
Islip Street Fair
When:
May 31, 2026
Where: Main Street, Islip, New York, United States
Category: Community & Culture
Official Website:
https://www.islipchamberofcommerce.org
Step right up to the ultimate downtown block party where Main Street becomes a quarter-mile wonderland of local culture and community spirit. The Annual Islip Street Fair, proudly hosted by the Islip Chamber of Commerce, transforms the heart of town into a bustling outdoor bazaar featuring over 100 talented craft artisans and merchandise vendors. Food enthusiasts can dive into a sensational traveling food truck rodeo, serving up mouth-watering bites that will satisfy every craving. Families are in for a treat at the sprawling Kids Funzone, packed with towering inflatable slides, bounce houses, obstacle courses, and an exciting New York Islanders slapshot booth. Accompanied by live music echoing down the avenue and completely free admission, this vibrant Long Island fiesta delivers non-stop entertainment and the perfect kickoff to the summer season.