In the News

  • Olympian Charlotte Webster wins overall title

    Cayman Sailing Club sets record ILCA nationals fleet

    DEC '25 · CAYMAN COMPASS

    Charlotte won the ILCA 6 class and the overall national title at the 2025 Mark Clarke ILCA Nationals, against a record fleet of 20 sailors.

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  • A group of nine people on a sailboat, dressed in sailing gear, celebrating with raised fists and smiles, with black sails in the background.

    Charlotte Webster sails in 'dream' Isle of Wight race

    JUN '25 · CAYMAN COMPASS

    Cayman sailor Peter Cunningham, 84, and Caymanian Olympian Charlotte Webster, 21, were part of a crew that achieved line honours – crossing the finish line first – in the Round the Island Race in the Isle of Wight.

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  • A female athlete preparing a yellow sailing boat with Olympic and British flags during the Olympics.

    Charlotte Webster sets sail on giving back

    AUG '24 · CAYMAN COMPASS

    Home from Paris, Charlotte looks back on carrying Cayman's flag at the opening ceremony and finishing 41st in the Olympic regatta.

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  • Close-up of a wooden award trophy with engraved text for the Cayman Connection Making Waves Awards 2024, placed on a white marble base, with part of a blue object in the background.

    Caymanians 'making waves' honoured

    AUG '24 · CAYMAN COMPASS

    Charlotte received the Ministry of Youth, Sports and Heritage Sports Award at Cayman Connection's third annual Making Waves Awards.

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  • A person sailing a small sailboat on clear blue water with a rocky shoreline in the background, the sailboat has logos including the British Union Jack and Olympic symbols.

    'Dream come true' for Olympic sailor Charlotte Webster

    AUG '24 · CAYMAN COMPASS

    After five days of racing in Marseille, Charlotte finished 41st at Paris 2024: "I felt the Olympic spirit and I feel like this is something I will never forget."

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  • A person sailing a boat on turquoise water near a rocky shore.

    Webster ready to set her final sail on at Olympic Games

    AUG '24 · CAYMAN COMPASS

    Heading into her last two Olympic races, after posting her best finish of the regatta, 32nd.

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  • A smiling woman sailing a small ILCA dinghy on open water, wearing sunglasses, a white cap, and a life jacket.

    Hastings, Webster close out Pan American Games

    NOV '23 · CAYMAN COMPASS

    Charlotte finished 12th in the ILCA 6 at the Pan American Games in Chile, after "10 tricky close races" in the biggest swell of her career.

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  • Young female sailors racing in small sailboats on the water during a sailing competition.

    Sailor Charlotte Webster to take on world's best

    AUG '23 · CAYMAN COMPASS

    Fresh from fourth at the CAC Games, Cayman's best-ever sailing result there, Charlotte heads to the Worlds in The Hague against more than 100 boats.

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  • A sailboat racing in open water with multiple other sailboats in the background, near a buoy, under a clear blue sky.

    Caymanian sailor Webster takes silver at Cyprus championships

    APR '23 · CAYMAN COMPASS

    Charlotte won silver at the Cyprus National Championships and was confirmed for the CAC Games and the 2023 World Championships.

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  • A woman and a man smiling at the camera on a beach with sailboats in the background, likely after a sailing event.

    Cayman secures sailing spot at Pan Am Games

    FEB '23 · CAYMAN COMPASS

    Racing the US Open Sailing Series in Florida, Charlotte won Cayman a place at the 2023 Pan American Games: "groundbreaking for Cayman."

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  • Exclusive: Cayman Islands’ sailor Charlotte Webster sets course to make her island proud at Paris 2024

    JUN '24 · OLYMPICS.COM

    The Cayman Islands’ top-ranked female sailor Charlotte Webster has her course set to compete at the Olympic Games Paris 2024 with one goal in mind: to make her island proud.

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