For offshore sailors, the Admiral’s Cup isn’t just another regatta. It is the World Cup of sailing – a blend of relentless inshore contests and long-haul offshore endurance races, culminating in the Rolex Fastnet Race, one of the sport’s most legendary challenges. The teams that emerge victorious don’t just win a trophy; they etch their names into history. Key Dates for the Admiral’s Cup 2027 The 2027 Admiral’s Cup will begin on Tuesday 13 July with the opening day of measurement and inspection.