Billy Connolly unveils six new limited edition artworks


The ‘Big Yin’ has added six new limited edition pieces in his classic style to his Born on a Rainy Day collection, exclusively available at Castle Fine Art

Renowned artist and comedian Sir Billy Connolly introduces a poignant chapter of his artistic journey with the release of six exclusive limited edition artworks on Thursday 15th February 2024.

The latest additions to his Born on a Rainy Day collection not only showcase Connolly’s distinctive style but also delve deep into the personal tapestry of his life, blending memories from his Glasgow childhood, the Scottish countryside, and his current Floridian abode.


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Titled ‘Step We Gaily,’ ‘Wee Warrior with Targe,’ ‘Extinct Scottish Cat,’ ‘Permit From Memory,’ ‘Baby Flier,’ and ‘The Charmer,’ these vibrant pieces offer a glimpse into the multi-faceted artist’s experiences. Drawing inspiration from his love for fishing near his Florida home, Connolly skillfully weaves the narratives of his heritage and cherished memories into each masterpiece.

The ‘Big Yin’ began his artistic career when he started drawing whilst on tour in Canada in 2007 and picked up paper and pens in a Montreal art store. “I’d never drawn in my life until this point, but I just started drawing weird islands and carried on drawing,” he says. “I asked my wife (Dr Pamela Stephenson-Connolly) to tell me if they were getting better and she said ‘definitely’.


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His drawings evolved into his debut fine art collection, Born on a Rainy Day, which launched at Castle Fine Art in 2012. Now living in Florida, Billy creates art in his home studio. Billy’s initial works were in black and white, but in recent years, he has embraced colour, adding: “There’s more colour in the collection than before. I was looking at the drawings and sometimes they were crying out for colour and I didn’t know why.”

Billy has also explored sculptures, with six designs now in his portfolio. Created from Billy’s original drawings, they are cast in metal to reflect his past as a welder in the Glasgow shipyards, and each sculpture features a cast of Billy’s signature to signify his approval throughout the design process.

In 2023, Billy’s works were collected into a deluxe coffee table book with a foreword by Pamela Stephenson-Connolly, and commentary on the artworks by the man himself.

Take a look at the latest additions to the collection below

Billy Connolly artwork Step We Gaily

Step We Gaily

This piece sees Billy looking back at his schooldays: “It reminds me of a music teacher I used to have called Miss Silver. When I was about 13 or 14, she had musical appreciation days where she would play music and you would have to say what you thought of it.

“She played us the Scottish song Mairi’s Wedding. ‘Step we gaily/On we go/Heel for heel and toe for toe/Arm in arm and row on row/All for Mairi’s wedding’. He’s doing the perfect move for stepping gaily. You can imagine him in a little hall in the Highlands, dancing with a few others. There’s a lot of that ‘step we gaily’ time on a Friday night in the Highlands, when there’s people who’ve had too much to drink, dancing with nobody in particular.”

Billy Connolly artwork Wee Warrior With Targe

Wee Warrior with Targe

This is Billy’s portrait of a fighter with a Scottish shield, a targe. “The Scots discovered if they could use the shield, the thing to do was to belt the enemy away with the targe and strike down with your sword, then come back and with your shield, just shuffle them away and plough your way through the enemy. This guy, though, he’s a jolly kind of fellow.’

Billy Connolly artwork Extinct Scottish Cat

Extinct Scottish Cat

In this piece, Billy pays tribute to the Scottish wildcat. “They’re a wild animal, not a pussycat. I had a stuffed one, given to me by a man whose wife wouldn’t let him keep it in the house. I put him by the fireplace in the living room. Robin Williams was staying with us and started pretending to be the wildcat, talking in a Scottish accent and really getting into character. Someone came into the room and said: ‘What’s that?,’ and Robin made the exact noise of the cat and scared the life out of them. Robin was a genius.”

Artwork called Permit From Memory

Permit From Memory

“A permit is a fish here in Florida, which haunts the waters where they’re shallow,” says Billy, who has always loved fishing, particularly alongside his son Jamie. “He once caught a monster and I’ve got pictures of him holding it above his head. It was wonderful; it’s lovely to be involved in something like that. Days like that are all part of the joy of going fishing, like drawing is one of the joys of my life. You’re gonna sit down and do a few strokes and make something that never existed before and it’s a joy. It’s good for you and it’s good for everybody.”

Billy Connolly artwork called Baby Flier

Baby Flier

‘Baby Flier’ is an angelic baby with wings. “The ‘flier’ came second, the wings were an afterthought. He looked a bit lonely with no wings. Babies look as if they should fly or float; they have a holiness about them,” says Billy.

“My Catholic upbringing makes me think of that angelic thing. My childhood was kind of dark, with my parents’ divorce and being brought up by strange aunties, so the church was a release. I always loved it, going to Mass or Benediction. All the candles and people in their long outfits, the smells…”

The Charmer

The Charmer

“Now, he’s obviously a snake charmer but that’s not what he started out as. He started out to be a guy sitting there and I thought ‘Oh, he’s an Indian snake charmer’ and stuck the snake in and then the snake became a woman. It’s all part of spending too much time on your own!” says Billy of the exotic piece which has a personal connection. “My great-great-great-grandmother was Indian who married an Irish soldier when she was 12, which I am assured was quite normal at the time.

“I remember when I was in India, near a barracks up in the hill country. And in the morning, we were awakened by the call to prayer. This guy was doing it and he sounded really great, perfectly in tune, and I thought ‘Oh, I’m home’.”

Where and when can you buy the new pieces?

Exclusively available at Castle Fine Art galleries nationwide and online at, these unique pieces are a testament to Connolly’s popularity as an artist.

The artworks, priced at £1,250 each, bear the artist’s signature and are offered both individually and as a complete set of six, framed at £6,250 or unframed at £4,950.


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