- St Paul, MN
- Santa Claus
- In the middle. more than some; less than others.
Drawing Smiles Caricatures
Overview
Minnesota caricature artists for hire. Hire an artist (or five) to draw live caricatures at your wedding, corporate event, birthday, or any special gathering. Each artist draws 12 to 16 guests per hour in just 3 to 5 minutes per person, keeping the energy up and the laughs coming all event long. Available in black and white or color, with optional drawing protectors and custom-branded paper. Based in Minneapolis, serving the Twin Cities and beyond. We Draw You FUNNY!
Reviews
1 review
Hannah S.
August 24, 2026Excellent Work!
These guys were absolutely wonderful to work with! Caricaturies looked awesome and people absolutely loved it. There were lines to get one done because of how popular it was! It was done in the exact time promised on the website (3-5 minutes per artist) Highly recommend!
Hired as: Caricaturist
Drawing Smiles Caricatures
Thank you for your review, Hannah! We had a great time drawing at your company launch party. Hope to draw for you again soon!
Booking information
Price range: $550 and up
Languages: English
Gig length: 120 - 960 minutes
Insurance: $2,000,000 - General Liability Insurance
What to expect
On event day, artists arrive early to meet the onsite contact, set up their drawing space, and begin drawing at the booking start time. All we need from you is 2 guest chairs, 1 artist chair, and good lighting (to see all those great facial features). No table needed! Each artist provides their own easels, paper, markers, and everything they need to draw you FUNNY!
From solos to crews, we're ready to draw you — guests sit for a quick caricature and within minutes… "Shablammy!" The first drawing is revealed and a burst of laughter sets the tone. With every drawing, the laughter builds, the crowd gathers, and before you know it, there's a line of people excited to be cartoonified!
About
DRAWING SMILES Caricatures is a Minneapolis-based live caricature entertainment agency, drawing at events since 2009. We bring a team of professional caricature artists to weddings, corporate events, birthdays, fundraisers, and any special gathering. Hire one artist or hire 8! Each artist draws 12 to 16 guests per hour in just 3 to 5 minutes per person, keeping the energy up and the laughs coming all event long. Available in black and white or color, with optional drawing protectors and custom-branded paper. Based in Minneapolis, serving the Twin Cities, greater Minnesota, and beyond.
Additional booking notes
Setting up for your event is simple!
WHAT YOU PROVIDE: All we need is 3 chairs (2 guest chairs facing one artist chair), good lighting (to see those great facial features), and space for guests to gather and watch. For outdoor events, a tent or covered area works great. No table needed!
WHAT WE PROVIDE: We bring the rest! Artists provide their own easels, paper, markers, and all the materials to draw you FUNNY!
Services offered
Past booked events
August 2026
13
Thursday
Corporate Event
4:00pm - 6:00pm
•
Maple Grove, MN
01
Saturday
Corporate Event
1:30pm - 4:30pm
•
Minneapolis, MN
Setup requirements
SPACE - Approximately 5' x 7' per artist to allow room for the artist and guest chairs, spectators, and clear pathways around the drawing area.
SEATING - (3) CHAIRS PER ARTIST (one artist chair facing two guest chairs).
LIGHTING - Adequate lighting to clearly see guests' facial features.
SHELTER - Tent or covered area for outdoor events and indoor backup location in case of severe weather.
Report Drawing Smiles Caricatures
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