2026 Auction

For more items visit our auction page

Gary Clark - Red Hat Ladies

Acrylic on Canvas

Gallery Value $900

Starting Bid $450

Orlando Philharmonic Orchestra Tickets, VIP Celtic Angels Tickets, Orlando Shakes

Starting Bid $144

Iceland Adventure

5 NIGHTS FOR 2 ADULTS IN ICELAND

Starting Bid: $4600

Acoustical Fruitfall, 10 Guitars by Artist Pearse Kelly

Starting Bid: $750

Original Still life Painting by Artist Mirjana Cesar

Starting Bid: $50

Exclusive Private Bourbon & Food Pairing with Chef Ryan Freelove

Starting Bid: $1200

Original Art by Charlott Neal

Starting Bid: $110

Shimmering Ruby & Diamond Bolo Bracelet

Starting Bid: $125

Sky Dome Star Gazing trip to Valle, Arizona

Starting Bid: $3000

FRIDAY - MARCH 6TH

PAVILION AT DOWNTOWN WINTER GARDEN

6:30 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

 

The evening’s cuisine will be provided by Market to Table, a beloved local restaurant known for modern American cuisine in a casual, upscale setting. Led by Chef Ryan Freelove, the scratch kitchen features seasonal menus highlighting fresh seafood, hand-cut steaks, and house-made pasta—crafted to delight both the palate and the senses.

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