Day 5: Lisbon to Évora
Travel time: Around 1.5 hours by car or direct train
On day five of this Portugal itinerary, you’ll leave Lisbon for the Alentejo region. The drive to Évora takes about 1.5 hours, and the landscape shifts pretty quickly with fields, cork oak groves, olive trees, and small whitewashed towns.
Évora itself has a compact historic center surrounded by old walls, and it’s easy to explore on foot. The Roman temple is right in the middle of town and still in good shape, with a few Corinthian columns that have been standing there since the first century.
Around the corner, the Chapel of Bones is unusual. It’s a small room lined with human bones and skulls, built by monks in the 1600s as a reminder of mortality. The cathedral nearby has stairs up to the roof if you want a wider view across the city and surrounding countryside.
In the late afternoon, you could take a hot air balloon ride. If the weather’s clear, you’ll get a quiet, slow view over farmland, scattered villages, and the rolling plains that stretch across this part of Portugal.
Insider's tip: Try to eat at Botequim da Mouraria if you can. It’s a tiny restaurant in the old part of town with a short menu of classic Alentejo dishes.
Day 6: Alentejo
Travel time: 45 minutes by car from Évora
On day six of this Portugal itinerary, you’ll take an easy drive across typical Alentejo scenery with cork trees, olive groves, and long open roads.
Elvas rises out of the plains with a star-shaped layout you can actually see from above. Built to defend Portugal’s eastern border, the fortifications here are some of the largest in Europe. The Amoreira Aqueduct stretches nearly 4.5 miles (7 kilometers) into the city with over 800 arches.
You’ll also want to check out the twin hilltop forts, Santa Luzia and Graça, both designed with layers of defense and wide views across to Spain. Inside the walls, Elvas has quiet cobbled streets, a few small squares, and a medieval castle that held firm during multiple sieges.
Insider’s tip: There’s a small contemporary art museum inside the fortress. It’s easy to miss, but worth a visit.