In the output of almost any yacht designer, it is the anomalies, like Herreshoff’s catamaran, Tore Holm’s J-Class or Fife’s seaplane tenders, that are the most tantalising. The English yacht designer CR ‘Kim’ Holman (1925-2006) was best known for his seaworthy cruiser racer sloops in the 25-30ft range like the Stella and Twister, and for some larger cruising yawls and ketches in the 35-50ft range. Stiletto is, for him, that moment of rarity.
By 1961, when Stiletto was launched, Holman was relatively unestablished, but he had just made a big splash with his 1959 yacht La Vie en Rose, a 27ft (8.2m) clinker-hulled fractional sloop that won all her seven races at Burnham Week. She was the first of more than 100 Stellas. The early years of the 1960s were,…