Vacation Planning Season Gifts

Vacation planning season can be a whirlwind of bookings, packing, and last-minute changes. Our collection of fun and thoughtful items captures the humorous side of organizing getaways, making the process more enjoyable. Perfect for travel enthusiasts and anyone who loves to escape the everyday. Find the ideal gift that adds a little humor and warmth to their planning routine.

Vacation Season Vacation Planning Planning Vacation Planning A Vacation Planning A Holiday Vacation Anticipation Upcoming Vacation Planning A Holiday Trip Preparing For Vacation Planned Vacation

All Products Prints T-Shirts Mugs Pillows

"We haven't decided. At the moment, Stuart is researching Kennebunkport."

"We haven't decided. At the moment, Stuart is researching Kennebunkport." mockup

"We haven't decided. At the moment, Stuart is researching Kennebunkport."

from $19.00

"We found the poor thing stranded on the beach last summer and decided to adopt it."

"We found the poor thing stranded on the beach last summer and decided to adopt it." mockup

"We found the poor thing stranded on the beach last summer and decided to adopt it."

from $19.00

Santa Claus's Mail

from $19.00

'I'd say your caravan's a tad overloaded, sir.'

'I'd say your caravan's a tad overloaded, sir.' mockup

'I'd say your caravan's a tad overloaded, sir.'

from $19.00

Invasion Of The Summer Aliens

from $19.00

"First class, or with children?"

from $19.00

"Hawaii, where are you folks going?" mockup

"Hawaii, where are you folks going?"

from $19.00

Airlines

from $19.00

'I want to visit the very EDGE of civilisation, to explore the BRUTAL shores of natures most REMOTE regions. If you could manage that with a five star hotel and first class travel it would be perfect.'

'I want to visit the very EDGE of civilisation, to explore the BRUTAL shores of natures most REMOTE regions. If you could manage that with a five star hotel and first class travel it would be perfect.'

from $19.00

"No luggage to check - I just have this carry on."

"No luggage to check - I just have this carry on." mockup

"No luggage to check - I just have this carry on."

from $19.00

"I'd like a week off without any business related e-mail on my home computer."

"I'd like a week off without any business related e-mail on my home computer." mockup

"I'd like a week off without any business related e-mail on my home computer."

from $19.00

Woman dreaming about being on vacation. mockup

Woman dreaming about being on vacation.

from $19.00

'We must be 50,000 calories away from home by now.'

'We must be 50,000 calories away from home by now.' mockup

'We must be 50,000 calories away from home by now.'

from $19.00

'Another expectant father looking forward to paternity leave.'

'Another expectant father looking forward to paternity leave.' mockup

'Another expectant father looking forward to paternity leave.'

from $19.00

"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?" mockup

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

from $19.00

Daughters on the beach

from $19.00

Fight or Flight

from $19.00

Man packing suitcase with French vocabulary

Man packing suitcase with French vocabulary mockup

Man packing suitcase with French vocabulary

from $19.00

'You can forget the Captain's table-we're not paying that kind of money just to eat with the crew!'

'You can forget the Captain's table-we're not paying that kind of money just to eat with the crew!' mockup

'You can forget the Captain's table-we're not paying that kind of money just to eat with the crew!'

from $19.00

'How very Cumbria.'

from $19.00

"This bag is carry-on, and this one is kick-drop-throw-and-pile-on."

"This bag is carry-on, and this one is kick-drop-throw-and-pile-on." mockup

"This bag is carry-on, and this one is kick-drop-throw-and-pile-on."

from $19.00

"Let's see, I make it four suitcases, a rolling bag, and a tote bag... You sure that's enough for our two day trip?"

"Let's see, I make it four suitcases, a rolling bag, and a tote bag... You sure that's enough for our two day trip?" mockup

"Let's see, I make it four suitcases, a rolling bag, and a tote bag... You sure that's enough for our two day trip?"

from $19.00

"Lets find another beach, this one has too much competition."

"Lets find another beach, this one has too much competition." mockup

"Lets find another beach, this one has too much competition."

from $19.00

"I always forget how much louder they sound in the country."

"I always forget how much louder they sound in the country." mockup

"I always forget how much louder they sound in the country."

from $19.00

"Cancel the trip. The cook didn't get a visa."

"Cancel the trip. The cook didn't get a visa." mockup

"Cancel the trip. The cook didn't get a visa."

from $19.00

Excess Baggage: In the old days folks called 2 weeks with 4 kids in a non-air conditioned car a vacation.

Excess Baggage: In the old days folks called 2 weeks with 4 kids in a non-air conditioned car a vacation. mockup

Excess Baggage: In the old days folks called 2 weeks with 4 kids in a non-air conditioned car a vacation.

from $19.00

'...so if we can save enough maybe, just maybe, next year we'll be migrating courtesy of British Airways.'

'...so if we can save enough maybe, just maybe, next year we'll be migrating courtesy of British Airways.' mockup

'...so if we can save enough maybe, just maybe, next year we'll be migrating courtesy of British Airways.'

from $19.00

"I'm afraid there'll be an excess baggage charge on your Filofax."

"I'm afraid there'll be an excess baggage charge on your Filofax." mockup

"I'm afraid there'll be an excess baggage charge on your Filofax."

from $19.00

Camping.

from $19.00

A private jet takes off

from $19.00

'My wife is going to kill me. All her shopping coupons are in that lost luggage.'

'My wife is going to kill me. All her shopping coupons are in that lost luggage.' mockup

'My wife is going to kill me. All her shopping coupons are in that lost luggage.'

from $19.00

'We would like an unspoiled paradise, but with lots of shops.'

'We would like an unspoiled paradise, but with lots of shops.' mockup

'We would like an unspoiled paradise, but with lots of shops.'

from $19.00

Leave Nothing But Footprints, Take Nothing But Selfies.

Leave Nothing But Footprints, Take Nothing But Selfies. mockup

Leave Nothing But Footprints, Take Nothing But Selfies.

from $19.00

Vacation Planning Season Gifts Collection

Vacation Planning Season Mugs

Explore more fun and witty mugs designed for the vacation planning season—perfect for morning coffee or tea as they plan their escape.

Vacation Planning Season Pillows

Discover cozy pillows that celebrate vacation planning season with playful designs, adding charm to any relaxation space.

Vacation Planning Season Prints

Browse our travel-themed prints to inspire and motivate their vacation plans with stylish artistry.

Vacation Planning Season T-Shirts

Check out our collection of humorous t-shirts for vacation planners — a fun way to wear their love of travel and planning.