Drawing LIVE Caricatures

Top Performer

Yorktown, VA

Starts at $157

Travels up to 2 hours

Get a free quick quote
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Caricature Artist Drawing Live Caricatures For Parties & Events

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Drawing live caricatures for fundraising event and entertaining guest

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Caricatures for holiday party event

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Caricatures for employees

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Wedding caricature for Bride & Groom

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Drawing live caricatures for hospital event

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Caricatures of the Bride & Groom hand painted on 16 oz pint glasses

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Overview

As a caricature party artist for over 15 years, I have provided entertainment for wedding receptions, birthday parties, graduation parties, holiday and corporate events, anniversaries, bar/bat mitzvahs, trade shows, media events, grand openings, family reunions, picnics, and many other gatherings. Your attendees will be entertained while taking home a fun party favor to remember your event forever. Be sure to read my reviews on GigSalad and Google here: (link hidden)

- FRONT VIEW BLACK & WHITE CARICATURES
• Black and white caricatures will be drawn on 9" x 12" or 11" x 14" white paper.
• Each caricature is provided with a clear plastic bag.


Reviews

14 reviews

Small thumbnail image for reviewer Autumn J.

Autumn J.

September 21, 2026
Verified review

Such a Great Talent

We hired Will for our daughter’s first birthday, and he did not disappoint! This was such a perfect addition to the party, especially if you’re looking for a fun, personalized take-home favor for your guests.
Will was extremely personable, and everyone’s drawings came out so fun and cute! Our guests absolutely loved the experience and having something special to take home with them.
Thank you so much, Will, for helping make our daughter’s first birthday even more memorable and special! 💕

Hired as: Caricaturist

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Drawing LIVE Caricatures

Autumn, thank you so much! I had a great time drawing everyone and being part of your daughter’s special day. I’m so glad your guests enjoyed their caricatures! Thanks again for having me and taking the time to write this review!


Small thumbnail image for reviewer Jess B.

Jess B.

June 19, 2026
Verified review

Amazing artist!

Absolutely the best decision to have him at our party. He was a hit! Very talented and easy to work with. Definitely hiring him again!

Hired as: Caricaturist

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Drawing LIVE Caricatures

Jess, Thank you so much for your kind words! It was a pleasure being part of your party and drawing for your guests. I'm thrilled to hear that everyone enjoyed the caricatures and that I helped make the event even more memorable. Thank you for your trust and hospitality—I truly appreciate it. I look forward to drawing for you again at a future event!


Small thumbnail image for reviewer Corey M.

Corey M.

December 3, 2025
Verified review

What a Artist!

We can’t thank Will enough for all that he did for our special day!

Hired as: Caricaturist

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Drawing LIVE Caricatures

Corey & Chris, Thank you both so much! It was truly an honor to be part of your special day. I’m grateful for the opportunity, and I’m so happy you loved the artwork. Wishing you a lifetime of love and happiness!


Small thumbnail image for reviewer Mimi C.

Mimi C.

December 12, 2024
Verified review

Good Job!!

Very professional, awesome job, couldn't be happier!

Hired as: Caricaturist

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Drawing LIVE Caricatures

I really appreciate your kind words. It was a pleasure working with you, and I’m thrilled to hear you’re happy with everything!


Small thumbnail image for reviewer Elissa A.

Elissa A.

December 7, 2024
Verified review

If you’re thinking about booking… DO IT!

Mr. Will pulled the Carnival theme right in, great artist and made sure I got my money’s worth even leaving his area to engage with guests to encourage them to get artwork when no one was being drawn. Great attitude and communication. Even provided a color caricature of the birthday boy that we used all over his party!!! Will definitely book again!

Hired as: Caricaturist

Small thumbnail image for Drawing LIVE Caricatures

Drawing LIVE Caricatures

Thank you so much for this amazing review! I had a wonderful time bringing the carnival theme to life and celebrating your birthday, star. I’m really glad the guests enjoyed the experience and that the caricature added something special to the party décor. Your kindness and hospitality made the event a joy to be part of. I truly appreciate you and would be honored to work with you again!

