13 Heartfelt, Unforgettable Goodbye Songs features songs by AJR, Kristinia DeBarge, RAYE, Sabrina Carpenter, Sam Smith, and Steam.

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1. RAYE, “Goodbye Henry.” (Ft. Al Green)
THIS MUSIC MAY CONTAIN HOPE. » RAYE / Human Re Sources » 2026
RAYE dominates most of “Goodbye Henry.” Following the intro, she performs the first verse, pre-chorus, chorus, second verse, pre-chorus, chorus, and an interlude. In the first verse, RAYE reveals she’s writing the song about “A very lovely boy / And his name isn’t even Henry.” Oh! She adds, “In another life we could have made it / But in this one, well, we let go.” Word. Speaking of another life, in the second pre-chorus, Keen states, “I’d wear his ring, and we’d have three beautiful children.” Ooh-wee! The chorus, varied each time, is intriguing. In its second iteration, she concludes:
“And who knows, Henry? Maybe one day we could try again
Don’t forget me (Don’t forget me) or regret me (Or regret me)
I tell him, ‘Goodbye, Henry.’
I told you this was a sad song.”
RAYE sings beautifully and playfully. The sophisticated, soulful backdrop, intact with organ, adds to the allure. As for Al Green, he enters the mix for the first time in the third verse. Not before a proper introduction by RAYE. The Memphis soul-like cues suit him. “It’s nice to be on a microphone with a story to tell,” he says, and later sings, “Sometimes in life, we have to say goodbye / Tears falling from our eyes.” In the chorus and bridge that follow, RAYE leads the charge, with distinct, soulful contributions from Green and one significant joint moment (“Still in love, still in love, still in love with him”). RAYE concludes with the outro: “And as I watch Henry drive out of my life / I warned you, dear listener, didn’t I.” Yep, RAYE, you sure did. All told, “Goodbye Henry.” marks another compelling song from THIS MUSIC MAY CONTAIN HOPE.
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2. Artemas, “before we say goodbye”
“before we say goodbye” » Artemas » 2025
There are lots of things to like about “before we say goodbye.” This is another, well-produced song from Artemas. The darker, moody synths and groove are a key part of this song’s success. The well-rounded musical accompaniment fuels Artemas’ fire, which is both emotional and sexual. In the first verse, Artemas doesn’t want her to come around (Bullshit! 😏) but also asserts, “I wish I didn’t miss your face / I wish you didn’t touch me.” In the pre-chorus, she’s undressing, leading to the fuckin’ chorus (literally). In the second verse, the “jump right in” is referencing coitus… no cap! Meanwhile, in the second pre-chorus, he asserts, “You cut me with your nails 💅 /… ‘Cause you know you’ll never be / This close to me again.” Holy fuck 😜! As always, Artemas delivers an entertaining and strong vocal performance. He’s not a powerhouse singer, but when it comes to sex, he is a powerhouse! You buy the sex that he sells, and there is no shortage of embracing pleasure, even before an inevitable breakup on “before we say goodbye”. At least the goodbye is a hot, steamy, and ultra-passionate one!
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3. Sabrina Carpenter, “Goodbye”
Man’s Best Friend » Island » 2025
Do you know who else is decadent? Sabrina Carpenter, of course! She delivers a fun and playful vocal performance. She is spirited and exhibits a big ole personality from the jump. “Goodbye” is filled with memorable, often tongue-in-cheek lyrics. “To show you just how much it hurts / I wish I had a gun or words / If something got lost in communication,” she sings in the first verse. Word. In the second, she asserts, “You used to love my ass, now, baby, you won’t see it anymore.” The use of ass – brilliant! Beyond the verses, the pre-choruses are intriguing. The first pre-chorus features Japanese and Spanish (“Well, sayonara, adiós / You’re not bilingual, but you should know”), while the second features French (“But I’ll say, ‘Arrivederci, au revoir’ / Forgive my French, but fuck you, ta-ta”). Ooh-wee, Sabrina! The chorus is the crème de la crème – memorable and tuneful to the nth degree.
