Cayla The Painter: Live Wedding Painting

September is officially packed with opportunities to come say hi and get a special painting made just for you! 🎨✨I’ll be...
09/10/2026

September is officially packed with opportunities to come say hi and get a special painting made just for you! 🎨✨

I’ll be popping up all around Wisconsin this month, live painting, from Wauwatosa Village Tosa Fest and the Madison Night Market to Visit West Bend’s West Bend Farmers Market, Milwaukee Makers Market, and Pet Days ZÓCALO!

Whether you want a portrait of yourself, your favorite person, or your pet, I’d love to paint a little memory for you to take home 🥹🖌️

Save this post so you know where to find me, and tell me which event I’ll see you at! 🤍

07/11/2026

Core memory, but make it art!

Looking for a souvenir that's a little more meaningful? Stop by Bastille Days and let me create a hand-painted watercolor portrait of you and your favorite people while you explore the festival. Whether it's sisters, best friends, couples, or the whole family, you'll leave with a keepsake you'll treasure long after the weekend is over.

✨ Find me between the Main Stage and the Eiffel Tower!

Saturday, July 11: 11:00 AM–11:30 PM
Sunday, July 12: 11:00 AM–7:00 PM

I can't wait to paint your Bastille Days memories! 💛

Happy Father's Day to all the dads, grandpas, father figures, and soon-to-be dads out there! 💙If you're spending the day...
06/21/2026

Happy Father's Day to all the dads, grandpas, father figures, and soon-to-be dads out there! 💙

If you're spending the day at the Milwaukee Makers Market, stop by and say hello! I'll be painting custom watercolor portraits on-site all day 10 am to 4 pm!

Because honestly, there are few gifts more meaningful than a painting of the people you love most!

See you at American Family Field! ⚾🎨

American Family Field
Milwaukee Makers Market

CustomPortraits WatercolorPortraits ShopLocalMilwaukee

✨ June Pop-Ups & Live Painting Events ✨I am SO, SO excited for this month's lineup of live painting events and pop-ups! ...
06/01/2026

✨ June Pop-Ups & Live Painting Events ✨

I am SO, SO excited for this month's lineup of live painting events and pop-ups! Every month I get to paint in new places, meet incredible people, and create little keepsakes and memories through art... and this month feels especially surreal.

If you would've told 16-year-old Cayla that one day she'd be painting at Summerfest, she probably would've either screamed or passed out. 😂 Maybe both.

As someone who grew up going to Summerfest, the thought that my artwork will be there this year honestly feels like one of those full-circle moments that doesn't quite feel real yet.

If you're looking for a custom watercolor portrait, want to browse original artwork, or just want to stop by and say hi, I'd absolutely love to see you this month! ❤️

📍 June Events:
• The Journeyman Hotel Pop-Up | June 2, 9, 23 & 30 | 4:30–7:30 PM


• 414Flea at Zócalo | June 7 | 11 AM–5 PM


• Dog Days at Boerner Botanical Gardens | June 8 | 3–7 PM


• Milwaukee Makers Market at American Family Field | June 21 | 10 AM–4 PM


• Summerfest Shop Local Market | June 25–27 | 12 PM–11 PM


Here's to a month full of painting, storytelling, and maybe a few "I can't believe this is real" moments ☀️🎨

One of the hardest and most meaningful parts of this job is getting to help preserve the memory of pets who meant so muc...
05/11/2026

One of the hardest and most meaningful parts of this job is getting to help preserve the memory of pets who meant so much!

Finished this portrait yesterday as a gift for a mother missing a very loved companion!

There’s something really special about turning old photos and memories into something tangible again ✨️

05/10/2026

There’s something so special about getting to paint memories like these 🤍

This piece was commissioned as a Mother’s Day gift from an old childhood photo, and the entire process felt like stepping back into the early 2000s for a little while… the flash photography, layered shirts, uncontrollable laughter, all of it.

It reminded me how important these little moments become over time, and how often moms are the ones preserving them for us in the first place.

Feeling really grateful to spend this week creating paintings filled with so much love, nostalgia & family history!

Happy Mother’s Day to all the incredible moms out there 🌷

😊 Some recent love stories, painted, and captured for forever ✨Live guest portraits are more than entertainment for your...
04/21/2026

😊 Some recent love stories, painted, and captured for forever ✨

Live guest portraits are more than entertainment for your wedding day... they give your favorite people a moment to slow down, connect, and leave with something meaningful to remember it all by!

A keepsake for them, and a memory for you!

04/14/2026

Happy 414 Day! Please enjoy some well said marriage advice for my brother & sister-in-law from the one and only Charlie Berens!

Thank you, Charlie! You are best!

04/10/2026

Commissioned by a brother, each one thoughtfully made for the people who he meant the most to… a piece for his wife, one for their parents, and one for the brother and his partner.

Such a beautiful way to honor his life… through the love he shared, the relationships he built, and the memories that continue to live on through the people closest to him!

It’s always an incredible responsibility, and an even greater honor, to create something so personal… something that will be held onto for years to come.

Grateful to have been trusted with these 🩷

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Milwaukee, WI
53202

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