19 Fun Things to Put on a Calendar Right Now

Written By: author avatar Rashelle Isip
author avatar Rashelle Isip
Rashelle Isip is a New York City-based productivity coach, consultant, and founder of The Order Expert®. With over 16 years of experience, she helps entrepreneurs and executives replace the "hustle and grind" mindset with one of "ease and flow." Rashelle is a former contributing columnist for Inc.com and Lifehack.org, and has been featured in Fast Company, Forbes, NBC News, The Washington Post, and NPR. She is the author of four books, including The Order Expert’s Guide to Time Management. When not helping clients master their schedules, she enjoys scouting for practical, well-designed office supplies. Learn more at TheOrderExpert.com.

Last Updated: Mar 5, 2026

Two people holding ice cream cones as things to put on a calendar

Are you looking for a collection of fun things to put on a calendar?

Do you want an amusing way to add some interest to your planner?

In this article, you’ll find a collection of nineteen fun things to put on a calendar.

Key Takeaways

  • Adding enjoyable and meaningful activities to your calendar helps balance work and personal life while boosting motivation.
  • Fun calendar entries give you something to look forward to, increasing anticipation and joy throughout the year.
  • Keeping a running list of fun ideas (in a notebook, app, or sticky notes) makes it easy to schedule them into your calendar.
  • Examples of fun calendar items include vacation time, holiday celebrations, parties, shows, personal goals, and creative entries like inspirational quotes.
  • Scheduling fun events intentionally ensures you carve out quality time for rest, relationships, and personal interests.

Table of Contents

Why should you have fun things to put on a calendar?

Calendars are a practical way to track meetings, appointments, activities, events, and functions that take place in life.

You can easily create any number of calendar entries to help you stay organized in your business or personal life.

As a productivity coach, I regularly remind clients to schedule tasks, to-dos, appointments, and meetings into their calendars.

But who says calendar entries have to be plain, boring, unimaginative, and uninspiring?

After all fun things are just part and parcel of this wonderful thing called life.

They balance out all those administrative or managerial items we tend to on a regular basis.

What’s more, fun things can give us a sense of encouragement, motivation, and inspiration.

We often look forward to upcoming fun events with friends, family, neighbors, and acquaintances.

That’s all the more reason to have things to put on a calendar, I think!

What are the benefits of having fun things to put on a calendar?

There’s much more to adding fun things to a calendar and viewing them on your schedule.

Simply put, I think there’s many benefits of having a collection of fun things to put on a calendar.

Here are some potential benefits I can think of off the top of my head:

Spend quality time with your friends and family

Generally speaking, I’m guessing those fun things on your calendar tend to involve people you enjoy hanging out with.

Spending time with friends and family should be a part of your everyday life.

By adding fun things to your calendar, you can ensure you’ve scheduled time to spend time with others you care about.

Creates sense of balance in your schedule

Having a list of fun things to put on your calendar allows you to gain a better sense of your professional and personal responsibilities.

For instance, let’s say there are more work items on your calendar.

You may not be giving yourself sufficient time to rest, unwind, and have new adventures.

The same goes for having only fun things on your calendar.

You may be inadvertently shunning work responsibilities, or you could just be on vacation or personal leave!

Carve out treasured free time just for you

What happens when you have fun things on your calendar that are carved out just for you?

You have a wealth of me time available to you!

There’s no need to meet, call, or catch up with anyone.

You can choose whatever solo activity interests you most, on your own time, and pace. That itself can be a bit of respite from the daily grind.

Enjoy delicious anticipation of an event

One of the most delightful things in life is that of anticipation.

Knowing that you’ll see your favorite band in concert at the end of the week can make a good day great and a so-so day even better.

It’s something you can truly look forward to. In many ways that can be as rewarding, if not more rewarding than the activity itself!

Where should you keep fun things to put on a calendar?

I bet you’re wondering: where you should keep fun things to put on a calendar?

In my book, as long as you’re keeping track of these items somewhere or somehow, that’s a good first start.

Here’s a short list of ideas to corral fun things to put on a calendar well before you enter them into your calendar or planner.

Word processing document or spreadsheet

Open up any word processing document or spreadsheet of your choice. You’ll always have a list of fun things at the ready for when you need it.

Physical notebook or calendar planner

Turn to a blank page and create a list of items to add to your calendar as needed. You may also wish to create a specific section in your notebook or planner for to-be entered items.

Blank sheet of paper

Sometimes, it’s best to go back to basic. Grab a blank sheet of paper and simply write down what you want to add to your calendar. Then, transfer the information when you’re ready.

