The San Juan Skyway is a 233-mile loop through southwest Colorado's San Juan Mountains, and its northern half includes the stretch of US-550 everyone calls the Million Dollar Highway — a road blasted into cliffsides between Silverton and Ouray, with tight hairpins, steep drop-offs, and long stretches without guardrails. Nobody agrees on how it got its name; the stories involve construction costs and gold-bearing gravel.
The loop links Victorian mining towns with a narrow-gauge steam railroad, a hot-springs town in a canyon, a ski town in a box canyon, and, at its southwest corner, the ancestral Puebloan cliff dwellings of Mesa Verde National Park. Four days, driven clockwise from Durango, does it justice. Let Wanderply build your version and narrate each pass and mining camp along the way.