17 Fonts With Tails: Swash Fonts for Cricut

Looking for a font with long tails that adds flair, personality, and a touch of elegance to your design? As a graphic designer, this is something I always have to do.

Whether you’re crafting wedding invitations, designing your first signature logo, or putting together a bold Cricut project, finding the right script font with tails can make your entire design come alive.

It’s that finishing stroke, the swash, the tail, the twist, that turns words into something unforgettable.

I’ve pulled together my favorite font collection, from jaw-dropping fonts with long tails to free Cricut fonts with tails you can start using right now. All in one place.

These fonts don’t just spell out your message. They swirl it, wave it in the air, and leave a little sparkle behind.

Let’s dive in.

1. Mongtar

This font feels like something you’d use on a holiday card or a cozy winter label. It’s got that slightly playful, handwritten script vibe with just enough swirls to feel festive but not over-the-top. Warm, decorative, and charmingly nostalgic.

2. Holly Days

Holly Days is that kind of font that instantly feels hand-crafted and full of charm. It’s playful without trying too hard and adds this effortless swirl to every letter. Perfect for festive designs or anything that needs a little personality and warmth baked right in.

3. Mirabille

Mirabille feels like your signature got dressed up for a night out. It’s soft, graceful, and full of personality, with those long swashes that look handwritten but polished, making it a top choice in typography. Perfect for when you want a design to feel fancy but still personal.

4. ES Magnolina – Script with love Tails and Swash

ES Magnolina feels like writing a love note with a vintage pen. It’s soft, swirly, and full of character. The tails and swashes add just the right amount of flair without overdoing it. Perfect for wedding invites, romantic brands, or anything that needs a personal, handwritten touch.

5. Tooth Fairy Handlettered Calligraphy with Swashes

Tooth Fairy is playful with a hint of elegance, like a mix between a handwritten note and a storybook title. It’s got that whimsical, swirly energy that makes it perfect for kids’ projects, logos, or anything that needs a little sparkle and charm.

6. Baligate – Swash Font (curly tails)

Baligate is one of those fonts that instantly feels romantic without trying too hard. It’s soft, swirly, and has those dreamy swashes that make your text feel handwritten in the prettiest way. Perfect for weddings, love notes, or anything feminine and fancy.

7. Boston – Baseball Script font

The Boston Baseball Script font feels like old-school charm with a modern twist. It’s got that classic ballpark vibe—curved letters, confident strokes, and just the right amount of swagger. Perfect for bold headlines, sporty branding, or anything that needs serious attitude.

8. Yankees Classic – Athletics Font

The Yankees Classic font feels like a nod to old-school baseball charm. It’s bold, curvy, and has that unmistakable vintage script energy that makes you think of team jerseys, stadium lights, and Saturday afternoons at the ballpark. Clean, classic, timeless.

9. Blagious Bold Script

Blagious Bold Script feels like retro got a modern makeover. It’s loud in the best way, with chunky curves and a cool handwritten flair that screams personality. Think vintage diner signs, band posters, or bold branding that wants to be remembered.

10. Goball

This font has that bold vintage flair that makes any design feel instantly cooler. It’s got thick strokes, dramatic curves, and just the right amount of retro swagger. Perfect for standout headlines, logos, or anything that needs a strong throwback vibe.

11. Donatello Script

This font brings a bold vintage vibe with confident curves and a handcrafted flair. It feels strong yet playful, like something you’d spot on an old-school diner sign or retro merch. Perfect when you want your text to stand out loud.

12. Sounding – Script Font

The Sounding Script font feels like it was pulled straight from a vintage baseball tee. It’s smooth, stylish, and carries that perfect handwritten flair without trying too hard. Great for logos or merch that needs character and motion.

13. Altoys Typeface

Altoys feels like it was made for old-school baseball posters and vintage diner menus. It has that confident, all-American vibe with smooth curves and strong strokes that stand out. It’s bold, fun, and brings serious retro charm to any design.

14. Richer – Vintage Bold Script Font

Richer feels like a font that walked straight out of a vintage sign shop and into your branding mood board. It’s bold, swirly, and full of personality, very much a baseball font with a tail. Perfect when you want your logo or headline to feel handcrafted but still polished and powerful.

15. Fragney

Fragney feels like the varsity jacket of script fonts. It’s bold, smooth, and full of motion, with athletic curves that give every letter a sense of swagger. Perfect for sports tees, logos, or anything that needs a confident, winning vibe.

16. Maple Peachy

Maple Peachy is that font you reach for when you want something bold but still sweet. It’s a retro serif with playful swash tails that give every letter a little personality. Think vintage charm with a modern wink.

17. Tooth Fairy Handlettered Calligraphy with Swashes

Tooth Fairy feels sweet and whimsical with just the right amount of flair. The handlettered strokes are playful without being messy, and those delicate swashes give it that storybook charm. It’s the kind of font that makes anything feel magical.

What’s a Font with Tails (and Why Are Designers Obsessed)?

If you’ve ever seen a script font with a super long loop on a “y” or a decorative swoosh trailing off a lowercase “g”… that’s a font with tails.

These swashes—those extra curls, loops, and flourishes—add personality and style. And let’s be honest, they make everything feel a little more intentional.

Perfect for:

• Wedding invitations
• Logo design
• Cricut signs and decals
• Even that fancy quote you’ve been dying to cut in vinyl

Tail fonts are trending not because they’re new, but because they feel handcrafted in a world of minimalism and templates. They make even the simplest phrase feel poetic.

And bonus: if you’re using a Cricut machine, the right cricut font with long tails can take your project from “cute” to “professional boutique vibes” with zero extra effort.

How Do You Use Script Fonts with Tails in Cricut Design Space?