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Booking information

Price range: Starts at $157

Languages: English

Gig length: 120 - 180 minutes

What to expect

I'm a professional caricaturist with over 20 years of experience drawing and entertaining guests with my art for all live events. I can provide your event with traditional caricatures drawn on paper with a Fine Arts Oil-based Pencil that's archival & non-smudging or black marker on 9 x 12 0r 11 x 14 white paper. I also offer digital cartoons on my iPad, Wacom Cintiq, or Mac computer, where guests can watch me draw on a large flat-screen monitor while the art is printed on glossy 4 x 6 photo paper. Your event name, date, or theme can be preprinted on the drawings with no extra charge and also available for download online after the event to share on social media. I offer several caricature packages for live events for any budget and will work with you to ensure your event will be memorable.

FAQ:

"HOW MANY CARICATURES CAN YOU DO AN HOUR?"

I average around one every 3 - 5 minutes for Traditional Caricature, which is remarkably fast for the type & size of caricature I do. Much depends on the subject, i.e., amount of individual details (dreadlocks vs. bald :-), one person vs. couples) & how many conversations and wiggling occur. Digital takes a bit longer as they are in full color. Roughly around 5 - 8 minutes per person.

"DIGITAL OR TRADITIONAL, WHICH SHOULD I CHOOSE?"

Digital Caricatures are ideal for indoor, corporate, or technology-oriented events, especially Trade Shows or Conventions where the idea is to engage & promote a product or service. They're novel 4 X 6 printed keepsakes for the event and can be shared online and downloaded from the web later.

Traditional Caricatures, on the other hand, are naturalistic, original art keepsakes perfect for couple-centric affairs such as Weddings, Private Parties, Picnics, etc., & are best for maximizing the number of caricatures I can do per hour.

About

I started drawing at an early age and was encouraged by my family and friends to continue being creative, so that's what I did. While growing up, I was a fan of MAD magazine and the talented caricature artist who illustrated the humorous stories featuring celebrities each month. I started practicing my drawing skills creating caricatures of my friends, family members and yes, I was one of those kids who drew my teacher when I should have been paying attention in class. While in school I was inspired by my art teachers and other talented peers to not only draw cartoons and caricatures but to be a renaissance man and learn to do other creative things. I became a life-long learner of everything dealing with art and crafts which was very helpful in developing my skills artistically.

I started drawing caricatures during the early 1980's in bars, restaurants and craft fairs to earn extra money while working a full-time job as a staff graphic designer for a printing and publishing company. During those years I also freelanced for many companies creating whimsical artwork and illustrations for children. I became what's called a "Ghost Artist" for companies, meaning that I did not sign my work but got paid and also received royalties for licensing what I created. My art has appeared on stickers, bookmarks, balloons, t-shirts, coloring books, children clothing, gift wrap, greeting cards and more.

So, I've been creating fun, whimsical art for over 20 years before there was an internet. In 1990 while drawing live caricatures during a wedding, I was asked if I would draw cartoons of several groomsmen on beer mugs with my black markers? I thought it was a crazy idea but did my best to capture their likeness on the glass which wasn't easy, but I did it. To my surprise, the mugs were a big hit at the party, and soon afterward I started getting the request for groomsmen beer mugs for gifts, and as they say, the rest is history!

Today, I'm hand-painting groomsmen glass beer mugs, printing caricatures on coffee mugs and drawing cartoons for live events. I now offer digital artwork for wedding caricatures, groomsmen gifts, business caricatures, caricature birthday cards, retirement caricatures, sports caricatures, and graduation caricatures.

