Caricature Event Highlights

Live Entertainment for Tampa Bay and surrounding areas

Every smile tells a story!


Our team of Tampa’s top quick-sketch artists turn live events into unforgettable experiences.

We’ve drawn at all sorts of events- from elegant weddings at The Don CeSar Hotel to trade shows hosted at the Tampa Convention Center, brand activations at The Dali Museum, and outdoor events along Clearwater Beach and St. Pete Pier.

We’ve brought our signature live art to some of the Tampa Bay Area’s most iconic venues and can’t wait to draw at yours next!

The Art of Fun! Caricature Highlights from Our Events

Videography curtsey of JP Productions

A young man in a blue Tampa Bay soccer jersey and glasses holding a cartoon drawing of himself and a woman with long hair. They are outdoors near a brick building and greenery, smiling at the camera.
A man with dark hair and facial hair holds a caricature drawing of himself in a room with ornate decor. Behind him is a large classical painting of three children standing around a tree.
Two people seated outdoors at a caricature artist's booth, creating caricatures of a woman and a man, with a city skyline and park in the background during evening.
A man and woman smiling and sitting outdoors, holding a caricature drawing of themselves, with a house and trees in the background.
Man holding a caricature drawing of himself, smiling, in a room with abstract artwork on the wall.
Child holding up a cartoon drawing of a person with blonde hair, blue eyes, braces, and a purple hoodie, outdoors with greenery in the background.
A man and woman smiling and sitting together, with the man holding a caricature drawing of both of them.
A woman with tattoos on her arm, wearing a yellow and navy baseball cap and a blue long-sleeve shirt, is drawing a caricature of herself on a white paper attached to an easel at an outdoor event.
A man in a black suit holding a caricature drawing of himself.
Young woman with curly hair smiling and holding a caricature drawing of herself, depicting her with voluminous curly hair and wearing jewelry, in an indoor setting.
A woman in a pink blazer and a man in a blue blazer holding a caricature drawing of themselves. They are smiling and seated outdoors at night, with plants and lights in the background.
A man smiling in Tampa Bay Sun Football Club attire, wearing a yellow cap, glasses, and jewelry, holding a hand-drawn cartoon of himself dressed as a football fan with a cap, glasses, and a cape, with a small flag that says 'Fan' in an outdoor settin
Three women sitting together at a caricature booth, smiling at the camera, with a drawing of a woman with curly hair and a confident expression on the caricature board in front of them. There is colorful artwork on the wall behind them.
Outdoor wedding setup with white chairs, a small table with a flower bouquet, and an easel with a sketch of a bride, overlooking the ocean on a clear day.
A woman and a man sitting together outdoors at night, holding up a drawing of exaggerated cartoon portraits of a woman with a bow and a man with a beard, with a small chicken drawing and a speech bubble reading 'Ybor FL 2023'.
A woman with long, wavy hair and a broad smile holding a drawing of herself and a glass of beer, sitting in a cozy indoor setting.
A woman is drawing a portrait of two men sitting together outdoors on a sketchpad set on an artist's easel. The men are smiling, with the man on the left wearing a pink blazer and the man on the right wearing a blue blazer. The scene takes place in a
A man in a blue tank top is smiling and holding a drawing of a caricature of himself, with the logo "Blue Waves Surfing Club" at the bottom.
A smiling man with glasses and a woman with curly hair holding a caricature drawing of themselves outdoors with greenery in the background.
A smiling older woman with gray hair in a half ponytail holds a caricature drawing of herself, while standing next to a younger woman with long red hair. The older woman is holding a pair of sunglasses and they are indoors, with artwork on the wall a
Two young women are creating a caricature drawing of themselves outdoors on an easel. One woman wears a baseball cap and black shirt, and the other has curly hair tied with a blue scrunchie.
A man with glasses and a beard wearing a blue collared shirt sitting and smiling next to a large sketch of a caricature of himself, featuring glasses, a beard, and wavy hair.
A man with glasses, grey hair, and a beard, wearing a blue floral shirt, smiling while holding a drawing of himself with a tropical background and the words "Tampa!" and "’25".
A cartoon portrait of a woman with glasses being drawn by an artist at an art event. Two smiling people pose for photos in the background.
A healthcare worker dressed in blue scrubs and a hairnet sitting on a chair in a medical setting. In front of her, there is a drawing of a smiling person with curly hair, a heart, and a sun with a smiley face, signed by Gomes and dated 25.