“Goodbye means that you’re losing me for life
Can’t call it love, then call it quits
Can’t shoot me down, then shoot the shit
Did you forget that it was you who said goodbye?
So you don’t get to be the one who cries
Can’t have your cake and eat it too
By walking out, that means you choose goodbye.”
The bridge, like the pre-choruses, also dips into other languages (Japanese and Spanish) before concluding (“Por siempre te amo [I love you forever], wait, no / Shit, when did you get here? / Go put on some clothes”). Once again, Sabrina Carpenter delivers an infectious pop bop with “Goodbye”, a song I never want to say goodbye to because it’s the sugar honey iced tea!
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4. AJR, “The Big Goodbye”
What No One’s Thinking (EP) » AJR Productions » 2025
Notably, “The Big Goodbye” samples “The Auctioneer” by The Fortunairs Barbershop Quartet. This vintage, a cappella, old-school sound sets the tone. Initially, the sample’s pace is quick, matching the speed of an auctioneer – duh! Ryan re-pitched and slowed down the sample, making the pace of the auctioneer slacken (“5 hundred 25, will you give me 30, make it 30, will you give me 40, will you give me 45”).
Eventually, “The Big Goodbye” settles into the expected, eccentric AJR alt-pop sound. That sound is lush thanks to keys and strings, rhythmic, brassy, and ornate. Jack Met delivers bright, exuberant lead vocals in all their millennial glory (He’s technically elder Gen-Z, given his 1997 birth date). Like many an AJR song, there are incredibly tuneful melodies and distinct lyrics. Kicking things off, Jack sings in the first verse, “I wrote a song ‘bout bein’ weak / Now I hear congratulations.” Facts, “Weak” is a big deal in the AJR musical catalog. As the verse continues, he recalls other songs from their catalog, including a personal favorite, “100 Bad Days” (“The shows that no one came to”). Beyond the verses, the melodies are tuneful during the pre-chorus and chorus, while the lyrics are unforgettable. “And I should be so happy I could cry,” Jack asserts in the pre-chorus, and adds, “If this is what a happy end looks like.” Uh-oh, Jack, where are we going with this, buddy? Why, the centerpiece, the chorus, which is intact with s- and f-bombs for the win!
“Someone tell me why
Why I’m all in my head
Why you’re all on my mind
Why it feels like my friends are leaving me behind
Why I miss all the shit I’ve seen a million times
… Why the town feels like home for the first time in years
Why’d I need to be known? They fuckin’ know me here…”
During the post-chorus, the auctioneer loop returns, prefacing a brief second verse. “Oh, I wish I could take you all where I’m headin’,” Jack sings, and adds, “Guess I could FaceTime into all of your weddings.” That’s such an AJR thing to say! After another chorus, there is a bridge, which references a ten-year reunion. After another auctioneer interlude, Jack concludes with the outro: “Then someday I’ll sing about the shit I did / And not the shit I’ll miss / Then my whole life can sound like this.” Word. All told, “The Big Goodbye” is a jam-packed alt-pop gem.
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5. Sam Smith, “Too Good At Goodbyes”
The Thrill Of It All » Universal Music Operations Limited » 2017 ![Sam Smith, The Thrill of It All [📷: Capitol] Sam Smith, The Thrill of It All [📷: Capitol]](https://i0.wp.com/themusicalhype.com/wp-content/uploads/2017/11/sam-smith-the-thrill-of-it-all-capitol.jpg?resize=300%2C305&ssl=1)
“And every time you hurt me, the less that I cry
And every time you leave me, the quicker these tears dry
And every time you walk out, the less I love you
Baby, we don’t stand a chance, it’s sad, but it’s true
I’m way too good at goodbyes (I’m way too good at goodbyes)
I’m way too good at goodbyes (I’m way too good at goodbyes).”
The production (Jimmy Napes, Steve Fitzmaurice, and StarGate) expands beginning on the final two lines of the chorus, where those goodbyes come into play. Here, Smith has supporting, backing vocals. By the extended chorus and bridge towards the end, Smith loosens up more, delivering some awesome vocal runs. Smith may be “too good at goodbyes,” but they’re also good at singing, songwriting, and the whole pop artist thing.
