Live Painting Beyond Weddings
Cayla live painting setup at a Milwaukee event, capturing art beyond weddings.
Types of Events I’ve Painted At
Community & Pop-Ups
I love bringing art into everyday settings, surprising people and creating moments. I’ve painted live at pop-ups, makers’ markets, hotel events, books & beer nights, flower & craft fairs, and more. The vibe is casual, social, and fun perfect for spontaneous portraits and small originals.
A floral-painted La Marca Prosecco bottle nestled in fresh snow, symbolizing creativity and celebration beyond the canvas.
Fairs, Festivals & Themed Parties
Whether it’s a craft fair, pet festival, holiday cook-out, or a themed gathering like a 4th of July hot dog party! I enjoy the diversity. These events give me visual inspiration, help me meet new people, and keep my work fresh. Guests love watching the art take shape in real time.
Cayla the Painter sketching live guest portraits at an outdoor Milwaukee market, surrounded by evening light and event guests.
Fundraisers & Charity Events
Art that gives back is extra special. I often donate a portion of my proceeds to good causes and have raised meaningful amounts for local nonprofits through live-painting events. When guests buy portraits, they’re helping a bigger mission and that makes the experience even more memorable.
The exterior of Radio Milwaukee glowing at sunset, a creative space known for community art, music, and live events.
How My Live Portrait Process Works
I capture people, pets, or any subject live or from photos.
Each portrait typically takes 15 minutes, so guests don't wait long.
I sketch first, then add color and detail guests can watch it evolve.
I bring finished originals, too, and sometimes do custom items to match event themes.
We coordinate logistics: timing, number of portraits, etc., so I fit smoothly into your event flow.
A “Live Guest Portraits” booth setup under a tent in a sunny garden, complete with watercolor supplies and signage.
Why It’s Loved
Watching art unfold live makes guests feel special — there’s joy in seeing their portrait come to life. Each piece becomes a unique keepsake tied to that moment. At fundraisers, portraits do more than look good they support causes, giving the artwork real meaning. And overall, live painting adds a “wow” factor: people remember being painted and how it made them feel.
A close up of watercolor paints, brushes, and a finished live portrait of two guests, showing the detail and color of Cayla’s work.
Book Me
Want live painting at your next event whether a casual gathering, themed party, craft market, or fundraiser?
Email me: CaylaThePainter@gmail.com
Include your event type, guest count, theme if any, and whether you prefer portraits onsite, finished pieces, or both. I’ll walk you through the options, timing, and pricing.
