33rd Annual Island Fest
Saturday & Sunday, April 5 & 6, 2025
Founders Park, Islamorada
New Acts And Crowd Favorites At The 2025 Island Fest
Island Fest is back and better than ever! This year’s 33rd Annual celebration, presented by the Islamorada Chamber of Commerce, promises an unforgettable weekend filled with music, culture, and excitement. Whether you’re a fan of Tropical Americana, laid-back Beach Tunes, classic Rock ‘n’ Roll, Blues, Country, or something in between, Island Fest has something for every music lover. Taking place on Saturday and Sunday, April 5 & 6, 2025, this two-day event will feature not only outstanding live performances, but also a Smoked Fish Dip Contest, a showcase of Keys Young Entrepreneurs, a vintage car show, and nearly 100 talented artists from across the country offering their unique creations. With a little something for everyone, this is the perfect way to kick off the season!
The live music at Island Fest will kick off shortly after the event’s 10 a.m. start with the Micah – Barstool Sailor Band, bringing their unique Tropical Americana sound to the beach stage as Noel Skiba paints live. Next up, I Land Vibes will keep the energy high with their joyful beach tunes, followed by Electric Mayhem, who will get the crowd rocking and rolling with their energetic performances.
Saturday April 5 Performance Schedule Includes:
10am – 12 noon | Micah – Barstool Sailor Band
Micah – Barstool Sailor Band – Tropical Americana as Noel Skiba paints live
12noon – 2pm | I Land Vibes
I Land Vibes – Beach Tunes
“We’re an island band,” head musician Rayner Washington said. “So we perform popular American songs with an island twist. And we promise you’ll leave feeling happy.”
2pm – 4pm | Electric Mayhem
Electric Mayhem – Rock n’ Roll
Sunday’s entertainment will begin with The Tim Dressing Band, offering a blend of both old and new music. The vibe will then shift as The Pitbull of Blues Band takes the stage, delivering soulful blues while Pasta paints to the rhythm. To wrap up the afternoon, KeyBillies will bring a touch of country to the beach, ensuring the day ends on a high note.
Sunday April 6 Performance Schedule Includes:
10am – 12noon | The Tim Dressing Band
The Tim Dressing Band – Old & New
12noon – 2pm | Pit Bull of Blues
The Pit Bull of Blues – Blues while Pasta paints to the rhythm
2pm – 4pm | KeyBillies
KeyBillies – Country
“We are a trio out of Key Largo, FL. We play a unique blend of Country, Rock, and Folky-Bluegrass”
Island Fest has something for everyone, with a vibrant mix of live music, art, delicious food, classic cars, and endless fun. Admission is free, and on-site parking is available for a $10 donation. The Islamorada Chamber of Commerce invites attendees to “Keep The Scene Green” by bringing their own reusable water containers, helping to make the event more eco-friendly while enjoying all the festivities. For more information, contact the Islamorada Chamber of Commerce at 305.664.4503.