Pro-val | ||||
| Margarita Daze | The Barefoot Man | 3:57 | ||
| Dear Jimmy Buffett, Dear Matt Hoggatt | Matt Hoggatt | 8:10 | ||
| Sailing Life | Eric Stone | 3:45 | ||
| The Mountains of Nuevo León | Paul Eason | 4:07 | ||
| I Like The Islands | Howard Livingston & Mile Marker 24 | 4:00 | ||
| Guadalupe Days | Gary P. Nunn | 3:18 | ||
| Advice from an Old Sailor | Don Middlebrook | 3:42 | ||
| Blame It On the Rum | Sunny Jim | 4:40 | ||
| I Don't Want to Lay This Guitar Down | Rusty Wier | 2:59 | ||
| The Rhum Bar | The Boat Drunks | 4:04 | ||
| Life on the Gulf | Jake and the Half Conched Band | 3:44 | ||
| Out On Sandy Key | Howard Livingston & the Mile Marker 24 Band | 4:48 | ||
| Gringo In Belize | Jerry Jeff Walker | 3:42 | ||
| Pour Me a Vacation | The Great Divide | 2:56 | ||
| My Town | Jeffrey Steele | 4:14 | ||
| Never Gonna Fly | Radney Foster | 4:20 | ||
| Sunny With a Chance | Aaron Scherz | 2:57 | ||
| Hemingway's Hideaway | Jesse Rice | 4:05 | ||
| Mojitos | Erica Sunshine Lee | 2:51 | ||
| Medley: When Youʻre Only Lonely / Will You Still Love Me | Kolea | 5:10 | ||
| Take Me Back | Baba B | 3:06 | ||
| Red Neck Riviera | Gary P. Nunn | 4:05 | ||
| Rum And Coca-cola | Gene Mitchell | 3:03 | ||
| Beer, Buffett and Baseball | The Boat Drunks | 3:55 | ||
| Sunburned | The Detentions | 4:08 | ||
| Beer On A Boat | Tim Dugger | 3:14 | ||
| Pretty Good At Drinkin' Beer - Acoustic | Billy Currington | 2:50 | ||
| Lucky Stars | Jimmy Buffett | 3:46 | ||
