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 best caricaturists for your exciting 2026 event. Choose from 55 brilliant local artists for lively drinks receptions at Windsor Guildhall, guaranteed to keep all of your guests laughing throughout the day.

Every caricaturist on our list has been thoroughly vetted by the Poptop team for exceptional artistic skill, proven reliability, and fantastic client feedback.
Hiring a caricaturist averages around £506 per event, with the final price varying depending on your booking duration and specific entertainment needs.
Our Windsor caricaturists have successfully brought fun to 1,322 events, earning 414 verified reviews and a brilliant 4.93* average rating.

Two watercolor fashion illustrations feature a pink gown and a green dress, paired with a suited man, showcasing elegant design and vibrant colors.

5.0(3 reviews)

• 15 bookings

Fashion Illustration Keepsake For Your Guests

Looking for something unique for your event? These fashion illustrations capture the elegance of guests' outfits in a unique keepsake.

from £200 / event

Why event planners love Poptop

Reviews for Caricaturists in Windsor

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

Bianca Modoranu19 Feb 2024

Booked for Other Event

We hired Mary to provide caricatures for our corporate clients at a Valentine themed event. Mary was fantastic, easy to work with, very friendly and everyone loved their pictures. Would highly recommend Mary.

Adam4 Apr 2022

Booked for Wedding

Absolutely amazing, couldn't have asked for a better artist. Each character was unique to the individual. All of the guests were happy with their pictures and thought it was a brilliant idea to have at a wedding. Couldn't recommend high enough

Emma19 Jul 2021

Booked for Wedding

Great addition to our wedding. We had this as a surprise for our day guests and so many guests received a personalised picture which they were able to take away. Chris and his wife were always very responsive to all messages and we would highly recommend

Pamela21 Feb 2020

Booked for Wedding

Chris.... you are super at what you do!! Put people at easy and create fun pictures for all. Our wedding guests loved your work and leaving with a picture to be hung at home was a great gift we could give them. Thank you, thank you, thank you for adding to our amazing day. Pamela & Simon

Lauren Evetts23 Sep 2019

Booked for Wedding

I would definitely recommend Kevin and Jill for your function especially if you want something a bit different and unique. Our guests loved having their portraits done and it was great for them to have something to take away too. Kevin and Jill were so genuine and friendly, it was lovely having them at our wedding. The portraits themselves were absolutely brilliant. 100% recommend.

Louisa Sawyer21 Dec 2018

Booked for Other Event

Rob was prompt, courteous and entertaining. He went down extremely well with the adults and kids alike at our office party and we would not hesitate to call upon him again. Great guy.

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.

Poptop Event Management/

Caricaturists/

Caricaturists in Berkshire/

Caricaturists in Windsor

Caricaturists in Windsor For Hire

Caricaturists in Windsor

Every caricaturist on our list has been thoroughly vetted by the Poptop team for exceptional artistic skill, proven reliability, and fantastic client feedback.
Hiring a caricaturist averages around £506 per event, with the final price varying depending on your booking duration and specific entertainment needs.
Our Windsor caricaturists have successfully brought fun to 1,322 events, earning 414 verified reviews and a brilliant 4.93* average rating.

5.0(3 reviews)

• 15 bookings

Fashion Illustration Keepsake For Your Guests

Looking for something unique for your event? These fashion illustrations capture the elegance of guests' outfits in a unique keepsake.

from £200 / event

Why event planners love Poptop

Reviews for Caricaturists in Windsor

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

Bianca Modoranu19 Feb 2024

Booked for Other Event

Adam4 Apr 2022

Booked for Wedding

Emma19 Jul 2021

Booked for Wedding

Pamela21 Feb 2020

Booked for Wedding

Lauren Evetts23 Sep 2019

Booked for Wedding

Louisa Sawyer21 Dec 2018

Booked for Other Event

Rob was prompt, courteous and entertaining. He went down extremely well with the adults and kids alike at our office party and we would not hesitate to call upon him again. Great guy.

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.

Poptop Event Management/

Caricaturists/

Caricaturists in Berkshire/

Caricaturists in Windsor

Colorful illustrations of stylish women in elegant outfits hang from a blue line against a rustic brick wall, capturing a festive atmosphere.

🎉 New to Poptop

Capturing Your Guests in a Fashion Illustration Style

A beautiful individual and truly unique way of commemorating your event with delightful works of art for your guests to take away (and share online too).

from £500 / event

Elegant watercolor illustrations of wedding attire, framed on textured white cards, evoke a stylish, romantic atmosphere for Zoe & Paul.

5.0(6 reviews)

• 6 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 woman in a vibrant, spotted dress smiles while holding a contrasting caricature in sunlight, highlighting artistic skill and joy in expression.

