Wednesday, April 28

6pm

 Festival Kick-Off Concert - Ocean Key Resort - Sunset Pier
Randy Houser Band

8pm

 Pier House Resort Beach
 

10pm

 Conch Republic Seafood Company

Thursday, April 29

Noon

 Southernmost Beach Café – Prelude to Beach Bash

4pm

 Blue Heaven

5pm

 Southernmost Beach Café - Beach Bash

5pm

 Westin Resort

6pm

 Doubletree Grand Key Resort

8pm

 San Carlos Institute *tickets available  www.keystix.com  
 Bob DePiero, Tom Douglas, Rebecca Lynn Howard, Jamey Johnson, Robert Earl Keen,   Raul Malo &Wendell Mobley 

8pm

 The Rum Barrel

9pm

 Tropic Cinema * tickets available  www.keystix.com  

 Kelly Archer, Chuck Cannon, Natalie Hemby, Chuck Jones, Luke Laird, Shawn Mullins& Hugh Prestwood

9:30pm

 Margaritaville
Scott Kirby & Special Guests
 

10pm

 Cowboy Bills Honky Tonk Saloon

12am

 Bottlecap Late Night Hang

12am

 Bigguns Sports Bar Bash

Friday, April 30

1pm

 Southernmost Hotel Pool Party - SOMO Music & Margaritas

3pm

 Southernmost House

5pm

 Sloppy Joe’s

5:30pm

Green Parrot "Sound Check"
 

6:00pm

Margaritaville
Scott Kirby and Special Guests
 

6:30pm

 Fury Water Adventures Sunset Sail tickets available www.furycat.com  
 James Slater and Friends  

8pm

 San Carlos Institute * tickets available www.keystix.com                   
 Jessi Alexander, Kim Carnes, Tom Douglas, Steve McEwan, Bobby Pinson, Jon Randall & Jason White

9pm

 Tropic Cinema * tickets available www.keystix.com
 Bob DePiero, Steve Dorff, Tim James, Jon Mabe, Raul Malo, Dave Pahanish, Ashley Ray & Kylie Sackley

9:30pm

 Margaritaville
 Nashville "Songwriters in the Round"

10pm

 Cowboy Bill's Honky Tonk

10pm

 Green Parrot

12am

 Bottlecap Lounge - Late Night Hang

Saturday, May 1

Noon

 Cowboy Bills Honky Tonk Saloon - BBQ

Noon

 Southernmost on the Beach-Poolside -  Lounge Chairs & Lyrics

2pm

 San Carlos Matinee* tickets available  www.keystix.com
 James Slater and Friends

5pm

 Ocean Key Resort - Sunset Pier

6:30pm

 Fury Water Adventures Sunset Sail ~ tickets available www.furycat.com
 Ross Copperman, Kip Moore, Steven Lee Olsen, Blake Wise

 

9pm

 Ocean Key Resort Sunset Pier - Main Event * tickets available   www.keystix.com  
 Raul Malo Band

9:30pm

 Margaritaville
 Scott Kirby & Special Guests

11pm

 Irish Kevin's

12am

 Bottlecap Lounge - Late Night Hang

Sunday, May 2

11 am

 Southernmost Beach Café - Champagne Brunch

Noon

 Southernmost Beach Cafe - In The Round

6pm

 Casa Marina Waldorf Astoria Resort - Sunset Show

6:30pm

 Fury Water Adventures Sunset Sail ~ tickets available www.furycat.com
 Marty Dodson, Danny Myrick, Tebey Ottoh, Bridgette Tatum

 

9:30pm

 Margaritaville
 Scott Kirby & Special Guests