Caricaturists in Maidenhead For Hire

Explore our collection of the best caricature artists in Maidenhead, 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 Maidenhead

Hire Maidenhead’s best caricaturists for your 2026 event. Choose from 51 talented artists, ideal for bustling birthday parties or corporate gatherings at Cliveden House.

Every caricaturist on this list is thoroughly vetted by our team, using signals like portfolio quality, reliability, and verified feedback to guarantee top-tier entertainment.
Booking a caricaturist typically costs around £510 per event, with the final price varying depending on the required duration and your event schedule.
Our Maidenhead caricaturists have successfully entertained guests across 1,282 events, earning 405 glowing reviews and an impressive average rating of 4.93* out of 5*.

An artist in a textured black dress draws three colorful portraits on a vibrant red table, illuminated by warm playful lights.

5.0(3 reviews)

• 15 bookings

Live Speed Portrait Artist

I create beautiful speed portraits in stunning loose watercolour and pen in a matter of minutes with striking resemblance.

from £200 / event

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Reviews for Caricaturists in Maidenhead

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

sally cutler20 Apr 2025

Booked for Birthday party

Neil was excellent . Great sense of humour and made everyone feel at ease whilst he skilfully and quickly drew fabulous portraits of them ! He’s so talented , I really recommend

Laura Zaulianu16 Dec 2024

Booked for Christmas party

At our company’s year-end party, we had the absolute pleasure of enjoying the talents of a caricature artist, John Valcas, who truly stole the show. His ability to capture everyone’s unique features and personalities with a humorous twist was nothing short of amazing. Each drawing was a delightful blend of humour and artistry, making everyone burst into laughter as they recognized themselves in exaggerated yet strangely flattering interpretations. What stood out the most was his speed and creativity. He created realistic, humorous caricatures in minutes while keeping conversation light and interesting. His ability for making even the shyest of employees feel at ease added a fantastic personal touch to the experience. The audience could not get enough of him! His performance produced so much laughter and connection that it became one of the night's most discussed highlights. People proudly displayed their caricatures, took pictures, and compared their "cartoon avatars." He didn’t just draw pictures—he created memories. If you want someone who can bring an event to life with talent, humour, and professionalism, this is the guy. Highly recommended!

Bruno Dalledone10 Aug 2024

Booked for Wedding

Alan was an absolute pleasure to work with! Fun, professional and exceptional at his craft! I look forward to having more reasons to hire him again!!

Elizabeth Clarke15 Nov 2022

Booked for Other Event

Fantastic, everyone was very happy with their sketches as true likeness. Mary was able to capture my friends through the use of face to face drawing, detailed and quickly so did not have to be still for long. Each drawing was presenting to my guest in see through plastic. Would definitely be hiring Mary again.

Tracy Davis2 Sep 2022

Booked for Wedding

Wow what can I say about Alan Simpson . He was just amazing . I can’t believe how many drawings he did all to perfection . He pitched himself perfectly at the venue . The guests couldn’t stop talking about him . I wished I had booked him for longer and I’m so sorry I didn’t get to say goodbye . I would highly recommend Alan . His personality shone through to us whilst we sat for him . Thank you for help in making my daughter and son in laws wedding perfect

Claire Thompson29 Jun 2021

Booked for Wedding

Pete was brilliant! He was accomodating and worked within the venue's restrictions. Everyone loved their caricature and there was a constant stream of people waiting to have it done all night. Some people were apprehensive but then said they were going to frame it afterwards! A great keepsake for wedding guests and gave a really nice festival feel to the wedding. Thanks so much!

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 Maidenhead

A lively tent setting features a caricature artist capturing a woman's amusing expression, vibrant decor, and guests enjoying drinks.

5.0(14 reviews)

• 25 bookings

Multi award-winning caricature artist know as one of the best in the UK!

I am a walkabout artist who mixes and mingles with the guests providing laughter with my likable character and fun personality sure to entertain everyone around me plus my drawings are ace!

from £300 / event

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)

• 104 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

A smiling man in a light blue shirt holds a suit jacket while a friend shows a whimsical caricature. The backdrop features rustic stone.

4.94(33 reviews)

• 77 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

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

Three smiling individuals pose together, showcasing a whimsical caricature and vibrant outfits, evoking a festive, joyful atmosphere.

4.85(47 reviews)

• 119 bookings

Caricaturist Pen Jones - Experienced and Fun!

Chose me, Pen Jones, to entertain at your event and I will with no doubt delight and amaze your guests with my lightning-quick, spitting image caricatures.

from £120 / 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

An artist sketches caricatures of two laughing friends in a bright outdoor tent, surrounded by a lively crowd enjoying the festival atmosphere.

4.65(77 reviews)

• 201 bookings

Competitive & Experienced Caricaturist Chris Pavlick

Add a live caricaturist to the mix, and you get to see friends, relatives and awkward co-workers crack up for hours – nothing beats a good dash of self-deprecating humour.

from £250 / 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

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

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

A cozy workspace features an artist sketching with colorful markers near charming pink branding displays, fostering a creative atmosphere.

5.0(9 reviews)

Capturing Your Special Moments with Live Event Illustration

We offer a range of live illustration packages to suit you and your special day. We are flexible to all types of events.

from £380 / 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.

5.0(13 reviews)

• 28 bookings

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

With my caricatures, I will show everyone at your event just how wonderfully unique we all are. Nothing like a great, funny digital caricature to break the ice.

from £340 / 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

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 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

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

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)

• 271 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 couple joyfully displays a whimsical caricature of themselves, showcasing their smiles in a well-lit, modern venue with stylish decor.

Alan Simpson Ink Strong & Punchy Caricatures on Paper

Caricaturists spotlight 🌟

Alan Simpson Ink Strong & Punchy Caricatures on Paper

4.97(30 reviews)

• 97 bookings

Strong punchy drawings that pop off the page! Many laughs and much wonder as the guests watch the drawings come to life. Depending on space and the crowd, Alan can draw at an easel so people can watch the drawings progress, or he can roam around the room spreading the laughs. He's really fast, drawing up to 15 faces per hour in black and white, often with splashes of colour. He brings backup lighting for the darker venues. He's able to customize the drawings and the speed to your event.

About supplier

Alan is a masterful entertainer always reading the crowd, and making people feel comfortable whilst being drawn. His caricatures are beautiful and uncanny at the same time. He draws with an animated face so the experience is fun and unique. He has a penchant for good presentation and punctuality.

from £290 / event