Caricaturists in Windsor For Hire

Explore our collection of the best caricature artists in Windsor, available for weddings, parties, and corporate functions. Our caricatursits provide a wide variety of styles (digital, classic, silhouette, artists) and prices start from £150/event.Read more

Best Caricaturists in Windsor

Looking for a touch of artistic fun at your next Windsor event? Discover our fantastic selection of the best caricaturists for hire, perfect for bringing laughter and unique entertainment to any gathering. We have 51 amazing caricaturists in Windsor, ready to capture your guests' likenesses with live event drawing, quick sketches, and hilarious portraits that make memorable keepsakes. Start browsing to find your perfect artist!

Every caricaturist featured on Poptop has been personally vetted by our team, ensuring top-tier artistic skill, professionalism, and a proven track record of delighting guests at events.
The average price for hiring a caricaturist in Windsor is £505 per event, with costs varying based on the artist's experience, the event duration, and the number of guests to be drawn.
Our talented caricaturists in the Windsor area have successfully entertained at 1,184 events, amassing 376 verified client reviews with an impressive average rating of 4.92* out of 5*.

Rollercoaster of Laughs with Digital Caricaturing by Mr. Illustrations

4.96(27 reviews)

• 96 bookings

Rollercoaster of Laughs with Digital Caricaturing by Mr. Illustrations

An amazing Artistic performance! Which will have your guests rolling on the floor with laughter! A fantastic experience that you'll always never forget!

from £275 / event

Why event planners love Poptop

Reviews for Best Caricaturists in Windsor

Read verified reviews from real clients, who booked with Poptop in Windsor

Sam Hodgkins27 Jun 2025

Chris created a brilliant portrait of me and my wife for our big day and then created so many amazing pictures of our guests. Very responsive with emails before our big day and a lovely person when we met! Thank you for everything

Odile De Caires6 Dec 2023

Everyone at our work Christmas party loved Francesco! His portraits are brilliant at capturing the essence of the people, without being harsh like certain caricaturists. Francesco was friendly with everyone and set himself up easily in the room. Colleagues loved watching him draw - it's a great party piece giving everyone something to talk about, watch, and then take home! I would highly recommend Francesco based on my own experience and all the glowing feedback I got from my colleagues - 5 stars.

Alana Rae5 Nov 2022

⭐️⭐️⭐️⭐️⭐️ Would definitely recommend Chris, such a lovely guy and his work is just amazing. We hired him for our wedding and all our guests thought he was great. We should have hired him for longer!

Emma Clements28 Jul 2021

Francesco was absolutely fantastic!! Nothing was too much trouble, all the way through the planning, and on actual day he was flawless, professional and friendly, it was an amazing part of our wedding day, all our guests have a fantastic memento.

Charlotte Roden17 Nov 2019

Pete was an absolutely wonderful addition to our hen weekend. He was great to communicate with, really lovely and so talented. We really really enjoyed having him with us for the evening, thank you Pete :)

Saralyn Thomas15 Nov 2018

Yanthia was great. We had a travel themed event which Yanthia was able to add something extra to by drawing a train station in the background of her drawings in advance of the night. She was on time and was a big hit at the event with many people queing for a caricature. Thanks again!

We delivered next level parties for exceptional companies

We also did more than 40,000 birthday parties. Probably, including your neighbour’s recent big bash.

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Caricaturists in Windsor

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Mr. Illustrations Brings the Comedy of Satire to Your Event

4.96(27 reviews)

• 96 bookings

Mr. Illustrations Brings the Comedy of Satire to Your Event

You've just found yourself an awesome caricature artist, who will entertain your guests, and bring the comedy of satire to your party, wedding, or pretty much any event you choose!

from £275 / event

No reviews yet • 1 booking

Unique Personalised Paper Silhouettes Cut Freehand by Sarah

Sarah's Silhouettes are beautifully executed in minutes and really make an event stand out for the right reasons. They make such memorable favours and engage guests at all types of parties.

from £550 / event

Pete Woodbridge Creates Stunning Caricature Masterpieces

5.0(22 reviews)

• 41 bookings

Pete Woodbridge Creates Stunning Caricature Masterpieces

I would love to be part of your event. I work quickly to deliver beautiful, semi-realistic, and flattering caricature portraits.

from £240 / event

Distinctly Unique Portrait Drawing Experience - Fun for all!

5.0(11 reviews)

• 11 bookings

Distinctly Unique Portrait Drawing Experience - Fun for all!