POPTOP CHOICE 😎

4.89(75 reviews)

• 274 bookings

Dave Lucas Humorous Drawings for Live Entertainment

Dave Lucas is a caricaturist offering humorous drawings for live entertainment. He suggests live caricature portraits at your big event drawn in four or five minutes.

from £250 / event

A sleek black table displays a robotic drawing setup next to wooden envelopes, featuring sketches of faces on pastel yellow notes, showcasing tech creativity.

5.0(18 reviews)

• 40 bookings

Sketch Art Bot AI PhotoBooth

AI-powered robot draws your portrait in 60 seconds! A futuristic twist on photo booths — fun, interactive, and unforgettable. Ideal for weddings, parties & corporate events.

from £690 / event

Three cheerful individuals in cowboy attire, holding a "WANTED" drawing, create a lively, rustic atmosphere with warm indoor lighting.

4.89(18 reviews)

• 39 bookings

Live Caricaturist Andy Doodles Baker

Gimme a call If your party needs jazzing up, your trade show needs some 'stop and stare' or your guests need a reality check!

from £350 / event

Outdoor family event with a smiling man and child holding a caricature drawing, brick wall backdrop, bright daylight, busy crowd nearby.

🎉 New to Poptop

Line and Laughter Live caricatures for weddings, parties and events.

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

A charming display features hand-illustrated portraits of wedding guests, lit softly with fairy lights, enhancing the sentimental atmosphere.

5.0(8 reviews)

• 1 booking

Bespoke Watercolour Guests Portraits

Guest portraits are a great way to entertain your guests, while also giving them a wonderful keepsake from the day!

from £600 / event

A woman with blue-streaked hair smiles while sketching on a tablet, seated at a sleek white table amidst a vibrant event backdrop.

4.94(18 reviews)

• 43 bookings

Real-Time Digital Caricatures + Optional Event TV Display

Bring your event to life with fun, fast, and unforgettable live caricatures! Digital caricature is a unique keepsake that entertains guests and adds a personal touch to your celebration!

from £230 / event

A well-dressed caricaturist showcases a drawing, surrounded by smiling guests in elegant attire, creating a joyful, celebratory atmosphere.

5.0(28 reviews)

• 19 bookings

Highly Memorable Ice-Breaker by Caricaturist Luke Warm

Memorable Award Winning Entertainment! - Caricatures by Luke Warm has been drawing On-the-Spot A4 and A3 Caricatures at events across the UK since 1992. Everyone loves his drawings!

from £350 / 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 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 woman in a black top and red pants smiles beside a flip chart displaying a colorful caricature and sketches, under bright lighting.

5.0(19 reviews)

• 54 bookings

Caricature Drawing Workshop For Any Event

A fun and engaging activity that will get everyone drawing and laughing together. Perfect for all ages and drawing ability.

from £380 / event

In a sunlit outdoor venue, a joyful couple smiles while holding a caricature, their casual seating surrounded by vibrant greenery.

5.0(3 reviews)

• 8 bookings

Live Caricature Wedding Illustration in Cornwall + Devon by Cassie

Fun live wedding illustration with caricature portraits drawn before your eyes in just a few minutes. Cornwall Caricatures' speedy style + bubbly personality will keep your guests giggling!

from £485 / 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 couple joyfully displays a playful caricature of themselves, set against warm, dim lighting, highlighting a cozy, intimate atmosphere.

4.83(6 reviews)

• 20 bookings

Caricaturist for Weddings, Parties and all other fun events

I have been fortunate enough to have met loads of interesting and wonderful people in many different venues and have enjoyed the compliment of many return bookings.

from £220 / event

Live wedding caricature service, artist sketching a smiling bride and groom in warm indoor light, elegant reception atmosphere.

5.0(7 reviews)

Experienced, Fast & Friendly Caricaturist for Events, Weddings & Parties

A reliable, experienced and funny caricature artist that will bring that extra magic to your special occasion. Quick sketches that your guests will be amazed at and take home with them.

from £300 / 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

Two men stand close together, smiling as one holds a tablet displaying a digital caricature. The background features a busy event atmosphere.

Digital Caricature Entertainment by 'Cool-Caricatures'

Caricaturists spotlight 🌟

Digital Caricature Entertainment by 'Cool-Caricatures'

4.94(33 reviews)

• 78 bookings

With over twenty years as a caricaturist, I’ve added digital caricature entertainment to my repertoire. My black and white caricatures take 5 minutes each, colour caricatures take 7 to 8 minutes each. Digital caricature can be downloaded to phones, shared with friends & post on Social media. Caricatures can be brand with your corporate logo image at no extra charge.

About supplier

With over twenty years as a Caricaturist, I’ve added digital caricature entertainment to my repertoire. This is after working in the studio in the early years drawing on the tablet. The evolution has been seamless. I entertain at Bar Mitzvahs, weddings, conferences, trade shows & corporate events.

from £400 / event