This is a hard question to answer, which is why I think no one has answered. It requires one to find the happiest moments, which are not so easily ranked, and recall the music they were listening to at the time.

Bryan Adams and Whitney Houston and Michael Jackson remind me of when I was a kid. I went through a phase in high school when I'd listen to a lot of Sinatra. After that I don't have many distinct music memories because algorithmic playlists became a thing and I wouldn't listen to the same music on repeat much.

When I listen to music bonded to the happy moments in my life it immediately turns on my my great mood. And vice versa

Sometimes I like to listen to music I discovered when I was young, eg The Prodigy - SMBU

These moments I feel great, but not because it was the best days of my life but because I was younger than today and free.

Anyway, the best day of my life is TODAY. Let's listen to something cool

There’s something undeniably raw and thrilling about music from the 90s and earlier. Artists largely stood or fell on pure talent, live performance, and word of mouth that gave them momentum to get into the spotlight. Since around the mid-2010s or so I feel like that landscape changed with the help of auto-tune, streaming services, etc. There's also the fact that nowadays, anyone can become an artist with the help of Spotify or SoundCloud. This brings about a dilution of the talent pool as a whole making it harder to find music you really like.

Prince - Purple Rain Album

this question is impossible to answer because of recency bias and memory being selective and unreliable

edit: #1000231

Pink Floyd - High Hopes Joe Cocker - With A Little Help From My Friends

Sylvan Esso

You could remember music that you have heard in the happiest moments in life like those when day of weeding or for example during passing exam of bac or driver license music you hear on that moment still remembable.

Ibiza dance anthems.