Mile 0 Fest Key West 2026

Five Days of Live Americana in Key West

Mile 0 Fest Key West returns January 27–31, 2026, bringing five days of Red Dirt, Americana, and roots-driven performances to the heart of Old Town. The festival blends high-impact evening shows with relaxed daytime sets across bars, patios, and waterfront venues, creating one of the most immersive music weeks in the country.

Full 2026 Lineup released

The 2026 roster features returning favorites, rising artists, and a rare reunion performance fans have been waiting years to see. Explore the complete schedule and artist lineup directly here:
https://www.mile0fest.com/lineup/

Headliners for 2026 include:

• Cross Canadian Ragweed

• Randy Rogers Band

• Shane Smith & The Saints

• Stephen Wilson Jr.

• Paul Cauthen

• Kaitlin Butts

• Casey Donahew

Over 40 additional acts will perform across multiple stages throughout the island.

The Festival Setting

Evening performances take place at the Truman Waterfront Amphitheater, where open-air staging, waterfront breeze, and a lively lawn atmosphere create an easygoing festival environment. Surrounding venues host everything from acoustic sets and songwriter rounds to late-night jams that stretch deep into the evening.

Daily Rhythm of Mile 0 Fest

The festival schedule invites a relaxed but engaging pace:

• Daytime: songwriter showcases, local bar sets, and casual acoustic sessions

• Late Afternoon: fans gather at the amphitheater as the stage lights come up

• Evening: headliner performances featuring the biggest names of the week

• Night: unscheduled jams and special appearances across Duval Street

Whether you plan each day or wander into the music organically, the island offers something exciting around every corner.

Where to Stay for Mile 0 Fest

To stay close to the stages and nightlife, visitors often choose Old Town accommodations.

Explore charming historic inns and intimate rooms at Key West’s bed & breakfasts:
https://www.keywesttourist.com/bed-and-breakfast/

For those who prefer modern amenities, larger rooms, or resort-style pools, browse the island’s top hotels & resorts:
https://www.keywesttourist.com/hotels-resorts/

Both options offer easy access to the amphitheater, Duval Street venues, and festival transportation routes.

Why Fans Return Every Year

Mile 0 Fest continues to build its reputation as a boutique music event where fans feel close to the artists, the schedule stays easygoing, and the island atmosphere enhances every performance. From acoustic afternoon hangs to high-energy amphitheater nights, the 2026 festival promises a week of unforgettable music in one of Florida’s most vibrant coastal settings.