From NHK archives... not youtube but this seemed the best place to post.
Video: Prince Naruhito’s 1st birthday, 1961
Video: Prince Naruhito’s 2nd birthday, 1962
Video: Crown Princess Michiko takes Prince Naruhito to Gakushuin kindergarten in 1964
Video: Prince Naruhito's kindergarten field trip in 1964
Video: Prince Naruhito graduates from Gakushuin kindergarten in 1966
Video: Prince Naruhito enters Gakushuin primary school in 1966
Video: Prince Naruhito’s 8th birthday
Video: Prince Naruhito at 9 years old. Studying geography and horseback riding with Prince Aya (Fumihito)
Video: Prince Naruhito's 13th birthday
Video: Prince Naruhito climbing in 1977
Video: Prince Naruhito comes of age (20) in 1980. Clips of university and press conference
Video: a clip of Prince Naruhito's coming of age ceremony in 1980
Video: Prince Naruhito at New Year’s Poetry Reading in 1983
Video: Prince Naruhito at Oxford, 1983
Video: Crown Prince Naruhito visits Spain, 1992
Video: CP couple visit the Middle East in 1995. The long planned visit began on January 20th, 3 days after the Great Hanshin earthquake. The couple returned 2 days earlier.
Video: CP couple visit Okinawa in 1997
Video: CP Masako speaks at the 50th anniversary of the Tokyo Chamber of Commerce Women’s Association in April 1999. She had an increase in solo opportunities at this time.
Video: Crown Prince couple visit Yakushima, Kagoshima in May 2000. CP Masako's condition has recovered (from the miscarriage) and returned to public service.
Video: Princess Aiko’s 1st year, 2002
Video: Crown Prince couple visit a hospital in Australia during their December 2002 visit to New Zealand and Australia.
Video: 10th wedding anniversary in 2003
Video: Princess Aiko’s 2nd birthday in 2003. CP Masako spoke about motherhood at a reading promotion event in April. The CP family visiting a local park.
Video: Princess Aiko’s 3rd birthday in 2004
Video: Princess Aiko's 4th birthday in 2005
Video: Princess Aiko in 2006 - sports day, Chakko no Gi ceremony before 5th birthday
Video: Princess Aiko's first bus ride in April 2007 and sports festival at school
Video: Crown Prince couple visit Nagano Prefecture in June 2007. It was CP Masako's first regional visit in 8 months; she visited Tokushima Prefecture with CP Naruhito the previous October.
Video: Princess Aiko in 2008 - learning to ski, enters 1st grade
Video: Princess Aiko in 2010 - bullying incident, return to school
Video: CP couple attend the 15th anniversary of Great Hanshin earthquake. It was CP Masako's first overnight regional visit in 2 years.
Video: CP couple visit Miyagi Prefecture in June 2011
Video: retrospective for CP couple’s 20th wedding anniversary in 2013
Video: CP couple visit Fukushima in September 2013