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The Brown Cup Scottish Schools Regatta Event was introduced to Scottish Sailing in 1959 by Loch Earn Sailing Club.

The event is an inter-school sailing regatta with two days of coaching to enable sailors at Primary and Secondary school to race in the Scottish Schools Race which forms part of the event.

Jack’s daughter, Morag Donaldson, was also to become Commodore some years later and kept up the family interest in the event. In the early days, fleets were small and largely dependant on the children of members conning a day off school in June to compete in their parent’s boat. There were also entries from establishments like Morrisons where sailing was on the curriculum. The boats were mostly wooden hulls and masts.

1992 - 2002 Harvey MacMillan (Commodore 1992) was responsible for the first significant modern change in the format with his successful attempt to make the regatta more National. His invitations to schools all over Scotland brought entries from Oban to the Borders.

2002 - 2007 - Mark Champion made the next significant change by negotiating sponsorship from Skandia in 2002 a partnership that lasted until 2007.
2007 onwards - The last change to the event format took place when Mark handed over to Colin Tait, Cammy Murray & Alan Forsyth. A training weekend prior to the Brown Cup was added and the Brown Cup was moved to a Monday. The event is now a fixture in the sporting calendar of many Scottish Schools with fleets in the range of 70 - 85 boats.