Sunday, 27th March (Away) and Sunday, 24th July, Home Leg (Craighead Links)

Earlsferry Thistle, The Govan Cup

Crail Gentlemen vs Earlsferry Thistle. The Govan Cup was donated by past Captain Allan Govan. The first match was played in 1877.

Saturday, 16th April (Away) and Saturday, 7th May, Home Leg (Balcomie Links)

Anstruther G.C. The Billowness Cup

Crail Gentlemen vs Anstruther G.C. The Billowness Cup was donated by past Captain John Bell. Billowness is the name of the bay that Anstruther G.C. overlooks.

Sunday, 4th September Home (Balcomie Links)

St Andrews G.C. The Dickson Trophy

Crail Gentlemen vs St Andrews, G.C. The Dickson Trophy was donated by past Captain Ian Dickson. This friendly competition is held on the first Sunday in September and has been played for over 100 years.

Sunday, 25th September (Balcomie Links)

Crail Gentlemen vs Crail Ladies

Sunday, 16th October Away

Kingsbarns Golf Links

Crail Golfing Society vs Kingsbarns. Formerly Kingsbarns Golfing Society, the first match was played in November 1839, making it one of the oldest inter-club rivalries in golf. Today a mixed event for both the men's and ladies clubs.