The Round the Island Race is an annual yacht race around the Isle of Wight. It starts and finishes in Cowes, and is organised by the Island Sailing Club. The course is about long. It was first held in 1931, it was sponsored by JP Morgan Asset Management from 2005 but in 2017 Cloudy Bay took over as the Presenting Sponsor, the 2019 race was sponsored by Helly Hansen, Raymarine, MS Amlin and Chelsea Magazines. The race is generally chosen to be the Saturday in June with the most favourable tides; a date in late May or early July may be chosen if there is no suitable date in June.
The race was the idea of Major Cyril Windeler, who commissioned a gold Roman-style bowl as prize for the winner. The first race, in 1931, had 25 entries. The silver bowl second prize was introduced a few years later when Chris Ratsey impressed Windeler with his good sportsmanship. The last race before World W