Sticky notes

Grab a stack of sticky notes and jot down fun things to do on a sticky note or two. You can also use sticky notes as reminders of upcoming events in your calendar.

Index cards

Find a stack of index cards. Use a single card to list out items you’d like to add to your calendar. If you like, you can separate different subject items on each card.

App or digital planner

Are you always on the go and want to have a handy checklist of items at your fingertips? If so, you may wish to add calendar items to a to-do app or digital planner.

All in all, there’s no one single way to keep track of fun items before you add them to your calendar.

But what matters most is that you eventually transfer those items to your calendar so you can refer to it with ease.

Keeping track of what’s important on your calendar is a daily practice. My Productivity Mindset Planner™ is designed as a daily check-in to help you shift out of overwhelm and into intentional action.

Click the button below to download the planner:

19 fun things to put on a calendar right now

Many of these items can be applied to your choice of paper and/or digital calendars.

There are a few items, however, that apply only to paper calendars. Trust me…you’ll know them when you see them!

And of course, feel free to use this short list as a springboard for your scheduling.

You might come up with your own customized list of items to add to your calendar.

And if you’re looking for a handy list of practical items to add to your calendar this year, be sure to check out my blog post, 40 Things to Schedule into Your Calendar.

Now, let’s move onto that list of things to put on a calendar!

Vacation time

Ahh, rest and relaxation! Seriously though, vacation time should be one of the top “fun” items on your calendar.

It doesn’t matter whether you’re taking a few days or weeks off from work or school, whether you’re traveling to some remote locale abroad or simply having a “staycation.”

You should plan your vacation time and take your full vacation time this year.

Personal time

Every now and then we need time for ourselves to take stock and plan for the future. You can think of this time as a type of “pause” button from the routine of daily life.

Personal time includes any time spent dealing with a family matter, recovering from a health issue, making a career or educational change, or just some time away from the hustle and bustle to rest and reflect.

Holiday dates

What holidays do you celebrate during the year? Take a moment to pencil in any local, city, state, or federal civil holidays, as well as any religious holidays or celebrations.

Don’t forget to add in ample time for holiday preparations, including shopping for clothing, hanging up decorations, preparing food, or attending services.

Party dates

It’s time to celebrate! Make sure you have upcoming birthday, wedding, anniversary, graduation, and other parties included in your calendar.

Be sure to schedule any necessary preparation time before and after a party, including time off from work/school, food and decoration shopping, gift shopping, and outfit shopping.

Sport seasons

Here’s a handy tip for both spectators and players alike: track sport seasons in your calendar.

You can add football, soccer, baseball, basketball, tennis badminton, ice hockey, stock car racing, horse racing, and more. If you’re really in the mood, you can schedule pre-season games and playoff dates, too.

Exhibit openings

What’s new in the world of traveling and limited-time exhibits in your neck of the woods?

Write down any and all appealing upcoming exhibits in your local history museums, art galleries, science centers, botanic gardens, historical societies, and colleges/universities.

Shopping outings

Love to shop? It doesn’t matter if you adore clothes, power tool, computer, antique, or candle shopping…it’s just one more thing to look forward to during the year!

Go ahead and add in any routine or special shopping trips, outings, excursions, and sales to your calendar, ASAP.

Inspirational quotes

Give yourself a boost of motivation and inspiration for the next twelve months by writing down different inspirational quotes in your calendar.

You can write in your current favorites, or find brand-new collections of quotes to learn from, and appreciate over the next coming year.

Funny sayings or phrases

Let’s face it: sometimes, you just need a laugh! Keep your funny bone tickled pink by jotting down a couple of in-jokes, witty anecdotes, humorous sayings, side-splitting short stories, or funny phrases throughout the year in your calendar.

You’ll have something to smile about year ‘round.

Personal sayings

What positive or encouraging sayings or statements do you want to be at the top of your mind, every single day, week, or month?

Write down a list of your top personal sayings or statements, and jot them down in various places throughout your calendar for a quick reminder and does of encouragement.

Goal dates

If you’ve planned a project for this year, make sure it will come to pass. Schedule in all of your work and personal project goal dates.

This can include the completion of that six-month long work assignment, the completion of your history term paper, or when you reach your weight loss goal.

Online courses

Did you sign up to take a continuing education, lifestyle, hobby, or other online course this year?

If so, take a moment to add the courses dates and sessions to your calendar. This way, you’ll have time in your calendar to take your course, and complete any related assignments or exercises.

Release dates

Stay on schedule when it comes to your favorite media by adding release dates to your calendar.

