34th Annual Island Fest
Saturday & Sunday, March 28 & 29, 2026
Founders Park, Islamorada
New Acts And Crowd Favorites At The 2026 Island Fest
Island Fest is back and better than ever! This year’s 34th 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, March 28 & 29, 2026, 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 starts at 10am, with the first band to be announced. Next up, I Land Vibes will keep the energy high with their joyful beach tunes, followed by The Sunshine Band, who will get the crowd rocking and rolling with their energetic performances.
Saturday March 28 Performance Schedule Includes:
10am – 12 noon | Love & Water – Reggae
12:30pm – 2:30pm | I Land Vibes – Beach Tunes
2:30pm – 5pm | The Sunshine Band – Rock n’ Roll
Sunday’s entertainment will begin with a band To be Announced. The vibe will then shift as The Carousers takes the stage, who will get the crowd rocking and rolling with their energetic performances. To wrap up the afternoon, an band To be Announced will take the stage.
Sunday March 29 Performance Schedule Includes:
10am – 12noon | The Barstool Sailors – Tropically Flavored Originals
12noon – 2pm | The Carousers – AmericanaRock n’ Roll
2pm – 4pm | John Mavis – Country
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.