Pragmatic Holiday Planner Gifts

Celebrate the art of planning ahead with gifts perfect for the pragmatic holiday planner. From cleverly designed mugs to inspiring prints, find something that helps them stay organized while enjoying the holiday cheer. These products blend wit and practicality, making their festive season smoother and more joyous.

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'Dear Customer - Due to economic cutbacks, this year we have produced a 'Round Robin' Christmas Card...'

'Dear Customer - Due to economic cutbacks, this year we have produced a 'Round Robin' Christmas Card...'

Santa Claus's Mail

Santa Claus's Mail

"Hawaii, where are you folks going?"

"Hawaii, where are you folks going?"

Airlines

Airlines

"First class, or with children?"

"First class, or with children?"

Santa sits in front of computers with naughty data and nice data screens.

Santa sits in front of computers with naughty data and nice data screens.

"Christmas drinks 'n' nibbles system"

"Christmas drinks 'n' nibbles system"

"As you can see, I've alphabetized the items, presents owing if you will, so if you can digitally initial here, here, here, here and here and sign there. Thank you. See you December 24."

"As you can see, I've alphabetized the items, presents owing if you will, so if you can digitally initial here, here, here, here and here and sign there. Thank you. See you December 24."

Woman dreaming about being on vacation.

Woman dreaming about being on vacation.

"Are we going for suntan, personal development or being the envy of our friends on Instagram?"

"Are we going for suntan, personal development or being the envy of our friends on Instagram?"

-'but for a full English breakfast you can't beat Blackpool,sir.'

-'but for a full English breakfast you can't beat Blackpool,sir.'

Fight or Flight

Fight or Flight

Mr. Punch in Venice

Mr. Punch in Venice

"I ask that today is a good day...a day that brings family together...to show how we need one another."

"I ask that today is a good day...a day that brings family together...to show how we need one another."

"Really! How many 'How to Survive the Festive Season' articles does one man need?"

"Really! How many 'How to Survive the Festive Season' articles does one man need?"

Heading off with a packed bag

Heading off with a packed bag

Italia tours

Italia tours

"Two of every known creature on the planet and you forgot the pooper-scooper?"

"Two of every known creature on the planet and you forgot the pooper-scooper?"

"If your luggage is in your clothes it doesn't count!"

"If your luggage is in your clothes it doesn't count!"

'This one is a bit different - twelve Indian call centres in eight days.'

'This one is a bit different - twelve Indian call centres in eight days.'

"I'll be there in three 'All Too Well's."

"I'll be there in three 'All Too Well's."

"I know it’s a challenge, but it needs your input!" "...Your breadth of knowledge of different interest groups, religions...cultures!" "Right, so the staff Christmas meal will be a traditional lacto-vegan one at a Thai restaurant sometime in March?" "Do you think the Pagans will be OK with that?"

"I know it’s a challenge, but it needs your input!" "...Your breadth of knowledge of different interest groups, religions...cultures!" "Right, so the staff Christmas meal will be a traditional lacto-vegan one at a Thai restaurant sometime in March?" "Do you think the Pagans will be OK with that?"

The Problem with On-the-fly Christmas Caroling

The Problem with On-the-fly Christmas Caroling

Wizard of Oz - repeat fees

Wizard of Oz - repeat fees

Excess Baggage: Sooner or later all those vacation bills come due.

Excess Baggage: Sooner or later all those vacation bills come due.

"Could you help me fit nine days work into five and still see my family?"

"Could you help me fit nine days work into five and still see my family?"

Man on beach realizes laying down flattens his stomach

Man on beach realizes laying down flattens his stomach

'Tom will coordinate our pre-holiday point-of-purchase displays and Mark will coordinate our post holiday point-of-return displays.'

'Tom will coordinate our pre-holiday point-of-purchase displays and Mark will coordinate our post holiday point-of-return displays.'

'No, no, no. You guys are way off! This isn't even the cat. You guys are on the dog.'

'No, no, no. You guys are way off! This isn't even the cat. You guys are on the dog.'

'We must have everything... this is all that's left!'

'We must have everything... this is all that's left!'

A tourist struggling with loads of luggage

A tourist struggling with loads of luggage

'Let it go, Amy.'

'Let it go, Amy.'

"We can't go. We don't have enough carbon offset credits to get to the Grand Canyon."

"We can't go. We don't have enough carbon offset credits to get to the Grand Canyon."

"Well, all I know is he left on vacation to unwind... and he never wound-up again!"

"Well, all I know is he left on vacation to unwind... and he never wound-up again!"

'Ideally, I'd like a ticket to where ever my luggage is going.'

'Ideally, I'd like a ticket to where ever my luggage is going.'

Pragmatic Holiday Planner Gifts Collection

Pragmatic Holiday Planner Mugs

Explore our collection of mugs perfect for pragmatic holiday planners—witty, functional, and designed to bring a smile to their busy mornings.

Pragmatic Holiday Planner Pillows

Discover cozy pillows packed with clever messages for holiday planners—adding comfort and inspiration to their seasonal setup.

Pragmatic Holiday Planner Prints

Browse our inspiring prints that celebrate organization and holiday cheer—ideal decor for the pragmatic planner’s festive space.

Pragmatic Holiday Planner T-Shirts

Check out our t-shirts tailored for the pragmatic holiday planner—comfortably stylish and fun, to keep their festive wardrobe both practical and festive.