These are all YouTube channels, not every single video is in Portuguese, and I've only seen one video from most of them, but they look pretty promising:
Porta dos Fundos - Brazilian comedy, apparently including many with subtitles (closed captions/CC) available in English and Spanish as well as Portuguese
DT50 Production - really just two Portuguese movies tbh
Fernando Nascimento - fairly random European Portuguese videos, some of which are specifically from the Azores
For music:
helio mascarenhas - a bunch of Portuguese songs from Portugal
portuscale pt - same
Victor Santa-Rita - same again
MusicaTugaTv - and again
audineca - a bit more of the same
Ruben André - almost exclusively songs by
Dazkariehdazkariehofficial - Dazkarieh's official YouTube channel
Northern Portuguese Celt - mostly Celtic-style music from northern Portugal
BossaNovaBrasil - mostly Brazilian songs, including samba and apparently bossa nova
CHIQUITA FANS - songs by a Portuguese singer named (or rather known by the pseudonym) Chiquita
Daniel M V - mostly Portuguese
fado by
Amália RodriguesJoão Santos - songs from São Tomé e Príncipe in Portuguese, French, and I believe at least one Portuguese-based creole
Nguxi - mostly songs by Angolan band
Duo Ouro NegroLuis Bastos - mostly Angolan songs (at least one song from Mozambique as well)
SzederLaci - HUGE collection of obscure patriotic songs in Portuguese, mainly Brazilian regional anthems