The Highland Amateur Cup is an annual football cup competition run by the Highland Executive branch of the Scottish Amateur Football Association. All teams affiliated to Highland Associations are eligible to enter - and therefore this competition covers one of the largest geographical areas for any district amateur cup competition.
Currently, the affiliated Associations to the Highland Amateur Cup are:
Shetland FA clubs are eligible to take part, but due to travel distances, have rarely entered the competition.
Back, who compete in the Lewis and Harris Football League, won the cup in 2004. Ness, from the same league, have won the competition on four occasions; 1984, 1991, 1992 and 1995. The 1984 tournament was the first time a team from the Western Isles was allowed to enter, and Ness' cup-run culminated in a 4–1 victory over Bishopmill Villa at Victoria Park, Dingwall.
Lochs (2003 & 2005) and Point (1994) are the other Lewis and Harris Football League teams to have won the cup, while Stornoway Athletic have been runners-up on two occasions (1990 & 2003).
Pentland United are the most successful club, having won the competition seven times.
The 2007 final took place at Grant Street Park, Inverness on 18 August, between Avoch and Point. Avoch were competing in their 4th successive final, having beaten Lochs in the semi-final. The match finished 5-0 to the team from the Black Isle.
Harmsworth Park, Wick, was the venue for the 2008 final between local rivals Castletown and Pentland United. Pentland took the lead in the first half before adding another two to win the game 3–0.
The 2009 final was played at Harmsworth Park, Wick, between Avoch and Kirkwall Thorfinn. The game came down to a penalty shoot-out after Thorfinn 'threw away' a 2–0 lead - only for Avoch to draw level. The match went to penalties where Kirkwall were victorious and earned their first Amateur Cup win since 1988.