When it comes to classic heartbreak songs, HY’s “366 Days” is a must.
Released in 2008, it was selected as the theme song for the drama and Toho-distributed film Red Thread.
In 2018, it had a resurgence when Moka Kamishiraishi sang it in a Kirin Afternoon Tea commercial.
Regardless of generation, it’s a song many of you have likely heard at least once.
In this article, we’ll introduce cover versions of “366 Days.” From various famous artists to independent singers and YouTubers, there’s plenty to enjoy!
- Breakup songs by female artists recommended for the yutori generation
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- A cover of Mika Nakashima’s winter classic, “Yuki no Hana” (“Snow Flower”).
- Breakup songs that are easy to sing at karaoke. Recommended classics and popular hits.
- A compilation of HY’s classic and popular songs: a collection of heartfelt tracks including “366 Days”
- HY’s Broken-Heart Songs: Popular Song Ranking [2026]
- [Covers and Parodies Are Appealing Too] Kirin’s Commercial Song [2026]
- Which one do you like? Cover versions of Miyuki Nakajima’s “Ito”
- A breakup song featured in a commercial. A poignant masterpiece that resonates with the heart.
- HY’s Tearjerker Songs: Top Cry-Inducing and Popular Tracks Ranking [2026]
- HY's Love Songs and Popular Tracks Ranking [2026]
- HY Unrequited Love Songs: Popular Song Ranking [2026]
- Nagori-yuki: Popular Cover Song
Masterpieces of heartbreak songs! Cover versions of HY’s “366 Days” (1–10)
366 dayshigh_note Music Lounge

This is a cover song by high_note Music Lounge, an artist who has covered many hit J-pop songs.
Within the gentle vocals, you can feel a certain inner strength.
The falsetto is natural and pleasant to listen to, which is lovely, too.
They’re an artist that makes you want to check out their other cover songs as well.
366 days96neko

They’re carefully preserving the original song, expressing it a bit more gently without breaking the original image.
It made me feel just how influential the song “366 Days” itself is.
There are things you mustn’t break, things you can’t break, things you have to cherish—and it’s wonderful that they perform with that understanding.
Highly recommended performance.
366 daysDarlim&Hamabal

This cover song features Korean vocalist Kim Darim with producer Hamabaru.
Each word is sung gently and carefully, creating a soothing result that leaves a completely different impression from the original by Izumi Nakasone.
Although it’s a heartrending breakup song, it leaves a refreshing impression on the heart.
366 daysFischer’s(pekedan)

This is a cover by Peketan, a member of the popular YouTuber group Fischer’s.
He usually acts a bit playful during Fischer’s activities, but when it comes to singing, everything changes.
He sings with a serious gaze and captivates listeners.
In “366 Days,” his straightforward, unadorned voice conveys rich expression, and his performance is wonderful.
366 daysMay J.

The songstress who drew attention by performing “Let It Go ~Ari no Mama de~,” the end theme of Frozen, on NHK’s Kōhaku Uta Gassen.
She’s also racked up high scores on karaoke scoring shows, showcasing her impressive vocal ability.
In this song, “366 Days,” the swelling emotion that steadily builds toward the chorus really tugs at the heart.
366 dayssoraru

It’s a male vocal, but the vocalist has a beautiful, clear high tone.
I felt this version of “366 Days” is relaxed and easy to listen to.
For calm listening, Soraru’s vocals might be more comfortable.
In any case, those high notes are truly beautiful.
366 dayskurisu haato

When it comes to cover song vocalists, it has to be Chris Hart.
He delivers a stunning performance of this difficult song, “366 Days.” The gentleness and sadness that come through in his high notes are remarkable.
Even without visuals, different images from the original come to mind—that’s how good he is.
It’s a cover that goes beyond karaoke, and I highly recommend this rendition.


