2026
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Cows ’n Cabs is an annual charity fundraising event held in Winter Park, Florida, that brings together food, wine, music, and community for a cause. With premier food, wine, and spirits, the community looks forward to this highly anticipated annual tradition year after year. Now in its 14th year, the two-night event blends top-tier culinary experiences, live entertainment, and immersive brand activations into a fun, high-energy “party with a purpose.”
In November 2025, Cows ’n Cabs reached a record-breaking milestone, raising $1.088 million and welcoming more than 3,300 attendees. The event featured over 35 restaurants and 50 beverage partners, alongside celebrity chef hosts Bryan and Michael Voltaggio and a live performance by country music star Randy Houser, creating an experience that drew both loyal attendees and new guests.
Known for its lively atmosphere and thoughtfully curated programming, Cows ’n Cabs balances entertainment and engagement while maintaining an intimate, walkable event layout. Guests return year after year not only for the food and music, but for the sense of community and purpose that defines the event.
Beyond the celebration, Cows ’n Cabs has greatly impacted the local community through its philanthropic efforts. Proceeds from the 2025 event are expected to distribute approximately $750,000 to local, youth-focused charities across Central Florida, supporting organizations dedicated to children’s health, education, and family services.
Cows ’n Cabs stands as a model for how experiential events can successfully combine entertainment, business strategy, and philanthropy.
Credits
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LandGate
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Product & Services - Energy
Country / Region
United States
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SPS North America
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Customer Experience - Outstanding Innovation in Customer Service
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United States
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Joseph DeWoody
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Entrepreneur - Professional Services
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United States
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Jenna Biancavilla
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Entrepreneur - Financial Services
Country / Region
United States