• The Weston High School Sailing Team took to the waters on for the New England Interscholastic Sailing Association (NESSA) O’Day Qualifier held at Portsmouth Abbey School in Bristol, Rhode Island.

    The Trojans battled challenging conditions and a competitive fleet, completing a full series of races in variable winds as part of the district championship qualifier. A total of 12 teams from across the region competed in club 420s, with Weston finishing 11th overall in the standings.

    “We’re incredibly proud of how our sailors performed in high winds and shifting conditions,” said Board of Director Conor O’Byrne “Each race provided valuable experience, and the effort and sportsmanship shown by our team were exemplary.”

    The event served as a key step toward qualification for the O’Day Finals at New London, CT, with the top performers advancing based on their standings across the district regattas.

    Weston’s team lineup featured skilled sailors competing in both A and B divisions, demonstrating resilience, tactical growth, and strong teamwork throughout the regatta.

  • The Weston High School Sailing Team competed with distinction at the Connecticut State Championship Regatta hosted by Indian Harbor Yacht Club and Grass Island in Greenwich, CT. This intense state regatta featured a highly competitive fleet from across Connecticut and surrounding prep schools, showcasing some of the top scholastic sailing programs in the region.

    Among the notable programs in attendance were nationally and regionally respected teams such as The Hotchkiss School, Brunswick Greens Farms Academy, Darien High School, and Greenwich Academy Sailing, each bringing skilled crews and strong competitive traditions to this spring regatta.

    In fleet racing across two divisions, The Hotchkiss School took the championship honors with a commanding performance, followed by Brunswick School and Fairfield Ludlowe High School rounding out the top tier. Weston’s sailors demonstrated grit and growth throughout the day’s races, gaining valuable experience against these elite programs.

    Racing against such established teams pushes the Weston team to improve - and that’s exactly what this season is about. Our sailors remained focused and resilient in every race, and we’re proud of how they represented Weston on the water.

    The CT States Regatta serves as a cornerstone event in the spring scholastic sailing calendar, bringing together a mix of public and private high schools - including historic sailing powerhouses and rising competitors - for a spirited championship test.