Celebrate the 35th Annual Island Fest on April 10–11, 2027, from 10 a.m. to 5 p.m. at Founders Park (Mile Marker 87, bayside) in Islamorada. This free Islamorada Chamber of Commerce fundraiser features a juried arts and crafts show with around 100 artists, live music across multiple genres, diverse food trucks, a smoked fish dip contest, and the All-American Road Vintage Cruisers Car Show.
Family activities include a sand sculpture contest, “What Floats Your Boat?” homemade boat race, kids’ business fair, and more. Parking is available for a donation. Exact entertainment, vendors, and details are subject to change.
For the latest updates, schedule, and event information, click here.
Enjoy the Florida Keys in true luxury. SeaEO Luxury Boat Charters offers customizable private luxury charters from Islamorada, perfect for groups of up to 13 guests seeking personalized cruising, sandbar stops, sunset views, or a relaxed day exploring the Upper Keys waters.