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6. Kristinia DeBarge, “Goodbye”
Exposed » The Island Def Jam Music Group » 2009
What makes “Goodbye” a bop? It begins with alluring, bright, synth-driven production. Babyface (b. 1959) and The Pentagon. The stomping beat brings a mad attitude that gasses up Kristinia. DeBarge’s vocals keep the same energy as the accompaniment. She brings it with assertive, confident lead vocals. She easily brings the tuneful melodies to life in the verses, and especially the chorus and post-chorus. Beyond handling the melody like a champ, she serves up some sweet ad-libs. She also gets terrific support from the background vocals. In the verses, the focus is moving on from this lame boy! In the second verse, she asserts, “Thinking of changing up how I ride / No more on the passenger’s side / Too bad you missed out on the way that I drive it.” Ooh-wee! In the pre-chorus, Kristinia has determined, “Baby, I’m gone,” leading into the totally over it chorus excerpted earlier. The Steam classic is loud and clear, and fully appropriate in the post-chorus:
“Na-na-na-na (Hey)
Na-na-na-na (Hey)
Hey, hey, hey, goodbye (Goodbye).”
While Kristinia DeBarge didn’t strike gold beyond “Goodbye”, it’s an undeniable pop/R&B banger. The attitude-laden vocals, the electronic sound palette, and the infectious chorus, even if interpolated, carry lots of weight. A bop to the nth degree approaching two decades later!
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7. ADONXS, “Kiss Kiss Goodbye”
“Kiss Kiss Goodbye” » Warner Music Czech Republic s.r.o. » 2025
“Kiss, kiss goodbye (Kiss, kiss goodbye)
Kiss, kiss goodbye (Kiss, kiss goodbye)
Now keep your half apologies, drunken apathy
Over and over again
Kiss, kiss.”
ADONXS is fierce AF throughout “Kiss Kiss Goodbye.” His robust bass voice is the sugar, honey iced tea. The melodies he brings to life with his voice, including some falsetto, are nicely contoured and tuneful to the nth degree. The musical backdrop is sleekly produced. Set in a minor key, the dramatic, choral, and orchestral music cues are epic. The keyboards, synths, and programming are top-notch, too. “Kiss Kiss Goodbye” is not an overtly queer song, but it feels like a necessary addition to an ever-growing queer music catalog. ADONXS slays!
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8. Lucus, “Goodbye”
“Goodbye” » Akasha Music » 2025
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9. Sufjan Stevens, “Goodbye Evergreen”
Javelin » Asthmatic Kitty » 2023
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10. Chris Brown, “Say Goodbye”
Chris Brown » RCA Records » 2025
So, what makes “Say Goodbye” the sugar, honey, iced tea? It begins with the incredibly lush, warm backdrop. Some of the highlights of Cox’s production include the keys and strings. But, the star of the show is Brown, who sets the tone with his spoken word introduction. From there, he impresses with a beautiful and expressive vocal performance. “Girl, I know your heart is breakin’,” Brown sings in the second verse, and adds, “But trust me, girl, I never / Meant to crush your world, and I never / Thought I would see the day we grew apart.” Matters of the heart, specifically breaking up, dominant this goodbye track. Throughout the song, there are rhythmic, tuneful melodies. The form is well-rounded and easy to follow: verse, pre-chorus, chorus, twice, that is followed by the bridge and concluding with an extended chorus. The chorus, excerpted earlier, is the crème de la crème, led by Brown’s harmonized, rhythmic vocals:
“There’s never a right time to say goodbye (Yeah)
But I gotta make the first move
‘Cause if I don’t, you’re gonna start hatin’ me
‘Cause I really don’t feel the way I once felt about you
Girl, it’s not you, it’s me, I
Kinda gotta figure out what I need, oh
There’s never a right time to say goodbye
But we know that we gotta go our separate ways
And I know it’s hard, but I gotta do it, and it’s killin’ me
‘Cause there’s never a right time, right time to say goodbye.”
