Hannibal Square Food & Music Fest

An evening of food, live music, and community in historic Hannibal Square, Winter Park. Four tasting plates for $40.

Presented by DeMetree Global

Experience an unforgettable evening of food, live music, and community in the heart of Historic Hannibal Square!

Join us Thursday, November 19, 2026, from 4–9 PM as West New England Avenue in Winter Park comes alive with delicious food, incredible live performances, local businesses, and the vibrant atmosphere that makes Hannibal Square one of Central Florida's most unique destinations.

🍽️ FOUR TASTINGS FOR $40

Explore the flavors of Hannibal Square with four tasting tickets for just $40!

Visit participating neighborhood restaurants, sample their specialties, and discover your next favorite dining destination.

Festival admission is FREE! Tasting tickets are available separately through Eventbrite.

🎸 LIVE MUSIC ALL EVENING

Enjoy an incredible lineup of live music featuring:

• Shak Nasti
• Strange Trip
• Ancient Sun — Headliner

Professional outdoor stage, live performances, and five hours of music in the heart of Winter Park.

🦩 EXPLORE HISTORIC HANNIBAL SQUARE

There's more to experience than great food and music!

Explore local boutiques, discover independent businesses, enjoy neighborhood activities, and experience the history and culture that make Hannibal Square special.

📍 EVENT DETAILS

Date: Thursday, November 19, 2026
Time: 4:00 PM – 9:00 PM
Location: West New England Avenue, Historic Hannibal Square, Winter Park, FL 32789
Admission: FREE
Food Tasting Package: $40 for four tastings

❤️ SUPPORTING OUR COMMUNITY

The Hannibal Square Food & Music Fest is organized by I LUV Hannibal Square, with proceeds benefiting Welbourne Nursery & Preschool.

Proudly presented by DeMetree Global.

Bring your friends, bring your appetite, and join us for a night celebrating everything we love about Hannibal Square!

GOOD PEOPLE. GOOD FOOD. GREAT MUSIC.