1. Hana Highway, Maui
The T-shirts all say: I survived the road to Hana. It can take more than two and a half hours to travel the 52 miles from Kahului to Hana, as you snake past steep sea-cliffs lush with blooming mango trees, buy banana bread from roadside stalls, and pull over for Jurassic vistas. In tiny Hana, a town on eastern Maui, a cinder cone shields the red sand beach where nudists and endangered monk seals bake idly in the sun.
Stop: Drive past Hana to where the road ends (or becomes unpassable, according to most rental car contracts) to visit the Seven Sacred Pools, a gently cascading, seven-tiered gulch at Haleakala National Park. (nps.gov/hale; free.)
2. Highway 101, Oregon