The Whalsay side that won the Highland Amateur Cup semi-final. Whalsay are gearing up for their biggest ever game and manager John Montgomery is urging his team to revel in the occasion. It is only the second time a Shetland side has reached the final of the competition, after Lerwick Spurs lost out against Pentland United in 2018. Despite facing Black Rock Rovers as the home side, Whalsay travelled to Castletown in Caithness to fulfil their fixture, which required a six-ferry, 45-hour round trip. “The teams knows how significant this final is - not just for Whalsay, but for Shetland football.