for me its between learning the truth about itachi and hinata risking her self to save naruto and confessing her love to him someone who finally tells him i love you with out being his mother or dad
Jiraiya's death Naruto's reaction.
Naruto reunion with his father.
Naruto reunion with his mother.
Sakura crying when Kyuubi Naruto became 4.
The recovery of Rock Lee that was really sad.
Asuma's Death and Shikamaru's reaction.
The 3rd Hokage Sarutobi Hiruzen death and Konohamaru reaction.