2024 Key West Songwriters Festival Lineup & Resort Events Unveiled

Songwriters are heading to paradise, from May 1st to May 5th for the 28th Annual Key West Songwriters Festival. This year’s festival delivers an unforgettable lineup over five days, featuring over 150 talented artists and songwriters across various venues from land to sea. This festival, renowned for its intimate performances and unique island settings, is not just a celebration but a deep dive into the stories behind the music that shapes our lives. Here are just a few of the names ready to head to the stage in Key West: Cole Swindell, Robert Earl Keen, Liz Rose, Lori McKenna, Dallas Davidson, Earl Bud Lee, Jeffrey Steele, Dylan Marlowe, Rebecca Lynn Howard, Bob DiPiero, Robert Randolph, James Slater, Tyler Reeve, Fancy Hagood, Ryan Hurd, Tommy Sims, Chase Matthew, Bridgette Tatum and more.

Festival Kickoff and Highlights:

The festival kicks off with the Sunset Pier Kickoff Party on May 1st, at 6 pm, featuring Dylan Marlow and the Heartwreckers, setting the perfect tone for the days ahead. The excitement ramps up on May 2nd, 7 pm at the Coffee Butler Amphitheater, a ticketed event showcasing country music star Cole Swindell with special performances by Restless Road & Mackenzie Carpenter. Then, on Saturday, May 4th, from 7-10 pm, the iconic Duval Street block party becomes the heart of the festival, drawing thousands for a free concert headlined by Dallas Davidson and friends, promising an unforgettable night of music and fun.

New This Year

New this year is Key West Women’s Club – All Womens Round, featuring Rebecca Lynn Howard, Twinnie, Meg Linville, Emma Zinck, Brigette Tatum, and MaRynn Taylor. Also new this year is “Sunday Church” at Williams Hall (ticketed event), featuring Rebecca Lynn Howard, Elisha Hoffman, Tommy Sims & more.

In 2016 Jake Owen performed at the Key West Songwriters Festival, and this is what he had to say, “ “I love coming down here because, as a fan of music, I’m a fan of all these songwriters,” said Owen shortly before taking the stage. “When you see someone who’s so talented play a song that they wrote or created, it’s like art — it lives forever.”

Songwriter Events at Our Resorts:

Southernmost Beach Resort and The Marker Key West Harbor Resort are a proud sponsor of the 28th Key West Songwriters Festival. Here’s what’s happening at our resorts:

Southernmost Beach Resort Songwriter Events:

Southernmost Beach Resort Beach Bash | South Beach | May 2nd, 12 PM – 4 PM
Kaleb Sanders, Bryan West, Hayley Payne, Joey Hyde, Jamie Paulin, Luke Preston, Noah West, Rich Lafleur, and Brad Hutsell, Tyler Chambers, Sophia Scott, and Palmer Anthony.
Pineapple Pool Party | May 3rd, Noon—4 PM
Caleb Lathrop, Dylan Wolfe, Lil Skinny, Carson Beyer, Emma Klein, Presley Termini, Taylor Termini, Heath Warren, Daniel Ross, Jake Banfield, Jacob Hackworth, Michael Lotten and Gabby Scotto.
South Beach Stage | May 4th, 5 PM—7:30 PM
Troubadour 77 – (Monty Powell, Anna Powell), Earl Bud Lee, Trent Tomlinson, Channing Wilson, and Shane Proffitt.
Southernmost Beach Cafe | May 5th, Noon – 3 PM)
Hayley Payne, Morgan Lee Powers, Jess Meuse, Delaney Ramsdell, Jobe Fortner, Chris Andreucci, and Rob Ragosta.

The Marker Key West Harbor Resort Events:

Pool Party | May 2nd, 5:30 PM – 7:30 PM
Mia Mantia, Jonathan Hutcherson, Brett Boyett, Twinnie, Justin Klump and Danielle Blakey
Pool Party | May 4th, Noon—3 PM
Noah Thompson, Mia Mantia, Dan Wilson, Bill Roemer, Schmitty, Brooke Lee, Chase McDaniel, Lil Skinny, and Presley Termini, and Taylor Termini.

Plan Your Festival Experience:

Check the lineup and grab tickets for ticketed events early. Many concerts are free, but arriving early is essential to secure the best spots, whether it’s a boat, bar, courtyard, amphitheater, pool, or beach. Plan ahead for an unforgettable experience!

Be sure to check out the full lineup and plan your festival journey by visiting Key West Songwriters Festival. Download the festival app for live updates and tips to help navigate before and during the festivities.

Join us at Southernmost Beach Resort and The Marker Key West Harbor Resort for a front-row seat to this Singer/Songwriter Storytelling extravaganza. Be at the heart of the storytelling, and share your festival highlights with us using #somolife and #lovethemarker. Let’s celebrate the art of songwriting together!