+5 Yes, Puerto Rico is widely considered a colony—or often described as the world’s oldest colony—due to its status as an unincorporated U.S. territory. While residents are U.S. citizens, they lack voting representation in Congress, cannot vote for president,

Have they had a vote endorsing being a state? That’s news to me, I remember a vote losing, don’t remember one since. Yeah I mean PR could fight a guerrilla war to become independent if they didn’t want to concern themselves with what the US will let them do. They are stuck with the US, as we are.
Every ~4 years. Latest vote was taken in 2024, and they voted to become a state. It’s been like this for four consecutive plebiscites, but even before, it was kind of a popular option.
I remember one in the 00s where they said no anyway, don’t recall an exact frame of reference for the year.