Cycling has been included at each Island Games except Åland 2009 and Ynys Môn have sent a team to all bar Bermuda 2013.
The Cycling team have won 1 Silver medal and 2 Bronze medals. One of each were won in the Team Time Trial in 1985 and 1989 respectively. Gwenno Hughes won the first cycling medal in 34 years for Ynys Môn in the Time Trial at Guernsey 2023