The Fair at Fenway South

The magic of the fair returns as the Fair at Fenway South celebrates its 11th year at JetBlue Park, bringing three weekends of thrilling rides, live entertainment, and fair food favorites to Southwest Florida. The fair runs Fridays through Sundays October 31–November 2, November 7-9, and November 14–16.
This year’s featured acts include:
• The Magic of Lance Gifford – Las Vegas–style comedy hypnosis show
• Wolves of the World – an educational traveling wolf pack performance
• Victoria Circus & Thrill Show – acrobatics and daredevil stunts
• Rosaire’s Royal Racing Pigs – always a fan favorite
• Cowtown USA – live milking demonstrations
• Giant Petting Corral – hands-on fun for kids of all ages
The fairgrounds, spread over 20 acres, will be filled with excitement, from the towering 100-foot Giant Ferris Wheel to more than 30 state fair–style amusement rides. Families will also find an expanded Kiddieland for younger visitors, plus classic games and prizes throughout the fair.
Fairgoers can also look forward to a lineup of outrageous eats and irresistible classics that make the annual event a true feast for the senses. This year’s menu showcases the creativity and indulgence that fair food is famous for:
• Giant Turkey Legs – slow-roasted, smokey and big enough to share.
• Deep-Fried Oreos & Twinkies – crispy on the outside, gooey on the inside and dusted with powdered sugar.
• Loaded Funnel Cakes – topped with everything from strawberries and whipped cream to chocolate drizzle and candy.
• Over-the-Top Milkshakes – towering creations decked with sprinkles, cookies and even whole slices of cake.
• El Churri – Mexican desserts such as churros and dulce de leche
• New Flavors for 2025 – exciting twists like pickle pizza, bacon-wrapped treats and tropical-inspired sweets.