Daring Caroler Gifts

Looking for gifts that capture the lively, mischievous side of holiday caroling? Our daring caroler collection adds a playful twist to festive celebrations. Perfect for friends or family with a bold sense of humor, these creatively designed products bring out the joyful, daring spirit of holiday singing without taking it too seriously. Surprise someone who loves to stand out at holiday parties or loves a good laugh during the season of joy.

All Products Prints T-Shirts Mugs Pillows

Extreme Carolling

from $19.00

Old Mother Goose Nursery Rhymes

from $19.00

'It looks suspiciously like Killer Hart is taking a dive!'

'It looks suspiciously like Killer Hart is taking a dive!' mockup

'It looks suspiciously like Killer Hart is taking a dive!'

from $19.00

The Problem with On-the-fly Christmas Caroling

The Problem with On-the-fly Christmas Caroling mockup

The Problem with On-the-fly Christmas Caroling

from $19.00

"Norman's really into wild paddling." mockup

"Norman's really into wild paddling."

from $19.00

Are we human or are we Dancer, Prancer, Comet and Vixen

Are we human or are we Dancer, Prancer, Comet and Vixen mockup

Are we human or are we Dancer, Prancer, Comet and Vixen

from $19.00

'Ach, Herr Scrooge - ghost of this, ghost of that...serious delusions.'

'Ach, Herr Scrooge - ghost of this, ghost of that...serious delusions.' mockup

'Ach, Herr Scrooge - ghost of this, ghost of that...serious delusions.'

from $19.00

Bling Crosby.

from $19.00

Casual skydiving.

from $19.00

"This is our corporate evaluation pond. If you can survive a 15 minute swim, then you are management material."

"This is our corporate evaluation pond. If you can survive a 15 minute swim, then you are management material." mockup

"This is our corporate evaluation pond. If you can survive a 15 minute swim, then you are management material."

from $19.00

"O Holy night - Aye! The stars are brightly shining - YUH!"

"O Holy night - Aye! The stars are brightly shining - YUH!" mockup

"O Holy night - Aye! The stars are brightly shining - YUH!"

from $19.00

Proposal on a snowboard

from $19.00

"Thank goodness for rear-engine cars!" mockup

"Thank goodness for rear-engine cars!"

from $19.00

Theatrical Christmas.

from $19.00

Divers attache BITE ME sign to companion's oxygen tanks.

Divers attache BITE ME sign to companion's oxygen tanks. mockup

Divers attache BITE ME sign to companion's oxygen tanks.

from $19.00

'Frankly, I think his caroling was better before he launched a solo career.'

'Frankly, I think his caroling was better before he launched a solo career.' mockup

'Frankly, I think his caroling was better before he launched a solo career.'

from $19.00

'I can't believe this! Is there anyone here who isn't too chicken to jump?'

'I can't believe this! Is there anyone here who isn't too chicken to jump?' mockup

'I can't believe this! Is there anyone here who isn't too chicken to jump?'

from $19.00

"Good King Worcestershire looked out on the feast of Stephen..."

"Good King Worcestershire looked out on the feast of Stephen..." mockup

"Good King Worcestershire looked out on the feast of Stephen..."

from $19.00

"That's the trouble with costume drama - so easy to foul up."

"That's the trouble with costume drama - so easy to foul up." mockup

"That's the trouble with costume drama - so easy to foul up."

from $19.00

Coventry Carol

from $19.00

"You know Dasher and Dancer and Prancer and Vixon..."

"You know Dasher and Dancer and Prancer and Vixon..." mockup

"You know Dasher and Dancer and Prancer and Vixon..."

from $19.00

The 12 Snacks of Christmas

from $19.00

Check out our nose ring special for the bull market investor.

Check out our nose ring special for the bull market investor. mockup

Check out our nose ring special for the bull market investor.

from $19.00

"And a parsley in a pear treeeee." mockup

"And a parsley in a pear treeeee."

from $19.00

"If Carlo can't maintain a better on-line profile, he'll just have to go..."

from $19.00

Rum Pah Pum Pum!

from $19.00

Christmas-Plex

from $19.00

Carols

from $19.00

'And please take into account that my client was acting upon a double-dog-dare.'

'And please take into account that my client was acting upon a double-dog-dare.' mockup

'And please take into account that my client was acting upon a double-dog-dare.'

from $19.00

'Darling, it's the local Satanists wondering whether they can sing us some black metal.'

'Darling, it's the local Satanists wondering whether they can sing us some black metal.' mockup

'Darling, it's the local Satanists wondering whether they can sing us some black metal.'

from $19.00

'Are you sure this is legal?'

from $19.00

Carol Singers

from $19.00

'Rudolph with your nose so bright, won't you light my fridge tonight?'

'Rudolph with your nose so bright, won't you light my fridge tonight?' mockup

'Rudolph with your nose so bright, won't you light my fridge tonight?'

from $19.00

Daring Caroler Gifts Collection

Daring Caroler Mugs

Explore our daring caroler mugs—bringing humor and holiday spirit to your morning routine with every sip.

Daring Caroler Pillows

Browse our daring holiday pillows—adding a playful and humorous touch to your seasonal home décor.

Daring Caroler Prints

Discover our collection of daring holiday prints—ideal for showcasing your bold, festive personality with style.

Daring Caroler T-Shirts

Check out our daring caroler t-shirts—funny, bold, and perfect for making a festive statement wherever you go.