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  • Welcome to TPK! This is your first of 2 free articles. For unlimited access to tutorials and articles, join TPK Premium for less than the cost of a latte.

    Octopus Calligraphy Art Tutorial

    July 16, 2025

    by

    Lindsey Bugbee

    Calligraphy Drills, Flourishing, Free Printables, Home Decor, Sketchbook, Tutorials

    In this tutorial, I’ll show you how to strengthen your pointed pen skills with intricate octopus calligraphy art. Don’t skip downloading the traceable octopus outline!

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    Octopus Calligraphy Art Tutorial

    I love artistic representations of octopuses. All those billowy tentacles are so pretty to look at, with suckers that add beauty and visual interest. In today’s tutorial, I’ll show you how to make octopus calligraphy art! With the help of a free printable, you’ll be able to create an intricate octopus that doubles as an effective calligraphy drill.

    1. Trace the Octopus Outline

    First, print the Traceable Octopus Outline PDF on the paper of your choice. Then, use a pencil and a light box or a bright window to trace over it.

    Octopus Calligraphy Art Outline
    If you don’t have a light box, you can always trace around this outline on your computer screen. See the Do You Need a Light Box? post for light box workarounds.

    2. Fill in the Outline with Calligraphy Flourishes

    Now, use a medium-flex nib (like the Nikko G in an oblique pen) to draw tightly-coiled calligraphy flourishes in the top left tentacle. It’s important to keep the flourishes compact so the shape of the octopus is recognizable once you erase your pencil guidelines.

    Octopus Calligraphy Art Tutorial
    I used sumi ink to make my octopus calligraphy art. Feel free to use any ink that appeals to you!

    Continue to work your way down the octopus’s body, varying the flourish types based on your preference. Some flourishes can look like phone cords, while others might follow more of an “S” style.

    Octopus Calligraphy Art Tutorial
    If you’re intimidated by the idea of flourishing because it’s too tough, just think of flourishing as doodles with a pointed pen. That’s really all it is: doodles and loops!

    Don’t worry about mimicking my flourishes exactly. As long as you keep your flourishes tight and pay attention to stroke contrast, your octopus art will look great.

    Octopus Calligraphy Art Tutorial
    I chose to draw spirals to represent most of the octopus’s suckers.

    Continue to flourish within the pencil outline until everything has been filled in. Then, wait for the ink to dry, and erase your pencil lines! That’s it.

    Octopus Calligraphy Art Tutorial

    Timelapse Video

    I thought it might be helpful to see this tutorial in action, especially since it’s full of flourishes but made up of just a few simple steps. (Really, it’s just: make an outline, add the flourishes, and erase the outline.) So, here’s a video that shows exactly how I created this octopus calligraphy piece:

    All in all, this project took me about 40 relaxing minutes to make and serves as a fantastic addition to my sketchbook! Of course, you can enjoy it in a variety of ways. This little guy would be right at home on the front of a greeting card or as framed art in your home.

    Artist Showcase

    This tutorial was originally posted in 2021. Since then, learners have done an amazing job following (and modifying!) this octopus to reflect their own style.

    These flourished octopuses were created by @everiedesigns and @michiko.craft
    These flourished octopuses were created by @everiedesigns and @michiko.craft.

    Try making your own, then post it to the TPK Premium Discord — I’d love to see your take on the octopus!

    JOIN THE TPK PREMIUM DISCORD

    Additional Inspiration and Practice

    For flourish shape inspiration, see the Not Your Average Calligraphy Drills printable. The first three drill concepts, in particular, will come in handy as you embellish your octopus.

    Not Your Average Calligraphy Drills Sheet | The Postman's Knock
    This printable provides a great warmup and inspiration for types of flourishes to fill in your octopus outline.

    If you love the idea of practicing your calligraphy with a fun marine theme, check out the Under the Sea Drills. There, you’ll practice your dip pen skills as you flourish jellyfish, sea turtles, krakens, and beta fish, among other things!

    Not Your Average Calligraphy Drills: Under the Sea Edition | The Postman's Knock
    This is the “Flourished Beta Fish” project from the Under the Sea Drills packet.

    I hope that you have fun with this little tutorial, and that you use the process behind it to make all sorts of neat artwork. You can adjust the pencil outline concept to create anything: other animals, recognizable objects, or landmarks would all be great candidates. Happy creating!

