Okay I put together an updated version of my playlist, I apologize for the long list! I put them in alphabetical order so hopefully that helps 
Airplanes by Gorilla Manor
Awake My Soul by Mumford & Sons
Banana Pancakes by Jack Johnson	
Better Days by Eddie Vedder
Billionaire (feat. Bruno Mars) by Travie McCoy
Blue Guitar by Jimmy Buffett	
Boat Drinks  by Jimmy Buffett	
Broken by Jack Johnson	
Buffalo Soldier by Bob Marley
Cape Cod Kwassa Kwassa  by Vampire Weekend
Clementine by Sarah Jaffe
Constellations by Jack Johnson & Eddie Vedder
Dodo by Dave Matthews
Flake by Jack Johnson
Graceland by Paul Simon
Guava Jelly by Johnny Nash
Guitars and Tiki Bars by Kenny Chesney  
Hard Sun by Eddie Vedder   
Horchata by Vampire Weekend
If I Had a Boat by Lyle Lovett
If I Had Eyes by Jack Johnson	
Israelites by Desmond Dekker	    
It’s Five O’Clock Somewhere by Alan Jackson & Jimmy Buffett	 
Jamaica Farewell by Desmond Dekker 
Johnny Coolman by Toots & The Maytals
Knee Deep (feat. Jimmy Buffett) by Zac Brown Band	
La Vie Dansante by Jimmy Buffett
Lay Me Down (feat. Rome of Sublime)
Let Me Be by Xavier Rudd
Little Lion Man by Mumford & Sons
Love is the Seventh Wave by Sting
Manana by Jimmy Buffett	
Me and Julio Down By the School Yard by Paul Simon
Morning Beat by Brian Wilson
My Own Sinking Ship by Good Old War
No Woman No Cry by Xavier Rudd
New Morning by Alpha Rev
Say Hey (I Love You) by Michael Franti & Spearhead	
See the World by Gomez
Shining Star by The Manhattans
Should’ve Been a Cowboy by Toby Keith
(Sittin’ On) The Dock of the Bay by Dennis Brown
So Damn Lucky by Dave Matthews	
Some Beach by Blake Shelton	
Stir It Up by Bob Marley
Summer’s Gone by Aberfeldy
Sundown by Gordon Lightfoot
Sunshine In the Music by Jimmy Cliff
Take Me Home Country Roads by Toots & The Maytals	
Three Little Birds by Bob Marley	
Time Tough by Toots & The Maytals	
Tin Cup Chalice  by Jimmy Buffett	
Tomorrow People by Ziggy Marley & The Melody Makers	
Trying to Reason With Hurricane Season by Jimmy Buffett	
Upside Down by Joe Higg
Volcano by Jimmy Buffett	
Wa-Do-Dem by Eek-A-Mouse
The Weather Is Here, Wish You Were Beautiful  by Jimmy Buffett
When My Time Comes by Dawes
When the Sun Goes Down by Kenny Chesney
Where the Boat Leaves From by Zac Brown Band
Wild World by Maxi Priest
Windows are Rolled Down by Amos Lee	
The Wino & I Know by Jimmy Buffett