2026 Auction
For more items visit our auction pageFRIDAY - MARCH 6TH
PAVILION AT DOWNTOWN WINTER GARDEN6:30 pm - 9:30pm
Join us for an unforgettable evening celebrating 12 years of the transformative power of art.
Winter Garden Art Association and SOBO Art Gallery proudly stand as the cornerstone of artistic expression in West Orange County. Together, we nurture creativity, educate artists of all ages, and cultivate the talent that enriches and connects our community.
This elegant gala brings our mission to life—where inspiration meets impact. Your generosity directly supports exhibitions, educational programs, youth initiatives, and community outreach that ensure the arts continue to inspire, connect, and thrive.
Take Part in the Magic
Reserve your seat, become a sponsor, or contribute to the auction—and play a vital role in sustaining the arts in our community.
Let the muses inspire you to give. Join us in shaping the future of art.
An Evening to Remember Includes
Curated dinner & wine experience
Sponsor recognition and acknowledgements
Live & silent auctions featuring exceptional artwork and experiences
Artists creating live throughout the evening
Live music performance
Caricaturist and interactive selfie photo station
Picasso-inspired characters strolling the event
Master of Ceremonies: Billy Flanigan
Billy Flanigan is a graduate of the Boston Conservatory of Music with a BFA in Musical Theater and a beloved performer at Walt Disney World for over four decades. His Disney credits include Tarzan Rocks, Hoop Dee Doo Revue, and Finding Nemo: The Big Blue… and Beyond!, along with a memorable turn as Ken in the Magical World of Barbie. Billy has also appeared in film and television and is the subject of the documentary Billy Flanigan: The Happiest Man on Earth, now streaming on major platforms.
Culinary Experience
Live Music by 501 Band
Get ready for a fun, high-energy night with the 501 Band! Featuring an all-star lineup of guitars, keys, drums, and the signature 501 Horns, this crowd-favorite group brings irresistible grooves and feel-good vibes that keep the party going. When the 501 Band takes the stage, you know it’s going to be a great night.
Caricatures by Woody Woodman
A returning favorite from last year’s gala, Woody Woodman is a master storyteller and illustrator with a warm Americana sensibility. With a career that includes work with Disney Feature Animation and major studios around the world, he has an exceptional ability to capture expression, personality, and story in just minutes.
Throughout the evening, guests will enjoy live caricatures drawn on the spot—each one a playful, expressive keepsake that turns a fleeting moment into a memorable work of art.
Live painters
Six talented artists will create original works live throughout the evening, offering guests a rare opportunity to witness the creative process in real time.
PRESENTING SPONSORS 2026
OUR 2025 GALA SPONSORS
Thank you for supporting us








