Prince Edward Viaduct

Walk or cycle across the Bloor Street Viaduct at golden hour and you'll understand why Torontonians have a soft spot for this century-old engineering marvel. Stretching nearly 500 metres over the Don Valley — 40 metres above the valley floor — it connects neighbourhoods while offering sweeping views of the ravine below and the skyline beyond. Famously forward-thinking in its design, the bridge was built to carry a subway line decades before one was even planned, which feels very Toronto in the best possible way. Perfect for after work — drop in solo or bring a friend. No experience necessary.