Two decades after its release, “Say Goodbye” remains one of Chris Brown’s best songs. This break-up, goodbye ballad is divine.
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11. The Chicks, “Goodbye Earl”
Fly » Columbia » 1999
To be fair, The Chicks did NOT write the song or originally perform it. Blame songwriter Dennis Linde for the controversy, dang it! Linde is to blame for penning an anti-abuse anthem that found the abused (Wanda), and her friend (Mary Ann), murdering the abuser (Earl)! “You’re feeling weak / Why don’t you lay down and sleep, Earl,” Maines continues singing in the chorus, adding, “Ain’t it dark / Wrapped up in that tarp, Earl?” Again, what more can you say but, damn! Anyways, Linde wrote this anthem, which finds Earl abusing Wanda in the second verse, including Earl “Walked right through that restraining order / And put her in intensive care.” Originally, the song was recorded by Sons of the Desert, but the album was never released – a whole mess. Naturally, the message of “Goodbye Earl” is mixed, hence why it aroused the controversy it did. It is probably best to look at this fictional song as tongue-in-cheek; however, there have been real-life instances where someone was abused in some form or fashion, and they ultimately killed the abuser. That said, it is still disturbing that “It turns out he [Earl] was a missing person / Who nobody missed at all.”
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12. The Manhattans, “Kiss and Say Goodbye”
The Manhattans » Sony Music Entertainment » 1976
“Kiss and Say Goodbye” is iconic for many reasons. The production (Bobby Martin) is idiomatic of the 70s soul sound – lush, picturesque, romantic, and warm. The vocals are stellar, from the commanding, expressive lead (Gerald Alston) to the assertive backing vocals. The theme and lyrics are relatable, as the love affair has come to an end. Even if it’s wrong, breaking up is difficult regardless of the situation, something that “Kiss and Say Goodbye” captures perfectly.
“We’ve been meeting here so long
I guess what we done, oh, was wrong
Please darlin’, don’t you cry
Let’s just kiss and say goodbye.”
“Kiss and Say Goodbye” = a once-in-a-lifetime record.
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13. Steam, “Na Na Hey Hey Kiss Him Goodbye”
60’s Gold » Universal Music Enterprises / UMG Recordings, Inc. » 2006
Still, “Na Na Hey Hey Kiss Him Goodbye” is more than its chorus. The infectious groove is one of the biggest selling points. This groove is a surefire catalyst for your body movement of choice. And those psychedelic pop/rock sounds… well, they are sure a vibe! The energy is electrifying from the jump, with the chorus rightfully kicking things off. Gary DeCarlo does a fine job performing the lead vocals during the verses. While we talk less about the verses, generally, they are also noteworthy and tuneful. The vocals are kinder and gentler, contrasting the more dynamic chorus. “He’ll never love you the way that I love you,” DeCarlo sings in the first verse, and concludes, “‘Cause if he did, no, no, he wouldn’t make you cry.” Word. The second verse is penned similarly – this dude is not the one, baby! In the pre-chorus, DeCarlo pleads his case: “He might be thrillin’ baby but a-my love /… So doggone willin’, so kiss him / Go on and kiss him goodbye.” Woo! A four-minute-plus song, much of the ending of “Na Na Hey Hey Kiss Him Goodbye” focuses on that irresistible groove and of course, that irresistible chorus. The outro finds DeCarlo riffin’, leading with the background vocals faithfully reiterating that ever-unforgettable refrain. Yeah, they only had one hit, but Steam ensured their sole hit kicked ass and took names!
