The most fun i had this year was the Moonfire Faire. The obstacles course was really funny, especially talking and spamming emotes for 4 hours with the people there. It really had that festivity vibe they were going for.
Closely followed by this year All Saints' Wake, got a lot of fun partaking a emote war between Asahi and Hildibrand.

Worst time was doing my first ARR relic weapon. It was an absolutely miserable 3 days. I did it all in a row because i didn't want to engage with this content on a long term basis. Really the worst time i had in the game. I made a second the next week.