The full Sunset Country Fest 2027 lineup will be announced publicly on November 15 at 11:00 AM Eastern.
Newsletter subscribers and Sunset Ambassadors will receive an early look on November 14. Until then, we thought ten days was more than enough time for a lineup puzzle.
Here are five clues, one for each confirmed artist. Each clue points to a different name, but we will not confirm or deny guesses before the scheduled announcement.
Clue One
This artist grew up in a small farming community in the rural Midwest, on land his family has worked for generations.
The song that changed his career went through more than one recording before finding its audience. Before reaching country radio, he built his following through hundreds of backyard and farm performances booked directly with fans.
He spent years working independently. Today, his career includes a major-label partnership, national touring and one of the most recognized independent success stories in modern country music.
Clue Two
She was raised in the Orlando area and moved to Nashville while still young to pursue country music.
She has built her career independently through original releases, live performances and a consistent stream of new music. She also works on the other side of the microphone, interviewing artists and covering major country music events.
Her Florida roots remain an important part of her story.
Clue Three
He comes from a North Central Florida community known nationally for its equestrian culture.
He has built his catalog independently while performing at rodeos, hometown festivals, civic events and country music venues. Although Florida remains home, his recent performances have taken him well beyond the state, including international travel.
Clue Four
This Florida artist is also an entrepreneur who founded his own music publishing and management company.
Instead of placing his music inside an existing category, he created his own name for the sound. His debut EP also carried a title inspired by the personality, humor and reputation of his home state.
Clue Five
She is the youngest artist on the lineup and came to country music through a background in musical theater.
She has released a growing catalog of independent singles and developed a regular presence throughout the Orlando entertainment community. She also hosts a songwriter event that gives artists an opportunity to share the stories behind their music.
What the Five Clues Reveal
Together, the clues show the direction of the Sunset Country Fest lineup.
Four of the five artists have direct connections to Florida. The lineup combines a nationally recognized headliner with independent and regional artists who are actively building audiences across the state and beyond.
One artist has a Platinum-certified single. Others bring connections to Orlando, West Orange County, Ocala and Florida’s independent country music circuit.
That combination reflects what Sunset Country Fest is being built to celebrate: nationally recognized country music, Florida talent and a full day centered on music, community and country culture.
Why This Lineup Fits Central Florida
Central Florida has a strong country audience, but many of the artists who live and perform here do not regularly appear together on the same festival stage.
Sunset Country Fest is bringing those worlds together. The lineup includes national recognition, independent success, local connections and artists at different stages of their careers.
Each artist brings a different story and sound to the festival. Together, they create a lineup designed specifically for the Central Florida audience.
Before You Start Guessing
Newsletter subscribers and Sunset Ambassadors will receive the lineup first on November 14.
The public announcement will be posted on November 15 at 11:00 AM Eastern and will then appear on the festival’s official lineup page.
Until those announcements are released, the festival will not confirm or deny guesses in comments, direct messages or social media posts.
Official ticket information will be published on the tickets page. Parking, arrival and venue information are available on the venue page.
Frequently Asked: Will You Confirm a Correct Guess Before the Lineup Announcement?
No. Sunset Country Fest will not confirm or deny any artist before the scheduled announcement.
Newsletter subscribers and Sunset Ambassadors will receive the lineup on November 14. The public announcement will be released on November 15, 2026, at 11:00 AM Eastern.
Sunset Country Fest takes place on Saturday, April 3, 2027, at the Apopka Amphitheater, 3710 Jason Dwelley Pkwy, Apopka, FL 32712. Gates open at 2:00 PM.