The Alentejo is Portugal's largest region, and most short visits either stay entirely in Évora or attempt Monsaraz and Marvão as separate, exhausting day trips from it. This route instead treats all three as full bases, two nights each, so the driving stays proportional to what there actually is to see. Évora anchors the trip with Roman and prehistoric history side by side: a temple still standing in the old town and a free stone circle a short taxi ride away. Monsaraz adds a working lake, Alqueva, and a certified dark-sky reserve that rewards staying rather than passing through at midday. Marvão, reached deliberately via Monsaraz and a stop in Elvas rather than a direct nearly-two-hour drive from Évora, closes the loop at the region's highest and quietest point. The trade-off is real distance: this is not a route for travellers who want everything within a short radius, and the Almendres Cromlech in particular needs an independently arranged taxi rather than a scheduled service.