Kingston's limestone buildings hold more than two centuries of naval ambition, military discipline, and civilian tragedy. The city's role as Upper Canada's first capital and the site of the province's oldest penitentiary left a dense archive of shipwrecks, executions, and epidemic burials. By the 1840s, Kingston Penitentiary housed inmates in solitary cells carved from the same Ordovician limestone that built Fort Henry and the waterfront's dry docks. The stone absorbed not just structural load but the humidity of Lake Ontario winters and the repetitive rhythms of institutional life. Today, Kingston ghost tour trolley tours trace routes through the downtown core where Victorian-era hotels, limestone courthouses, and nineteenth-century merchant houses stand intact. The trolley format emerged in the 1990s as a practical answer to Kingston's geography: the haunted sites span three kilometers from the penitentiary grounds west of the city to Fort Henry's hilltop ramparts overlooking the lake. Walking tours cover individual districts, but the trolley consolidates the waterfront's maritime disasters, the Rockwood Asylum's institutional history, and the military executions at Fort Henry into a single ninety-minute loop. Guides draw from court records, naval logs, and asylum admission ledgers rather than invented legend. The trolley itself is a replica of early twentieth-century streetcars, brass fittings and wooden bench seating included. It runs on rubber tires rather than rails, allowing flexibility to pause at unmarked sites like the former smallpox hospital on King Street or the limestone tunnels beneath City Hall. The route avoids theatrical staging in favor of archival specificity: dates of drownings in the Rideau Canal, names of inmates who died in penitentiary construction, the 1847 typhus epidemic that killed Irish immigrants in quarantine sheds near the waterfront. Kingston's economy shifted from military garrison to university town, but the limestone infrastructure remained, and with it the documentary residue of a port city that processed immigrants, prisoners, and naval personnel in equal measure. The tours operate year-round, though October bookings align with the city's interpretation programs at Fort Henry and the penitentiary museum.