Caricaturists in Winchester For Hire

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

Looking to add a unique, artistic touch to your next event in Winchester? Our hand-picked selection of 45 top-rated caricaturists for hire is perfect for bringing laughter and memorable keepsakes to any celebration. From quick-fire sketches at wedding receptions to engaging digital caricatures for corporate functions, our Poptop-approved artists are guaranteed to impress. Browse our selection today and find the perfect caricaturist to capture your guests' best (or funniest!) features.

Every caricaturist in this list has been personally vetted by our team, ensuring exceptional artistic talent, a professional approach, and a proven track record of delighting clients.
The average hire price for a caricaturist in Winchester is £517 per event, with costs varying based on the artist’s experience, event duration, and specific requirements.
Our talented caricaturists in Winchester have collectively brought smiles to 1,115 events, receiving 355 verified reviews with an outstanding average rating of 4.92* out of 5*.

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

🎉 New to Poptop

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 £250 / event

Why event planners love Poptop

Reviews for Caricaturists in Winchester

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

Treena Knight-allison10 Nov 2025

Booked for Wedding

We had the pleasure of having John for our wedding, and he was absolutely amazing! He looked stylish and fit in perfectly with the atmosphere of the day and was real hit with our guests. Everyone loved their drawings, we had so many compliments about how well he captured each person’s unique features and personality and the pictures really did resemble them. There was always someone at his table, and he worked so quickly and efficiently without compromising on quality. Such a fun and memorable addition to our wedding entertainment. He is 10 out of 10 I highly recommend.

Bea Mitchell20 Sep 2024

Booked for Corporate Function

Everything was great - extremely friendly and flexible when people asked for a caricature even if it was nearing her end time. Would definitely recommend :)

Ella Reynolds20 Nov 2022

Booked for Wedding

Alan created caricatures of our guests on our wedding day and was fantastic. Lots of great feedback, he was on time for the two hour slot and managed to fit in plenty of people. He was even able to grab a photo and finish some of the drawings off when the guests were needed in photos etc. Would definitely book again!

Amanda-Jade Lowe19 Dec 2019

Booked for Christmas party

Ben was great. I hired him for my works Christmas party and people loved it. I wish I’d have booked him a little longer, which is not Bens fault. The time flew by and he was a huge hit. After he left people were asking me where he’d gone! Very friendly and approachable. I’d highly recommend.

Erika Davies28 Aug 2019

Booked for Wedding

Great Caricaturist for our wedding. Our friends and family thought it was a wonderful idea and it was lovely they were able to take the illustrations home with them. Gremlyn arrived in plenty of time and I think he also stayed on a bit longer than planned as so many people wanted their caracture done. Highly recommend.

emily noctor24 May 2019

Booked for Wedding

We had the amazing Francesco at our wedding on 25.05.2019! He was a HUGE hit with all our guests and done an incredible job capturing everyone’s likeness. Highly recommend this lovely gentleman

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 Winchester

Caricaturists in cities of Hampshire

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Southampton(49)

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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 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

A caricature artist sketches under warm lighting, surrounded by elegantly dressed guests holding drinks, creating a vibrant, lively atmosphere.

5.0(12 reviews)

• 25 bookings

Playfully Funny Hand Drawn Caricatures by Edward's Caricatures

With my caricatures, I will show everyone just how wonderfully unique we all are and have a laugh as well.

from £310 / 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(12 reviews)

• 25 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 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 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 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 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

A joyful artist sketches a caricature on a rustic wooden table, with lively chatter and soft purple lighting enhancing the vibrant atmosphere.

4.53(17 reviews)

• 47 bookings

Fast & Fun Caricatures by John Valcas

John Valcas Caricature session is well-entertained activity to create the most original event to offer to your guests with his particular remarkable stroke & charming cheerful behaviour.

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 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

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

A cheerful artist in a formal vest and bow tie engages guests with sketching, surrounded by elegantly dressed attendees enjoying cocktails.

POPTOP CHOICE 😎

4.97(29 reviews)

• 95 bookings

Strong & Punchy Digital Caricatures by Alan Simpson Ink

Digital caricatures dazzle with full colour illustrations that impress onlookers. For a truly memorable and personal take away from events, hire Alan to draw your guests.

from £330 / event

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

POPTOP CHOICE 😎

4.97(29 reviews)

• 95 bookings

Alan Simpson Ink Strong & Punchy Caricatures on Paper

Incredible and consistent likenesses! Strong punchy drawings that pop off the page! Many laughs and much wonder as the guests watch the drawings come to life.

from £290 / event

The trio exudes joy in a cozy, dimly lit setting, showcasing a playful caricature on a clipboard, capturing their lively spirits.

5.0(6 reviews)

• 6 bookings

Experienced & Hilarious Caricaturist Will For Your Event

Your guests will take home not just their caricatures, but lasting memories of your special event that they'll treasure for years to come.

from £336 / 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

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

Capturing Your Guests in a Fashion Illustration Style

Caricaturists spotlight 🌟

Capturing Your Guests in a Fashion Illustration Style

🎉 New to Poptop

Whether a wedding, anniversary, birthday, christening, bar mitzvah, corporate event, or something else I can give your event that touch of theatre and fun. The best bit is you and your guests will have original artwork to keep, long after the hangover has faded. Party favours have never looked so good! Capturing your guests in a fashion illustration style in just 8-10 minutes (or 15 minutes for a couple). I work digitally giving flexibility, speed and allowing for more artworks to be shared.

About supplier

Having worked as an illustrator for years I took the leap to move into live illustration (a long-held ambition) post-pandemic and haven’t looked back. I love seeing the delight and excitement on my client's faces when they see their portraits revealed.

from £500 / event

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Caricaturists in Winchester For Hire