Keep track of the latest book release by your favorite author, see your favorite actor in their latest blockbuster movie, snag a signed copy of CD or LP by a beloved musician, or buy one of the hottest new fashions from your favorite designer.

Performance and show dates

Have you purchased tickets for an upcoming performance or show? Tuck those tickets away in a safe location and make sure the big day is on your radar!

Schedule in all of your arts, music, and entertainment performances, shows, concerts, plays, and events into your calendar.

Family or friend leave dates

Do you have family or friends who are working, studying, or serving abroad and/or traveling? Chances are you probably have their leave or return home dates etched into the back of your mind.

However, it doesn’t hurt to add these dates to your calendar, so you can adequately prepare yourself and your household for their return.

Special anniversary dates

Has it been a year since you quit smoking, five years since you ran your first marathon, or ten years since you graduated from college?

Keep the memory and your motivation alive by adding in a variety of personalized special anniversary dates to your calendar. You can include any number of work, school, personal, family, health, wellness, or lifestyle achievements and milestones.

Doodles, drawings, and sketches

Set your imagination and your pen or pencil free! Just grab your favorite writing implement and your paper planner or calendar and you’re good to go.

You can doodle in the margins of your calendar during breaks, make quick sketch of the room you’re sitting in, draw imaginative fashions or outfits, invent new cartoon characters, or draw a beautiful mini-landscapes in the blank spaces of your planner.

Physical items

Personalize your paper planner or calendar the old-fashioned way with little mementos and notes. You can add style and sparkle to physical calendars using any combination of colorful sticky notes or tabs, decorative stickers, washi tape, glitter, ribbon, and glue.

You can also affix personal ephemera such as concert ticket stubs, special thank you notes, fortune cookie fortunes, love notes, drawings, and other items to your calendar, too.

New paper planner or calendar research

There’s no end of things to put on a calendar. And if you love using paper planners or calendars, then you know how exciting it can be to browse through planners in July/August, and at the end of the year.

Mark your calendar to browse stores in person and conduct online research so you can find your next favorite planner in a timely fashion.

And if you’re looking for a convenient collection of printable undated blank calendars, take a look at my calendar printables.

FAQ: Fun things to put on a calendar

Why should you add fun things to your calendar?

It helps balance your schedule, provides daily motivation, and encourages you to spend quality time with loved ones. It also makes the calendar planning process more enjoyable in and of itself.

What are the benefits of scheduling fun events on your calendar?

Improved mood, increased anticipation, and eager future outlook. It also helps you maintain a healthy work-life balance by ensuring you have regular calendar activities with friends and family.

Where can you track fun items before adding them to your calendar?

Word processing documents, spreadsheets, physical notebooks, sticky notes, index cards, digital apps, and planners can help you quickly capture items. Remember to transfer these fun things to your calendar when you’re read to schedule them.

What are some examples of fun things you can put on a calendar?

Get started by adding vacation time, personal time, holiday dates, parties, sports seasons, exhibit openings, shopping outings, inspirational quotes, and personal affirmations to your calendar. You can of course add, edit, or update entries based on your interests.

How can you effectively incorporate fun activities into your busy schedule?

Schedule activities days or weeks in advance so you’ll have plenty of time to prepare and plan. Choose activities that are truly of interest to you; you’ll eagerly look forward to them even more!

Conclusion

Your calendar doesn’t have to be a list of obligations, deadlines, and responsibilities. It can also be a place for joy, creativity, rest, and the moments that make your days feel meaningful.

When you intentionally schedule fun and personal priorities, you’re sending a powerful message to yourself: your time matters, and so does how you experience it. Small moments of enjoyment, planned on purpose, can create more balance, motivation, and ease in your daily life.

If you’d like help creating a calendar that feels calmer, clearer, and more intentional, start with my Productivity Mindset Planner™. It’s a simple way to approach your calendar and your to-do list with more ease and awareness.

author avatar
Rashelle Isip Productivity Coach and Founder of The Order Expert®
Rashelle Isip is a New York City-based productivity coach, consultant, and founder of The Order Expert®. With over 16 years of experience, she helps entrepreneurs and executives replace the "hustle and grind" mindset with one of "ease and flow." Rashelle is a former contributing columnist for Inc.com and Lifehack.org, and has been featured in Fast Company, Forbes, NBC News, The Washington Post, and NPR. She is the author of four books, including The Order Expert’s Guide to Time Management. When not helping clients master their schedules, she enjoys scouting for practical, well-designed office supplies. Learn more at TheOrderExpert.com.

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