Upcoming booked events

November 2026

21

Saturday

Wedding Reception

6:00pm - 8:00pm

•

Chesapeake, VA

Past booked events

September 2026

26

Saturday

Festival

11:00am - 2:00pm

•

Virginia Beach, VA

19

Saturday

Children’s Birthday Party

2:00pm - 4:30pm

•

Henrico, VA

12

Saturday

Birthday Party

6:00pm - 10:00pm

•

Goochland, VA

June 2026

18

Thursday

Anniversary Party

6:00pm - 8:00pm

•

Henrico, VA

March 2026

21

Saturday

Grand Opening

5:30pm - 8:30pm

•

Richmond, VA

03

Tuesday

Dinner Party

4:30pm - 7:00pm

•

Norfolk, VA

December 2025

17

Wednesday

Christmas Party

7:00pm - 10:00pm

•

Norfolk, VA

November 2025

29

Saturday

Wedding Ceremony

10:30am - 4:00pm

•

Corolla, NC

September 2025

06

Saturday

Festival

10:00am - 2:00pm

•

Virginia Beach, VA

December 2024

07

Saturday

Corporate Event

7:00pm - 11:00pm

•

Richmond, VA

November 2024

30

Saturday

Children’s Birthday Party

2:00pm - 5:00pm

•

Newport News, VA

August 2024

03

Saturday

Graduation

1:00pm - 3:00pm

•

Chesapeake, VA

May 2024

03

Friday

Prom/After Prom Party

7:30pm - 10:30pm

•

Hampton, VA

February 2024

10

Saturday

Teen Birthday Party

8:00pm - 9:30pm

•

Virginia Beach, VA

December 2023

31

Sunday

New Year's Party

8:00pm - 11:30pm

•

Chesapeake, VA

22

Friday

Christmas Party

6:00pm - 9:00pm

•

Richmond, VA

01

Friday

Christmas Party

12:00pm - 2:00pm

•

Newport News, VA

October 2023

14

Saturday

Wedding Reception

11:30am - 2:00pm

•

Short Pump, VA

August 2023

13

Sunday

Cultural Event

4:30pm - 7:30pm

•

Norfolk, VA

May 2023

13

Saturday

Graduation

1:00pm - 3:00pm

•

Newport News, VA

March 2023

15

Wednesday

Wedding Engagement

4:30pm - 5:30pm

•

Suffolk, VA

December 2022

09

Friday

Christmas Party

8:00pm - 10:00pm

•

Virginia Beach, VA

October 2022

07

Friday

Grand Opening

12:00pm - 3:00pm

•

Newport News, VA

July 2021

04

Sunday

Birthday Party

6:00pm - 9:00pm

•

Hampton, VA

May 2018

25

Friday

Graduation party

9:00pm - 11:30pm

19

Saturday

Graduation party

4:00pm - 6:00pm

Set list

- FRONT VIEW BLACK & WHITE CARICATURES

• Black and white caricatures drawn on 11”x 14” white paper.
• People are drawn with a front view, heads, and shoulders only.
• Plastic sleeves for artwork is provided at no extra charge.
• Setup: 2 chairs, drawing easel, black markers or Fine Arts Oil-based Pencil
• Large flat screen TV or monitor for guest to watch me draw.
• Event name, date or theme preprinted on paper (optional extra charge)
• 2-hour minimum

- FRONT VIEW COLOR CARICATURES

• Color caricatures drawn on 11”x 14” white paper.
• People are drawn with a front view, heads, and shoulders only.
• Plastic sleeves for artwork is provided at no extra charge.
• Setup: 2 chairs, drawing easel, black markers, color pastels or Fine Arts Oil-based Pencil.
• Large flat screen TV or monitor for guest to watch me draw.
• Event name, date or theme preprinted on paper (optional extra charge)
• 2-hour minimum

- FRONT VIEW DIGITAL COLOR CARICATURES

• Color caricatures printed on 4”x 6” glossy photo paper.
• People are drawn with a front view, heads, and shoulders only.
• Plastic sleeves or badge tags for artwork is provided at no extra charge.
• Setup: 2 chairs, Table, iPad or Mac computer, large flat screen TV or monitor.
• Event name, date or theme preprinted on paper no extra charge.
• Caricatures will also be available for download online after the event.
• 2-hour minimum

Setup requirements

2 - 3 Chairs

Electrical Outlet (optional)

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