Morning fog hovers over the Serra de Sintra as a minivan eases out of Lisbon; within an hour the city’s flat slate gives way to a green, hilly landscape where palaces and pines share the slope. The tour begins at the Sintra National Palace, its white chimneys and ornate rooms holding centuries of courtly politics. Later, Quinta da Regaleira’s gardens pull visitors down a stone spiral—the Initiation Well feels like a deliberate plunge through myth and masonry—before Monserrate’s exotic plantings and Cabo da Roca’s wind-scoured cliffs close the day with an Atlantic horizon that seems to dare you to step closer.