A distinctly unique portrait drawing experience that will have you thinking about things slightly differently, with a smile. Yours-to-keep portraits with just the right amount of "wrong".

from £140 / event

🎉 New to Poptop

Moments Captured with Humor & Artistry in Minutes

Transform any event with our quick caricature service. Memorable, entertaining, and personalized keepsakes in just minutes! Book Raz Caricatures today.

from £150 / event

5.0(8 reviews)

• 4 bookings

Super Spitting-Image Caricatures

Quick, accurate, realistic caricature portraits, by an award-winning Spitting Image caricaturist and national newspaper cartoonist with over 15 years of live event drawing experience.

from £200 / event

Paul Baker Produces Quick & Hilarious Caricatures

5.0(11 reviews)

• 48 bookings

Paul Baker Produces Quick & Hilarious Caricatures

As one of the country’s top live caricaturists, Paul Baker produces quick and hilarious caricatures of guests at various events.

from £385 / event

5.0(4 reviews)

• 4 bookings

Transforming Faces into Digital Art

Awesome digital caricatures are drawn on an iPad Pro. They are live drawings by a top caricature artist of the event you are hosting, such as a wedding, private party, or corporate event.

from £370 / event

Ivo the Caricaturist Adding Humor to Your Event

5.0(4 reviews)

• 4 bookings

Ivo the Caricaturist Adding Humor to Your Event

Awesome caricature entertainment provided by Ivo the Caricaturist. Book the caricature artist who will be the perfect choice for a welcoming atmosphere to entertain your guests.

from £370 / event

🎉 New to Poptop

Creating The Funniest Versions Of You & Your Guests

Create the perfect and funniest version of you and your guests. Your guests will be amazed at the creativity that comes bursting onto the paper!

from £450 / event

Beautiful Illustrations of Guests Using Watercolours, Mounted & Branded

5.0(5 reviews)

• 2 bookings

Beautiful Illustrations of Guests Using Watercolours, Mounted & Branded

Add a special form of entertainment to your event with live watercolour portraits! In just minutes, I’ll capture the essence of your guests, creating stunning keepsakes.

from £450 / event

Live Portrait Artist For Events & Parties

5.0(5 reviews)

• 2 bookings

Live Portrait Artist For Events & Parties

Live portrait art to make you feel good about yourself! Perfect for introverts who want to watch, and extraverts who want to be drawn. Join a moment of piece and get your masterpiece.

from £300 / event

No reviews yet • 1 booking

Unique & Humorous Caricatures by 'RAM'

If you're seeking unique and humorous gifts that are a bit comic-book-inspired, I'm your go-to artist! I create sketchy, fun drawings for your fantastic guests at any event.

from £250 / event

Francesco Draw an Outstanding Classic Caricatures

POPTOP CHOICE 😎

4.98(64 reviews)

• 194 bookings

Francesco Draw an Outstanding Classic Caricatures

My default drawing style is not extremely exaggerated, rather cartoony, never offensive. However if you want a more extreme caricature style that roast the models, just ask : )!

from £300 / event

Fun & Unique Digital Caricatures by Francesco

POPTOP CHOICE 😎

4.98(64 reviews)

• 194 bookings

Fun & Unique Digital Caricatures by Francesco

Huge hit at all sort of events: Trade Shows, Expo, Bat Mitzvahs, Wedding, Birthday Parties, celebration of any sorts! Your guest will have a unique lasting memento from the event!

from £350 / event

Digital Caricature Entertainment by 'Cool-Caricatures'

4.94(32 reviews)

• 73 bookings

Digital Caricature Entertainment by 'Cool-Caricatures'

With over twenty years as a caricaturist, I’ve added digital caricature entertainment to my repertoire. These can be downloaded to phones, shared with friends & post on Social media.

from £400 / event

'Cool-Caricatures' Creating Fun Caricatures on Paper

4.94(32 reviews)

• 73 bookings

'Cool-Caricatures' Creating Fun Caricatures on Paper

This Caricaturist draws 5 minute A4 caricatures of singles & couples. Caricatures are handed to guests in Eco-friendly sleeves. As a Caricaturist, I mix & mingle with guests

from £300 / event

Caricaturists spotlight 🌟

Funny Digital Caricatures by Eggitures

5.0(12 reviews)

• 23 bookings

If you need a caricaturist, you need Edward's Caricatures! Nothing like a great, funny digital caricature to break the ice and tension. Brilliant for corporate parties and work events where developing relationships with your colleagues and coworkers are essential for a healthy working environment. I believe laughter is the best thing someone can do with another person, so why not do so through caricatures at your event.

About supplier

With over 10 years of experience in the arts and over 5 years of experience doing caricatures, I'm highly passionate and skilled. I do caricatures at Legoland, Thorpe Park, and at London Eye regularly so I have extensive experience with people and have seen plenty of faces by this point.

from £340 / event

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