    Warmly,

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Sketchbooking

About the author

Hi, I’m Lindsey Bugbee, the illustrator, calligrapher, and author behind The Postman’s Knock (TPK). Since 2012, the TPK Blog has been a vibrant creative space filled with tutorials and lessons on modern calligraphy, hand lettering, and illustration. After publishing The Calligraphy Book, I wanted to elevate the quality of content even further—so I launched TPK Premium. You can join here to receive access to some of the internet’s best creative inspiration and project tutorials.

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2 responses

  1. Lindsey Bugbee Avatar
    Lindsey Bugbee
    June 1, 2021

    I’m so glad you enjoy these tutorials! The octopus is definitely one of my favorites. 🙂

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  2. Lindsey Bugbee Avatar
    Lindsey Bugbee
    April 19, 2021

    It’s my pleasure! I’m so glad you enjoyed. 🙂

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✍️ There’s a fresh addition to the TPK Catal ✍️ There’s a fresh addition to the TPK Catalog: The Graceful Ballerina Calligraphy Drill Worksheet 

This ballerina is unique among TPK calligraphy drills in that it’s really not that complicated. After a few simple loops, a flourished tutu, and long strokes to make the legs, you have, well, a ballerina! 🩰 The most difficult part is getting the outline right; but even that isn’t too bad because you’ve got a traceable outline included in your worksheet set.

The beauty of the flourished ballerina? She makes *anything* look elegant: cards, envelopes, gift tags, whatever. My recommendation is to feature her on your next envelope. She’ll add a “wow” factor and allow you to left-justify the address, which is always a relief (no need to bother with centering)!

To find her, visit the link in my bio, then navigate to the Blog!

#thepostmansknock #tpk #calligraphy #calligraphydrills #calligraphyworksheet #moderncalligraphy #pointedpen #pointedpencalligraphy #calligraphypractice #flourishing #flourishedart #mailart #snailmail #envelopeart #envelopecalligraphy #handlettering #creativeprocess #artistsoninstagram #balletart #ballerinadrawing #ballerinaart #inkdrawing #calligraphycommunity #stationerylove #letterwritersalliance #penandink #calligraphyinspiration #learncalligraphy #artistlife #creativeplay
✨I’ve been making these little calligraphy Chr ✨I’ve been making these little calligraphy Christmas trees for years. They’re a go-to whenever I need a quick gift tag, envelope flourish, or something festive that doesn’t require a whole afternoon.

They look fancy, but they’re really just simple strokes stacked in different patterns. Truly: once you get the rhythm down, you can make a tree in under 30 seconds. 🎄 

If you want to try them (there are six styles!), the tutorial is on the TPK Blog, and it’s called
“6 Simple Ways to Make a Calligraphy Christmas Tree.” Feel free to google it, or visit: thepostmansknock.com/6-simple-ways-to-make-a-calligraphy-christmas-tree/

It’s very beginner-friendly, video-based, and a great way to get some creativity in during a busy season. I hope you love it as much as I do. 💛

#calligraphy #moderncalligraphy #holidaycalligraphy #calligraphyart #creativelifehappylife #christmascrafts #holidaycrafts #giftwrappingideas #diychristmas #christmascards #calligraphytutorial #finetec #metallicwatercolor #papercrafts #creativepractice #thepostmansknock #holidayinspiration #blackandgold #christmasideas #holidayideas
🎁 These printable gift tags are one of my favor 🎁 These printable gift tags are one of my favorite free printables on the TPK site. Just download, print, cut them out, and — if you want to — reinforce them with a bit of cardstock.

Inside the PDF you’ll find four designs: Festive Frida, Flourished Tree, Pine Boughs, and Merry & Bright. They’re all hand-drawn, and they make even the simplest wrapping look bespoke and artistic. 🎨 

Pro tip: If you’ve got a bit of extra time, add a pop of watercolor or some gold dots; and consider mounting the tag on a contrasting piece of cardstock for extra oomph.

They’re free to download at: thepostmansknock.com/free-super-cool-hand-drawn-printable-gift-tags/ (or visit the link in my stories today). Happy holidays!

