TrailFun | Simonsig | 2026

Get ready for an extraordinary trail running experience as TrailFun presents the exhilarating Simonsig Trail Run. Nestled in the heart of the renowned Simonsig Wine Estate, this event combines the thrill of trail running with the beauty of the Cape Winelands, creating a truly unforgettable adventure for participants of all levels. The Simonsig Trail Run showcases the stunning landscapes and vineyards that have made the Cape Winelands a world-famous destination. Runners will weave through rolling hills, meander alongside vineyards, and explore scenic trails that offer breathtaking views of the surrounding mountains. The route is carefully designed to challenge runners while allowing them to immerse themselves in the natural beauty and serenity of the region. With multiple distance options available, participants can choose the race that suits their fitness level and aspirations. Whether you're a seasoned trail runner looking for a demanding challenge or a beginner eager to embrace the joys of trail running, the Simonsig Trail Run offers a distance for everyone. From the shorter, fast-paced 5-kilometer route to the more grueling 20-kilometer trail, each course promises a unique and rewarding experience.