Experience the Best of the Florida Keys at the 33rd Annual Island Fest in Islamorada

1. When is the 33rd Annual Island Fest in Islamorada?

The festival takes place on April 5–6, 2025, from 10 AM to 5 PM at Founders Park (Mile Marker 87, Bayside). Admission is free, and parking is available on-site for a $10 donation.

Deeper Dive: Want to see what else is happening that weekend? Keep reading for details on art, music, and more!

2. Why is the Plantation Yacht Harbor Arts & Crafts Show a must-see?

This juried show features around 100 talented artists showcasing a wide range of artwork—paintings, sculptures, jewelry, fine crafts, driftwood carvings, and beyond.

Deeper Dive: Thinking about expanding your art collection? Check the full festival lineup below.

3. What food can I expect at Island Fest?

Island Fest is known for its diverse culinary delights—from fresh seafood and BBQ to brick oven pizza, Mediterranean, and authentic Mexican cuisine. Don’t miss the popular Smoked Fish Dip Contest, where you can taste and vote!

Deeper Dive: Keep reading for info on the best local eats and tips for trying them all.

4. What can car enthusiasts look forward to?

The All-American Road Vintage Cruisers Car Show highlights antique cars, trucks, motorcycles, and rat rods. Expect categories like Coolest Cruiser, Raddest Rod, Funkiest Foreign, Best of Show, and People’s Choice.

Deeper Dive: Have a classic car of your own? Registration details are coming up next.

5. Who’s performing at Island Fest?

On Saturday (April 5), enjoy the island-inspired sounds of I Land Vibes (12:30 PM – 2:30 PM). Sunday (April 6) brings The Pit Bull of Blues (12:00 PM – 2:00 PM), complete with a live painting performance by artist Pasta.

Deeper Dive: Check below for more ways to immerse yourself in the festival’s laid-back beachy vibes.

6. What family-friendly activities are available?

Island Fest is brimming with fun for all ages—painting a life-sized dolphin statue, sandcastle-building, hula hoop contests, and kite flying on the beach. The “What Floats Your Boat?” Homemade Boat Race invites creative DIY vessels, with a special “What Floaties Your Boat?” category for kids 10 and under using pool floats.

Deeper Dive: Stay tuned for race entry details and kids’ zone highlights below.

7. How can SeaEO help me explore more of the Florida Keys?

After you’ve enjoyed Island Fest, why not take to the water? SeaEO offers charters, snorkeling excursions, sandbar trips, eco-tours, and more to fully experience Islamorada and the surrounding Florida Keys. According to the Monroe County Tourist Development Council, the Florida Keys welcomed an estimated 5.4 million visitors in 2023—come see why so many are drawn to these beautiful islands!

Deeper Dive: Ready to plan your adventure? Check out our Book page for details on how to customize your trip.

Plan Your Visit to Island Fest

Dates: Saturday & Sunday, April 5-6, 2025
Location: Founders Park, Islamorada (Mile Marker 87, Bayside)
Time: 10 AM – 5 PM both days
Admission: FREE!
Parking: Available on-site for a $10 donation
Eco-Friendly Tip: Bring a reusable water bottle to reduce plastic waste. Let’s “Keep the Scene Green” together!

Island Fest runs rain or shine, so pack your lawn chairs and blankets for a relaxing weekend. Don’t miss this chance to celebrate the culture, flavors, and fun of the Florida Keys!