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~ Table of Contents ~ » ~ intro ~
13 Heartfelt, Unforgettable Goodbye Songs (2026) [📷: Brent Faulkner / The Musical Hype; AJR Productions, Akasha Music, Artemas, Asthmatic Kitty, Columbia, Human Re Sources, Island, RAYE, RCA Records, Sony Music Entertainment, The Island Def Jam Music Group, UMG Recordings, Inc., Universal Music Enterprises, Universal Music Operations Limited, Warner Music Czech Republic s.r.o.; Andrea Piacquadio, Polina Zimmerman, Zeynep Sude Emek from Pexels; Gordon Johnson from Pixabay; Mayank Baranwal on Unsplash] |
![RAYE, THIS MUSIC MAY CONTAIN HOPE. [📷: RAYE / Human Re Sources] RAYE, THIS MUSIC MAY CONTAIN HOPE. [📷: RAYE / Human Re Sources]](https://i0.wp.com/themusicalhype.com/wp-content/uploads/2026/02/raye-this-music-may-contain-hope.jpg?resize=300%2C300&ssl=1)
![Artemas, before we say goodbye [📷: Artemas] Artemas, before we say goodbye [📷: Artemas]](https://i0.wp.com/themusicalhype.com/wp-content/uploads/2026/01/artemas-before-we-say-goodbye.jpeg?resize=300%2C300&ssl=1)
![Sabrina Carpenter, Man's Best Friend [📷: Island] Sabrina Carpenter, Man's Best Friend [📷: Island]](https://i0.wp.com/themusicalhype.com/wp-content/uploads/2025/10/sabrina-carpenter-mans-best-friend.jpeg?resize=300%2C300&ssl=1)
![AJR, What No One’s Thinking (EP) [📷: AJR Productions] AJR, What No One’s Thinking (EP) [📷: AJR Productions]](https://i0.wp.com/themusicalhype.com/wp-content/uploads/2026/02/ajr-what-no-ones-thinking.jpeg?resize=300%2C300&ssl=1)
![Kristinia DeBarge, Exposed [📷: The Island Def Jam Music Group] Kristinia DeBarge, Exposed [📷: The Island Def Jam Music Group]](https://i0.wp.com/themusicalhype.com/wp-content/uploads/2026/01/kristinia-debarge-exposed.jpg?resize=304%2C300&ssl=1)
![ADONXS, Kiss Kiss Goodbye [📷: Warner Music Czech Republic s.r.o.] ADONXS, Kiss Kiss Goodbye [📷: Warner Music Czech Republic s.r.o.]](https://i0.wp.com/themusicalhype.com/wp-content/uploads/2025/03/adonxs-kiss-kiss-goodbye.jpeg?resize=300%2C300&ssl=1)
![Lucus, Goodbye [📷: Akasha Music] Lucus, Goodbye [📷: Akasha Music]](https://i0.wp.com/themusicalhype.com/wp-content/uploads/2026/06/lucus-goodbye.jpeg?resize=300%2C300&ssl=1)
![Sufjan Stevens, Javelin [📷: Asthmatic Kitty] Sufjan Stevens, Javelin [📷: Asthmatic Kitty]](https://i0.wp.com/themusicalhype.com/wp-content/uploads/2024/11/sufjan-stevens-javelin.jpg?resize=300%2C300&ssl=1)
![Chris Brown, Chris Brown [📷: RCA Records] Chris Brown, Chris Brown [📷: RCA Records]](https://i0.wp.com/themusicalhype.com/wp-content/uploads/2026/05/chris-brown-chris-brown.jpeg?resize=300%2C300&ssl=1)
![The Chicks, Fly [📷: Columbia] The Chicks, Fly [📷: Columbia]](https://i0.wp.com/themusicalhype.com/wp-content/uploads/2022/12/the-chicks-fly.jpg?resize=300%2C300&ssl=1)
![The Manhattans, The Manhattans [📷: Sony Music Entertainment] The Manhattans, The Manhattans [📷: Sony Music Entertainment]](https://i0.wp.com/themusicalhype.com/wp-content/uploads/2021/08/the-manhattans-the-manhattans.jpg?resize=300%2C300&ssl=1)
![Various Artists, 60’s Gold [📷: Universal Music Enterprises / UMG Recordings, Inc.] Various Artists, 60’s Gold [📷: Universal Music Enterprises / UMG Recordings, Inc.]](https://i0.wp.com/themusicalhype.com/wp-content/uploads/2026/02/60s-gold.jpeg?resize=300%2C300&ssl=1)

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