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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

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*.

A joyful woman in a vibrant red dress shows off a caricature she received, set against a festive pink backdrop with balloons, capturing celebration vibes.
4.96(27 reviews)
• 99 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

Why event planners love Poptop

Reviews for Caricaturists in Windsor

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

R
Rachel Finn5 Dec 2025

Booked for Christmas party

Really added value to our event and people loved that they could take something home with them. Francesco also did a lot of drawings in the time we booked him for so I think everyone who wanted one, managed to get one before the event ended. Would recommend.
M
Michael Ward28 Jun 2021

Booked for Wedding

Poptop helped find an available artist after our original booking was unable to do it, always replying to my emails. Ben did a great job at our wedding. With the weather being nice, he mingled outside with our guests and helped keep them entertained for the time he was there. Plenty of people had their pictures done and I would definitely recommend him.
K
Katie28 Dec 2019

Booked for Wedding

Sean was brilliant, absolutely made our wedding amazing, so many compliments about using him and lots of laughter on the night. Would highly recommend Sean.
P
Pauline Price2 Dec 2019

Booked for Anniversary

Pete was fabulous. Such a lovely guy. He came early and left late and nothing was too much trouble. His drawings were amazing and he made our 50th Anniversary celebration very special. Thank you Pete. Love from Pauline and the Ladies club x
J
Jeyda17 Sep 2019

Booked for Corporate Function

Cannot thank you enough for your amazing work! Everyone was thoroughly impressed by your work and you was an absolute delight to have !
L
Linda Anderson8 Feb 2019

Booked for Hen party

My daughters hen night with 23 girls must have been quite daughting for Ben, he didn’t show it in the slightest, quite the opposite, he has a great sense of humour making each girl feel relaxed whilst he drew drawing after drawing, we had only booked for two hours however he stayed longer and made sure he hadn’t missed anyone. His drawings were quick and amazing, the girls loved them. We honestly had the best night and wouldn’t hesitate recommending Ben to anyone.

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

Caricaturists in cities of Berkshire

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London(49)
A smiling woman with long blonde hair holds a tablet displaying a colorful cartoon of herself, set in a bright, modern office.
4.96(27 reviews)
• 99 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
A woman with long hair sketches fashion illustrations on textured wooden tables, surrounded by colorful palettes and crisp stationery, in a warm, inviting space.
5.0(4 reviews)
• 1 booking

Custom Watercolour Painter Creating Take-Home Guest Favours

A fun and joyful addition to any event, I endeavour to provide bright, vibrant watercolour-painted favours for guests to take home as a memory of their amazing experience that day.

from £425 / event
A suited artist proudly holds up a vibrant caricature on a wooden clipboard, showcasing artful humor in a well-lit, engaging setting.
4.0(2 reviews)
• 3 bookings

Fast Fun Caricatures for Events!

Spark instant smiles and lasting memories. I roam or run a sleek sketch station, drawing spot-on caricatures on premium paper, fast, flattering entertainment that keeps the buzz alive.

from £200 / event
A well-dressed woman in a vintage outfit engages with guests, including a couple in formal attire, under warm, colorful ambient lighting.
No reviews yet • 2 bookings

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
Two men smile while showcasing a playful caricature on a wooden board. The bright setting exudes a festive atmosphere, enhancing the artful moment.
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
A smiling man in a cozy beige sweater holds a quirky sketch of himself amid a lively crowd, showcasing artistic charm and creativity.
5.0(12 reviews)
• 12 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. A one-of-a-kind creative moment that can never be repeated.

from £180 / event
A cheerful woman in glasses holds a minimalistic black-and-white caricature in a bright, modern space, showcasing lively artistic talent.
🎉 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
Two girls, one in a light pink jacket and the other in a navy coat, proudly display a playful caricature sketch under warm evening lights, creating a cheerful atmosphere.
🎉 New to Poptop

Jon’s Live Caricatures – Unique Sketches That Entertain Guests

Bring energy and laughter to your event with Jon’s live hand-drawn caricatures. Fast, fun and interactive, each sketch becomes a unique keepsake your guests will love and remember.

from £200 / event
Two women hold illustrated portraits against a vibrant, colorful backdrop, showcasing their unique hairstyles and confident expressions.
5.0(8 reviews)
• 5 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
In a lively evening setting, a caricature artist sketches a guest in a tuxedo, surrounded by elegantly dressed attendees, creating festive vibes.
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
A lively wedding reception scene with elegantly dressed guests surrounded by soft fabric drapes, showcasing a vibrant atmosphere and fun caricatures.
5.0(4 reviews)
• 5 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 £330 / event
A smiling woman in a cozy yellow sweater proudly holds a vibrant digital caricature on a tablet, surrounded by engaged friends in a modern, colorful lounge.
5.0(4 reviews)
• 5 bookings

Transforming Faces into Digital Art

Ivo can draw awesome digital caricatures 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 £330 / event
An artist sketches caricatures at a green-checkered table, surrounded by vibrant, cheerful event vibes under bright daylight, showcasing engaging artistry.
🎉 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
Elegant watercolor illustrations of wedding attire, framed on textured white cards, evoke a stylish, romantic atmosphere for Zoe & Paul.
5.0(5 reviews)
• 4 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
An easel displays a detailed charcoal sketch of a face, surrounded by pastel balloons in soft yellow, pink, and white, under natural light.
5.0(5 reviews)
• 4 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
A serene outdoor scene features two formally dressed men smiling beside a caricature artist. Lush greenery and floral accents enhance the joyful, vibrant atmosphere.
POPTOP CHOICE 😎
4.98(65 reviews)
• 198 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
A vibrant caricature showcases a smiling man with a bushy beard, wearing a yellow jersey adorned with a crown and a bold necklace.
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
A caricature artist sketches under warm lighting, surrounded by elegantly dressed guests holding drinks, creating a vibrant, lively atmosphere.
Playfully Funny Hand Drawn Caricatures by Edward's Caricatures
Playfully Funny Hand Drawn Caricatures by Edward's Caricatures
Playfully Funny Hand Drawn Caricatures by Edward's Caricatures

Caricaturists spotlight 🌟

Playfully Funny Hand Drawn Caricatures by Edward's Caricatures

5.0(12 reviews)
• 25 bookings

If you need a caricaturist, you need the Eggiture touch! I believe Laughter is the best thing someone can do with another person, so why not do so whilst showing how wonderfully unique each person is through caricatures. Unless I'm directed, I'll mingle in and out of the crowd, drawing as I go. Spreading the laughter, smiles, ice-breakers and good vibes.

About supplier

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

from £310 / event

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