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

Hire Windsor’s finest caricaturists for your 2026 event. Explore 53 talented artists specialising in live sketching and quick-witted entertainment, ideal for bustling drinks receptions at The Castle Hotel.

Every caricaturist listed on Poptop is hand-vetted by our team, evaluating their artistic skill, reliability, and past client feedback to guarantee top-tier entertainment.
Hiring a caricaturist averages £505 per event, with the final cost depending on the duration of the booking and your specific event requirements.
These exceptional Windsor suppliers have successfully served 1,296 events, earning 411 verified client reviews and a stellar average rating of 4.93* 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(28 reviews)

• 103 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

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Reviews for Caricaturists in Windsor

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

Alexander Wood23 Dec 2024

Booked for Christmas party

We booked Graeme for our office christmas party, he was a great addition to the event and everyone loved their portraits. The service was perfect and really helped people to have fun. A great experience and highly recommend!

Natasha Fotheringham23 Nov 2023

Booked for Celebration

Our guests loved the art created by Dave and was a great hit at our wedding. The only thing that could have made it better is if Dave had found myself & the groom to do a drawing before he went. Thank you, Natasha

Reece Healy-Morris14 Nov 2021

Booked for Wedding

Absolutely amazing! Sean was on time, straight into action and never stopped! Our guests were having fits of laughter looking at the fantastic drawings done by Sean. I would 100% recommend!

Natasha Harwood21 Oct 2019

Booked for Wedding

Excellent caricatures for our wedding. We and the guests loved them, they made a great display during the wedding so all guests could enjoy them and then take home as they left. Thanks so much!

Elizabeth Blake7 Sep 2019

Booked for Wedding

Rob was amazing at our wedding last night! We had him for 3 hours and wouldn't have wanted any less because we had people queuing up for drawings! We loved our couple photo which we were emailed a copy of in advance and then were presented with a framed drawing at our wedding. So glad that we booked Rob, would 100% recommend for any wedding!!

Sam Charsley4 Aug 2019

Booked for Wedding

I booked Chris for my wedding this weekend and wasn't disappointed. Chris and his assistant were both very professional and friendly. The drawings were amazing and were a massive hit with the guests providing hours of entertainment and brilliant souvenirs. Everyone spent the day showing us their drawings. Chris made sure everyone who wanted on got one. At the end of the night after Chris had already packed his things away my husband cheekily asked Chris to do one more drawing for friends who arrived late and Chris unpacked his things and did the drawing even though he didnt have to. He went above and beyond and we were really happy with our drawing :D

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

A smiling woman with long blonde hair holds a tablet displaying a colorful cartoon of herself, set in a bright, modern office.

4.96(28 reviews)

• 103 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 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)

• 4 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(14 reviews)

• 15 bookings

Distinctly Unique Portrait 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

Smiling man in a modern office holds a sketchbook caricature; warm daylight, clean desks, sleek chairs, polished glass, creative energy.

🎉 New to Poptop

Hand-Drawn Caricatures That Entertain & Delight

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 £120 / event

An artist sketches a caricature on a white board, using a marker, while viewing a reference photo on a small camera.

5.0(4 reviews)

• 1 booking

Feature-Friendly A4 Cartoon-Themed Drawings

My unique themed drawings & feature friendly caricatures will have your guests talking about your event long after everyone has left.

from £200 / event

Two women hold illustrated portraits against a vibrant, colorful backdrop, showcasing their unique hairstyles and confident expressions.

5.0(8 reviews)

• 6 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 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)

• 7 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

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)

• 7 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

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(6 reviews)

• 5 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

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(66 reviews)

• 201 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 cheerful man with glasses proudly displays a colorful digital caricature on a tablet, set against a vibrant conference backdrop.

POPTOP CHOICE 😎

4.98(66 reviews)

• 201 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

A vibrant workshop captures excited participants, with a digital drawing on an iPad showcasing animated characters celebrating. Bright lighting enhances the engaging atmosphere, highlighting service quality with focused attention and smiling expressions.

Fun, Live, Hand Drawn, Digital Caricatures by Edward's Caricatures

Caricaturists spotlight 🌟

Fun, Live, Hand Drawn, Digital Caricatures by Edward's Caricatures

5.0(13 reviews)

• 27 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