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The historic centre of Évora, capital of the Alentejo, is listed as a UNESCO World Heritage Site. Stunning examples of Roman, Moorish, medieval and 17th-century architecture abound in the narrow streets and breezy squares. The central Praça do Giraldo has a wonderful 16th-century fountain. A walk from the square up the lively Rua 5 de Outubro leads to the grandiose Sé (cathedral). An adjacent 16th-century palace houses the Museu de Évora. The nearby Roman temple is the best preserved monument of its kind in Portugal. See The Alentejo.

Named “the eagle’s nest” by locals, this medieval hamlet, set high upon on a rugged escarpment, is an astonishing sight. Sinuous 13th-century battlements envelope an immaculate village, where polished cobbled streets snake past neat façades, whitewashed cottages, a dainty church, trim gardens and a cherished museum. Crowning all this is a castle commanding dramatic views of the Serra de Marvão and the borderlands.

Designated avila museu , or open-air museum-town, the old quarter of Mértola is divided into a number of areas of historic interest. Each reflects the diverse periods in the town’s history: Phoenicians, Romans, Visigoths and Moors all took advantage of its strategic position on the River Guadiana. A number of museums exhibit treasures from each period, but the most stunning collection can be found in the new Museu Islâmico.

Swathes of vineyards surround Monsaraz, a name synonymous with some of the finest Portuguese wine. The fortified hilltop village is a delight, especially in spring when bright red poppies cling to the granite walls of the 13th-century castle. Also highly visible are the twin bell towers of the Igreja Matriz, holding court over a maze of truncated lanes lined with squat dwellings and tucked-away restaurants.

The old Jewish quarter is the most enjoyable part of this attractive spa town. It stretches away from the 13th-century castle that gives the town its name in a cluster of steep lanes, many sporting plaques testifying to the quality of their floral displays. A synagogue (also 13th-century) sits at the top of this stepped thoroughfare, which also leads down to the 16th-century marble Fonte da Vila.

During the 15th century Vila Viçosa became the country seat of the dukes of Bragança and the town is best known today for its splendid Paço Ducal. The semi-ruined battlements of the dukes’ former abode, the castle, surround a collection of brightly painted cottages and the 14th-century church of Nossa Senhora da Conceição.

A thriving agricultural town and capital of the Baixo Alentejo, Beja also has a rich past displayed in museum buildings that are often as interesting as their exhibits. The Convento de Nossa Senhora da Conceição, for example, now houses the Museu Regional, and the town’s oldest church, the 6th-century Santo Amaro, is home to the Museu Visigótico. The landmark Torre de Menagem (castle keep) dates from the late 13th century.

Dominating this graceful town is the Torre das Três Coroas, the Tower of the Three Crowns, named in honour of kings Sancho II, Afonso III and Dinis. You can gain free access to the tower via the adjoining castle and palace. The nearby Museu Municipal is housed in a 17th-century almshouse. Among the exhibits are some wonderful examples ofbonecos , pottery figurines typical of the region.

Chunky pentagonal bastions, thick walls and gaping moats surround this busy frontier town near the Spanish border. The 17th-century fortifications resemble a multifaceted star and are very well preserved – they are best viewed from the castle. Within the walls are the excellent Museu Municipal and Biblioteca and the tiny 16th-century church of Nossa Senhora dos Aflitos. The mighty Aqueduto da Amoreira stretches between Elvas and a spring some 5 miles (8 km) away at Amoreira.

This tranquil town makes for leisurely exploration. Start with the city walls and the stout towers of the Porta de Beja. Up above are the remains of an 11th-century aqueduct. Within the walls the castle provides the strongest focal point, and its ramparts offer sweeping views of the Alentejan plains. Finally, leave time to sample somequeijo de Serpa , a creamy ewe’s milk cheese often served as a starter.