Mile 0 Fest Key West Landmark 10th Anniversary Celebration

Fans looking to secure their place at the anniversary celebration are encouraged to act soon, as Sunday, November 15th, 2026 marks the final opportunity to purchase using a payment plan.

Celebrating ten years of song, sun and sand, Mile 0 Fest returns with a powerhouse lineup led by Cross Canadian Ragweed, Ryan Bingham, Wyatt Flores, Old Crow Medicine Show and Kaitlin Butts, alongside dozens of acclaimed Americana, Red Dirt and Texas Country artists performing across more than ten stages throughout Key West.

The five-day celebration kicks off Tuesday, January 26th, 2027 at the Truman Waterfront Park Amphitheater with an Early Start Package Happy Hour, followed by performances from The Creekers, Silverada and an opening night headline set from Kaitlin Butts.

On Wednesday, January 27th, 2027 Ryan Bingham takes center stage at the Amphitheater, joined by American Aquarium, Jason Scott & The High Heat and The Kruse Brothers. Performances throughout the island will also feature William Clark Green, Tanner Usrey, Roger Creager, Stoney LaRue, Pony Bradshaw, Jamie Lin Wilson, Courtney Patton and more.

Thursday, January 28th, 2027 brings Wyatt Flores to the Amphitheater for a headline performance, with William Clark Green, The Jack Wharff Band and The Droptines rounding out the evening's main stage lineup. Elsewhere across Key West, fans can catch performances from Wade Bowen, Tanner Usrey, Micky & The Motorcars, American Aquarium, The Creekers, Bri Bagwell and more.

On Friday, January 29th, 2027, Cross Canadian Ragweed headlines one of the most anticipated nights of the anniversary celebration, joined at the Amphitheater by Wade Bowen, Shelby Stone and The Smokin' Oaks. The day's island-wide schedule also includes Wyatt Flores, 49 Winchester, Stoney LaRue, Corb Lund, Kevin Fowler, Taylor Hunnicutt, Micky & The Motorcars and more.

The celebration culminates Saturday, January 30th, 2027 with Old Crow Medicine Show closing out the festival at the Amphitheater, following performances from 49 Winchester, Corb Lund and Taylor Hunnicutt. Additional performances throughout the island include Cody Canada & The Departed, Shelby Stone, Bri Bagwell, Johnny Mullenax, Walt & Tina Wilkins and more, bringing the milestone celebration to an unforgettable close.

Beyond the main stage performances, Mile 0 Fest continues to offer the intimate, one-of-a-kind experiences that have made it a bucket-list destination for music lovers. Exclusive to eligible festival package holders, the coveted Songwriter Spotlight performances at the historic Key West Theater will feature Kaitlin Butts, Ryan Bingham, Old Crow Medicine Show and Fabrizio. The festival's signature Sessions at Sea experiences will also return, featuring live performances aboard sailing excursions with artists including Cody Canada, Bri Bagwell, Walt & Tina Wilkins, Taylor Hunnicutt, Shelby Stone, Adam Hood, J.D. Graham, Jason Eady and Stoney LaRue.

Unlike traditional music festivals, Mile 0 Fest transforms the entire island of Key West into a music lover's paradise. From waterfront performances at the Truman Waterfront Park Amphitheater to intimate sets at iconic local bars, beachfront stages and resort venues, fans can experience live music from afternoon through late into the evening while exploring one of America's most beloved island destinations.

The 10th Anniversary celebration introduces even more ways to experience the island, including the addition of the Reach Beach Stage at The Reach Resort, alongside returning favorites such as the Southernmost Beach Resort, Ocean Key Resort, Smokin' Tuna Saloon and Hank's Saloon. With performances taking place across Key West, the festival offers an immersive music vacation where artists, fans and the local community come together in a way few other events can replicate.

Since its founding in 2018, Mile 0 Fest has welcomed fans from all 50 states and around the world, building a reputation as one of the country's premier destination music festivals. Named the "#1 Music Festival in the Country" by USA Today, the event has become a beloved annual tradition for fans and artists alike, celebrated for its intimate performances, unexpected collaborations and close-knit community.

With the daily schedule now available, fans have more flexibility to plan their festival experience. Single-Day General Admission passes offer access to select days of music, while 3-Day General Admission passes allow fans to enjoy an extended getaway. A limited number of 5-Day Gold Premier VIP packages also remain for those seeking an elevated festival experience.

Single-Day and 3-Day General Admission passes are on sale now, with limited Gold Premier VIP packages remaining. The deadline to secure passes through a payment plan is Sunday, November 15th, 2026.

For more information and to purchase packages or passes, visit: www.Mile0Fest.com.

All performance times and schedules are subject to change.