Okay, now you’ve got the look in mind. But how do you actually use these fonts with tails inside Cricut?

Here’s the quick-and-honest guide:

1. Install the font on your computer. Whether it’s from Dafont.com or a premium site, download and install before opening Design Space.
2. Weld your letters. Especially with script fonts, letters with swashes or long tails tend to overlap. If you don’t weld, they’ll cut separately, and the whole thing falls apart.
3. Adjust spacing. Many cursive fonts and calligraphy fonts need manual tweaking so the letters flow just right. Don’t rely on auto-spacing here.
4. Test your cut. Some fonts with long tails have tiny, intricate details. If you’re cutting vinyl or iron-on, test a small version to make sure it cuts clean.
5. Check for glyphs. These are bonus character styles like curly swashes or heart-shaped alternates. You can access them in programs like Illustrator or using Character Map on PC.

The key? Take your time. These fonts are meant to be looked at, so it’s worth getting it right.

Why Tail Fonts Work So Well for Weddings and Logos

I’ve done my fair share of wedding invitation design and custom logo work. And let me tell you, there’s something about a calligraphy font with a gorgeous swash that instantly levels things up.

Tail fonts work beautifully for:

• Bride & groom names (hello, romance)
• Event signage (cue the oohs and aahs)
• Brand logos that want to feel chic, handwritten, and elevated

When you’re designing something emotional or important, a script font with tails adds depth, emotion, and movement.

But here’s my no-BS tip: always choose readability over complexity. Some fonts look stunning at full zoom but lose their charm (and legibility) when scaled down. Make sure the elegance doesn’t get in the way of function—especially if you’re selling the finished product.

7 Free Cricut Fonts with Tails (Yes, They’re Actually Good)

If you’re not ready to invest in premium fonts yet, here are some free options you can start with right now—whether you’re designing in Cricut Design Space or testing ideas for a client.

These are free fonts (or free for personal use), but feel way more premium than you’d expect:

1. Great Vibes – A smooth, professional script font available on Google Fonts
2. Hello Honey (Demo) – Comes with sweet heart swashes in some versions
3. Lobster Two – Bold and retro, with that perfect cursive look
4. Brusher – A casual brush script with just enough tail to make it fun
5. Dancing Script – A light, bubbly feel great for invites or wall art
6. Nickainley – Simple, clean signature font style
7. Satisfy – A low-key handwritten font that’s easy to cut and reads well

You can find many of these on dafont.com, but always double-check the license—some are personal use only.

What Are Glyphs (and Why Should You Care)?

A glyph is basically an alternate version of a letter. You know those letters with extra curls, swashes, or flourish extensions? Those are glyphs.

Using glyphs in your font opens up a whole world of styling options—especially if you’re making wedding signs, crafting logos, or personalizing gifts.

Where to find and use them:

• In Adobe Illustrator or Photoshop, use the Glyphs panel
• On Mac, open Font Book
• On Windows, use Character Map

Not every font includes glyphs. Look for fonts labeled as OpenType or those that come with a glyph preview. These are gold for Cricut lovers who want a custom, handwritten feel in their work.

Where to Find Fonts with Tails (Free + Paid)

If you’ve ever gone down a rabbit hole on Dafont.com, you know how overwhelming font hunting can be.

So here’s your shortlist:

• Dafont.com – Start here if you’re just exploring free cricut fonts with tails
• Creative Market – For high-quality, stylish fonts with solid licensing
• FontBundles.net – Weekly deals and bundles that often include full script font with long tails
• Etsy – Surprisingly great for niche fonts like heart fonts, curly swashes, and athletic tail fonts for baseball or sports fonts.
• Envato – Search “swash script font” or “font with tails” on Envato to find elegant, swirly typefaces with alternate glyphs.

Pro tip: Always read the license. If you’re using the font for commercial purposes—selling your Cricut designs or using it in client work—you need the correct license.

Decorative & Handwritten Fonts for Logo and Branding Projects

If you’re branding yourself or a client, you don’t want just any cursive font. You want one that speaks emotion and still looks professional.

Here’s what I recommend:

• Signatura Monoline – Minimal but elegant. A beautiful signature font.
• Hello Santtiny – Whimsical handwritten font with decorative touches.
• Selima Script – Bold and confident, works great for logos and product tags.
• Glamora Script – Total high-end vibes with smooth swashes and decorative elements.

These are fonts that don’t just look nice—they say something. They whisper your brand into the mind of the viewer and stick there.

Tips for Using Tail Fonts Inside Cricut Design Space

Before you go download every font in sight, here are my tried-and-true Cricut tricks:

✓ Weld everything – Especially with script fonts, or else your long tails will cut as separate pieces
✓ Avoid too-small tails – Intricate glyphs might not cut clean at small sizes
✓ Keep backups – Always duplicate your design before welding in case you want to tweak it later
✓ Use contrast – Pair your tail font with a simple sans serif to avoid visual overload
✓ Check spacing manually – Cricut doesn’t always auto-adjust correctly with calligraphy or script fonts

Quick Recap: Let’s Break It Down

Here’s what to remember when working with fonts with tails:

• ✓ They’re perfect for logos, weddings, and Cricut projects
• ✓ Look for script fonts with glyphs, swashes, and long tails
• ✓ Always test cut small designs first
• ✓ Use software to access alternate characters and curly swashes
• ✓ Start with free options on Dafont.com, then upgrade when you’re ready
• ✓ Match fonts with your brand’s style—romantic, modern, sporty, or playful
• ✓ Weld carefully in Cricut so those beautiful tails don’t get chopped off 
• Most importantly? Let your fonts express the personality of your design

If you made it this far, you’re clearly serious about making your work stand out.

Let your fonts do the talking, with a tail that leaves an impression.