1899
- March 11
- Railway accident at Rakaia kills 4 and injures 22. The 2 trains which collided were crowded with Islington freezing workers returning from an excursion. The accident led to dramatic immprovements in railway signals, braking systems and safety equipment.
- October 5
- First Boer War contingent leaves Lyttelton.
- October
- First car imported to the South Island by Nicholas Oates. See also 1900.
- November 2
- Balloonist "Captain" Lorraine lost at sea after an ascent from Lancaster Park.
- November 6
- Addington Raceway holds inaugural meeting.