#handdrawn #gifttags #printablegifttags #freeprintables #holidayprintables #christmascrafts #holidaygifts #papercrafts #snailmailinspo #mailart #creativegiftwrapping #diyholiday #diygifttags #artistsoninstagram #illustrationartists #thepostmansknock #tpkcommunity #calligraphycommunity #stationerylove #creativecommunity
There’s something extra fun about a card that do There’s something extra fun about a card that doesn’t just open … it comes to life. ✨ This little stand-up tree might look fancy, but it’s totally approachable — relaxing to make, satisfying to embellish, and (my favorite part) it folds up perfectly to pop in the mail. 💌🎄

If you’re looking for a holiday project that feels creative and doable, this is *such* a good one. The printable template does half the work for you, and you can customize the rest with flourishes, white ink, ornaments, or whatever feels festive to you.

The full step-by-step tutorial is waiting for you on the TPK website; just head to the link in my bio and tap “Blog.” I think you’ll have as much fun making this as I did. ❤️

#calligraphy #calligraphytutorial #holidaycalligraphy #flourishedcalligraphy #moderncalligraphy #calligraphycommunity #calligraphypractice #calligraphyart #letteringcommunity #letteringart #papercraft #papercrafting #diycards #handmadecards #holidaycards #christmascards #christmascrafts #snailmail #snailmailrevolution #snailmaillove #creativecommunity #stationerylove #makersgonnamake #thepostmansknock
I love it when I can make simple pointed pen pract I love it when I can make simple pointed pen practice on cardstock ... and it magically turns into a festive card! Find instructions + a printable template for making this “Loop-de-Loop” tree in the TPK 2025 Holiday Calligraphy Worksheet set. 🎄 (Link in bio, then navigate to the Blog!)

#pointedpen #calligraphy #calligraphypractice #pointedpenpractice #holiday #christmastree #treedrawing #doodles #goldwatercolor
Every November since 2016, I’ve looked forward t Every November since 2016, I’ve looked forward to sitting down with a cup of something warm ☕️ and sketching out ideas for the TPK holiday worksheet. This year was no exception, and I think you’ll be pleased with the motifs! They’re designed to bring calm, beauty, and (sneaky) pointed pen practice to your holiday season. 🎄Visit the TPK Blog (link in bio, then navigate to Blog) for details!
The other day, I was thinking about sending out ho The other day, I was thinking about sending out holiday cards, and I immediately dismissed the thought with, “I have zero time to calligraph envelopes for those.” ✍️

... But is that true? I put it to the test for the latest article on the TPK Blog. Using some time-saving tricks I’ve learned over the years (like using a watery ink, a bouncy calligraphy style, and minimal pencil guidelines), I timed myself making three envelope concepts. Two of them took 5 minutes or less. The most time-intensive took 5 minutes, 30 seconds. The envelopes still turned out looking elegant, especially with the help of some artistic postage stamp collages. 💌

For clear step-by-step tutorials detailing how to make these envelopes and sourcing pretty postage, visit the TPK Blog (link in bio, then navigate to “Blog”)!

#snailmail #mail #calligraphy #pointedpencalligraphy #happymail #snailmailrevolution #mailbox #postage #vintagepostage
After I chose this music to accompany this reel, i After I chose this music to accompany this reel, it dawned on me: drawing a calligraphy medallion is like, well, Belle’s arc with the Beast. 

At first, it’s a bit of a weird situation. Strange shapes, questionable structure, possibly some growling (à la “YOU WILL JOIN ME FOR DINNER. That’s not a request!”) when the inevitable ink smudge happens. You keep thinking, “I’m not sure why I’m doing this ... should I hop on Felipe and gallop away?” 🐎

But something shifts as the medallion starts to come to life. And when you finish that last detail and pull back, the music swells. Light bursts from your paper like it did from Beast’s digits as he transformed into a stunningly beautiful prince. ✨ You’re practically in a ballroom celebrating, and, wait, did your furniture just turn into an adoring crowd that’s celebrating your fortitude and skill?

(And now you know how my mind works 🧠 ... I love a good metaphor, no matter how weak it may be!) 

To learn how to make a calligraphy medallion, just search for “calligraphy medallion” on the TPK site (link in bio). You’ll find both free Blog tutorials and detailed premium worksheets.

... I’ll show myself out now. 🙈

#pointedpencalligraphy #calligraphy #handwritten #pointedpen #dippen #calligraphymedallion #calligraphydrill #calligraphypractice
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