A small dog sitting on a stroller next to an art display of a colorful pet portrait of the same dog, at an outdoor market.
A young boy smiling and pointing to a drawing of a pirate on white paper, celebrating his 8th birthday.
Group of five people smiling and holding a caricature drawing of themselves at an event.
Smiling man with tattoos on his left arm holding a framed caricature drawing of himself, with 'CYBOR 2024 - GRAVE' written on it, standing in front of a white wall with pinkish lighting.
A young girl with braided hair holding a caricature drawing of herself, with a cityscape in the background under a blue sky.
A man with a mustache smiling and holding a caricature drawing of himself, a woman, and a dog, while a fluffy white and black dog sits on a chair next to him, sniffing the drawing.
A caricature drawing of a man and a woman on a whiteboard, with the man having styled hair and the woman with long straight hair and large earrings, located outdoors on a brick-paved surface.
A woman in a red shirt is drawing caricatures of a group of three young girls at an outdoor event. The girls are wearing bandanas and sitting in front of the artist's caricature board, which displays the word "CARICATURES" and drawing hours.
A smiling man with tattoos on his arm holding a cartoon caricature drawing of himself, which features exaggerated facial features and a ponytail, in a room with framed pictures on the wall. He is wearing a black shirt with a hospital logo, an orange
A woman and a man sit together, looking at a drawing the man is holding. The woman appears surprised or excited, covering her mouth with her hand. The man is wearing a black cap with the Los Angeles Dodgers logo and a white hoodie. The drawing featur
A smiling couple sitting on a bench holding a small dog, with caricature sketches of the same couple and their dog in the foreground.
A man with glasses and a blue shirt holding a satirical caricature portrait of himself, smiling, in a room with abstract wall art, a lamp, and a potted plant in the background.
Group of six young people smiling and posing together outdoors, one holding a drawing of their caricatures, with plants and warm lighting in the background.
A man with glasses and a beard smiling and holding a caricature portrait of himself. The caricature depicts him with a large head, glasses, smiling face, and a background with a beach scene, including palm trees and birds.
Two women smiling and holding a colorful caricature drawing of themselves, with hearts and the text 'Tampa 2023 Games' above them.
A caricature drawing of an elderly man and woman displayed on a clipboard in front of two seated elderly individuals, a man in a yellow shirt and a woman in a colorful striped shirt, in a room with historical paintings in the background.
Two men wearing sunglasses smiling and holding a caricature drawing of themselves and their dog. The caricature shows two men with sunglasses, their dog, and a bear on top, with colorful background and cartoon-style features.
A young girl with braided hair holding a colorful caricature drawing of herself, with a background of a bamboo plant.
A colorful caricature of a smiling woman with glasses, blond hair in a braid, and a tank top featuring an owl graphic. She is surrounded by stars and clouds, with the artist's signature and date '2020 Agony' at the bottom.
A man and woman are sitting together outdoors at night, smiling and holding a cartoon-style drawing of themselves. The man on the left has dark hair, a beard, and is wearing a black T-shirt. The woman on the right has curly hair and is wearing a blac
A smiling man and woman holding a caricature of a bearded man wearing glasses and a blue cap, with a background of cartoon family characters and dinosaurs.
Two women sitting outside, one holding a caricature drawing of both women with the text "Tampa 2025" and a small erupting volcano at the bottom. The woman on the left has sunglasses on her head, and the woman on the right is holding a water bottle. T
A woman in an orange dress holding a framed caricature portrait of herself at an outdoor event, smiling at the camera.
Two women sitting at a table with a caricature drawing of them on paper in front of them. The woman on the left has long hair, glasses, and is wearing a red dress, smiling. The woman on the right has short curly hair, glasses, and is wearing an off-s
A black and white caricature drawing of a young person with exaggerated facial features, messy hair, and a playful expression, wearing a Lakers basketball jersey.
A man and woman sitting together, smiling at the camera, with a black-and-white caricature drawing of themselves in the foreground.
Four people standing together, holding a caricature art picture of themselves. The group includes two men and two women in casual summer clothing, smiling at the camera.
A man and a woman smiling while holding a caricature drawing of themselves inside a building with an industrial ceiling and other people in the background.