Évora supplies the Roman streets and prehistoric countryside; Monsaraz puts a lakeside village and a booked astronomy evening together; Marvão ends the journey above the Spanish frontier. Give each base two nights. Arrive in Évora by train from Lisbon, use a taxi for Almendres, then collect a confirmed rental car on day three and return it in Lisbon on day seven. The drive from Monsaraz through Elvas to Marvão is a substantial sightseeing day, not a shortcut that makes Marvão closer to Évora. Two nights at the northern end make room for the castle and village after that transfer. April–June or September–October suits the combination of town walks, countryside and evening astronomy. Before booking rooms, align the car pickup with branch opening and one Monsaraz evening with the observatory calendar. A Saturday arrival works particularly well: Monday car collection and Tuesday stargazing fall within the published operating days.