Elevated entertainment that makes every moment unforgettable.
Paint Me Silly Entertainment transforms events into immersive artistic experiences, blending playful luxury with polished creativity across South Florida and New York.
From passion for play to luxury entertainment
Hi, I'm Cindy! I'm the owner and creative heart behind **Paint Me Silly Entertainment**. Creativity has always been a part of who I am. Before face painting, I explored everything from cosmetology and beauty makeup to special effects makeup, DIY projects, and just about any craft I could get my hands on. I've always loved creating things that make people smile. Over 10 years ago, I discovered face painting, and I instantly knew I'd found something special. It combined my love for art with the joy of working with people, and for the first time, work didn't feel like work. What started as face painting has grown into so much more. Today, Paint Me Silly Entertainment offers everything from face painting and glitter tattoos to balloon décor, interactive craft stations, concessions, and one of my newest passions—cotton candy art. While face painting will always be my first love, creating edible works of art has quickly become another favorite. I started my business in New York before bringing it to South Florida, where I've continued to grow. Although I have an amazing team of artists I work with and train for larger events, I'm still very hands-on and personally involved in making sure every event meets the standard I've built my business on. What matters most to me is quality. I don't believe in cutting corners. Whether it's a birthday party for 15 guests or a large corporate activation, I want every guest to walk away saying, "Wow!" As a single mom, I also understand the importance of balancing quality with affordability. I believe entertainment should feel like a worthwhile investment, and I strive to offer professional, high-quality experiences at fair and honest prices. The best part of my job isn't just creating art—it's seeing the excitement on someone's face when they see the finished result. Those reactions are what have kept me passionate about this business for over a decade, and I truly can't imagine doing anything else. Thank you for stopping by—I can't wait to help bring your next event to life!
Elevated entertainment for every celebration
From cotton candy art to 360 photo booths, Paint Me Silly Entertainment delivers polished, creative activations that transform your event into an unforgettable experience.
Artistic activations
Cotton candy art, professional face painting, glitter and airbrush tattoos designed for Instagram-worthy moments and lasting memories at your event.
Photo experiences
360 booths and social-media-inspired photo activations that capture your guests in action and amplify your event's presence across digital platforms.
Meet the artists behind the magic
Cindy leads Paint Me Silly Entertainment with a passion for creating unforgettable moments through artistic, luxurious event experiences.
Events that leave a lasting impression
Paint Me Silly Entertainment transformed our corporate festival into an unforgettable experience. The cotton candy art station and photo booth kept guests engaged all day long.
Michelle Torres
Corporate Event Coordinator
The face painting and balloon decor were absolutely stunning. Our guests couldn't stop talking about how polished and creative everything looked. Highly recommend for any celebration.
James Richardson
Wedding Planner
Our kids' birthday party was elevated and fun without feeling over the top. The attention to detail in every service was incredible. Paint Me Silly Entertainment is pure creativity.
Sophia Mendez
Parent
The 360 photo booth and glitter tattoo station were the highlights of our adult festival. Professional, trendy, and exactly the vibe we wanted. Worth every penny.
David Chen
Festival Director
Cindy and her team brought energy, artistry, and polish to our event. The interactive activations kept the crowd engaged and created amazing social media moments.
Amanda Foster
Brand Marketing Manager
Got questions about us?
Find answers to what clients ask us most about working with Paint Me Silly Entertainment.
What services does Paint Me Silly Entertainment offer?
We specialize in luxury event entertainment including cotton candy art, professional face painting, glitter and airbrush tattoos, balloon decor and balloon animals, luxury concessions, interactive activations, and photo booths including 360 booths. Every service is designed to elevate your event with artistic, Instagram-worthy experiences.
Do you work for both kids and adult events?
Absolutely. We create elevated experiences for children's parties, adult celebrations, corporate festivals, and everything in between. Our approach stays playful and artistic whether we're entertaining kids or creating memorable moments for grown-ups.
What areas do you serve?
We're based in South Florida and serve the Miami area for most services. We also offer select services in New York. Contact us to confirm availability for your specific location and event date.
How far in advance should I book?
We recommend booking as early as possible, especially for peak seasons and larger events. Contact us with your event details and preferred dates, and we'll work with you to find the perfect time slot for your celebration.
Can you customize services for our event theme?
Yes. We love creating custom experiences tailored to your event's vibe and vision. Whether it's color themes, specific activations, or a unique combination of services, reach out with your ideas and we'll design something perfect for you.
How do I get a quote or book Paint Me Silly Entertainment?
Contact us through our website or call +12345678900 to discuss your event. We'll learn about your vision, timeline, and guest count, then provide you with options and pricing for a customized entertainment package.
Ready to make your event unforgettable?
Let's talk about how Paint Me Silly Entertainment can bring playful luxury to your celebration.
Ready to bring your event to life?
Tell us about your vision. We'll respond promptly to discuss how Paint Me Silly Entertainment can make your event unforgettable.