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If you hire this pro, you’re covered by a money-back guarantee. Learn more
About
Hi there! I’m Dennis Romero.
I’ve spent the last 15 years bringing art to life for clients like Disney, Morgan & Morgan, and the City of Kissimmee. To ensure we can accommodate every event, I work alongside a select team of talented, qualified artists. Whether I am personally at your event or sending one of my trusted team members, you can always expect the high energy and professional quality that I’ve built my reputation on.
What We Offer:
- Live Caricatures & Drawing Instruction – High-energy entertainment for guests of all ages. The $135/hour in the ad refers to the base price for black and white Caricature entertainment. If you’re outside the Orlando area, travel fees will be added.
- Custom Sticker Vending Machines – We provide bespoke vending machines featuring three curated sticker designs that beautifully reflect the theme, color scheme, and honorees of your event. They serve as the perfect party favors and keepsakes to commemorate the occasion!
- Professional Illustration & Graphic Design – Commercial and personal design solutions tailored to your brand.
Let’s make your next event unforgettable!
View more of our work and stay updated on Instagram: @Dennisdrawsanddesigns
Overview
Hired 83 times
Serves Orlando, FL
Background checked
2 employees
17 years in business
Business hours
This pro hasn't listed their business hours.
Payment methods
This pro accepts payments via Apple Pay, Cash, Credit card, PayPal, Square cash app, Venmo, and Zelle.
Top Pros are among the highest-rated, most popular professionals on Thumbtack.
2021
Services offered
Type of caricature
Event type
Birthday party
Festival
Wedding
Corporate event
Projects and media
Projects and media
Reviews
Customers rated this pro highly for work quality, professionalism, and responsiveness.
Excellent 4.9
64 reviews
5
95%
4
2%
3
0%
2
0%
1
3%
Your trust means everything to us. Learn about our review guidelines.
Read reviews that mention:
Dustin m.
Jul 7, 2026
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Hired on Thumbtack
Dennis showed up an hour before the start time. By the time he was on the clock he was all set up ready to go. He was very personable. We had set it for two hours thinking some of our guests would be too busy with other activities. Once the first caricature was done everyone was in line . We asked him if he could stay longer and he was able. Dennis was professional but friendly. Would definitely hire again.
Details: 25 guests or fewer • Special event / party • Full color
Caricaturing
Yahaira L.
Apr 12, 2026
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Hired on Thumbtack
Dennis arrived early to ensure timeliness with setup. He produced quality drawings that even impressed the guest I was unsure would be satisfied, as she has high standards with everything. Moreover, the cost was fair. It was a win-win! Thank you, Dennis!
Details: 25 guests or fewer • Birthday party • Black and white
Caricaturing
Jim W.
Oct 16, 2025
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Hired on Thumbtack
Dennis was a pleasure to work with. The caricature was a birthday gift to a friend. He nailed the subject perfectly and completed the work in a timely fashion. I would definitely recommend Dennis.
Details: Birthday party • Full color
Caricaturing
Cassidy L.
Nov 16, 2025
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Hired on Thumbtack
Dennis was amazing! He is such an incredible artist. He showed up on time and made sure everyone at the party was happy before leaving. He was incredibly responsive throughout the planning process. He was personable and everyone enjoyed sitting with him while he was drawing. He was able to work from photos for the kiddos that didn’t want to sit still. He wasn’t phased by our many many toddlers running around and screaming and adults shooting rubber chickens at each other. We received so many compliments from our guests, I highly recommend having him at your next event!
We hired Dennis Draws and Designs for a company event. His caricature art really elevated the experience for our employee's and his talent is exceptional. We will definitely be working with him again in the future!
Details: 151 - 200 guests • Corporate / office event • Black and white
Caricaturing
Credentials
Background Check
Dennis Romero
FAQs
What should the customer know about your pricing (e.g., discounts, fees)?
I’m in the Orlando area so if travel is involved, there’s a 3 hour minimum.
What is your typical process for working with a new customer?
Get to know the theme of the event as soon as possible so that proper preparation is put forth.
What education and/or training do you have that relates to your work?
- Bachelor's in Art; Major: Computer Animation
- 10 years in Teaching and Tutoring Fields with Children
- 5 years working with Disney World
