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The Alentejo`s Medieval Past (Self Drive)

7 to 10+ Nights from $251*
* This sample price: priced within the past 7 days for check-in on 3/5/2025. Choose your own arrival dates.

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This 7 night sample itinerary includes:

  • Car rental for 8 days
  • Hotel for 2 nights in Evora
  • Hotel for 3 nights in the Alentejo North East area
  • Hotel for 2 nights in the Alentejo Golden Plains area

The often bypassed Alentejo region is a wide open gem. With its rich medieval history, castles, cathedrals, national parks, vast lakes, open plains, and delicious wines it is hard to understand why. The capital city Evora is home to one of the country`s oldest universities, as well as charming cobbled streets, stunning countryside, and the gorgeous cathedral. The Alentejo North East area (a medieval Portuguese stronghold in the land wars with Spain is rife with castles, walled in old towns, and quaint public squares) and the relaxing Alentejo Golden Plains (known for its wide open expanses, wine production, and historic settlements) complete your stay. This is a flexible vacation package. Select your number of nights in each city, preferred rental car, desired hotels and activities.

Flexible Itinerary

  • Evora

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  • Alentejo North East

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  • Alentejo Golden Plains

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Portugal

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Trip Summary

  • Evora
    Evora

    Evora is the main city in the Alentejo region of Portugal. Boasting a rich history which spans 5,000 years, Evora is known for its agricultural importance as well, as olive groves and wineries thrive just outside the city center. Evora`s long and storied history was recognized by UNESCO in 1986, when the organization named the entire historic center of Evora a World Heritage Site. Evora is also a key academic city in Portugal: It is home to one of the county's most famous universities. Explore the University of Evora, Cathedral of Evora, Roman Temple, Roman Baths, Praca do Giraldo, Royal Palace, Igreja de Santo Antao, Igreja da Misericordia, Chapel of Bones, and so much more!

  • Alentejo North East
    Alentejo North East

    The cities, towns and villages that comprise the Alentejo`s North East region are a treat for travelers seeking a rustic getaway in an area known for its decadent olive oil and wine, clay dolls and Estremoz marble, Elvas plums and the hearty soup acorda. Quiet yet exciting, the North East offers dozens of must-see attractions for every type of traveler. Before the Portuguese crown seized control of the North East, Romans and Moors ruled the land, and their influence can be seen at monuments such as the Roman Villa of Ammaia, the Roman Villa of Torre de Palma, and the Moorish-inspired Marvao Castle. Pre-history buffs will be excited to see the Anta da Aldeia da Mata megalith in person (as it is perhaps Portugal`s most famous). Those in love with nature will appreciate the region`s numerous valleys, great for biking, as well as the hiking trails of the Sao Mamede mountains. Explore Avis Castle, Sinagoga de Castelo de Vide, Anta da Aldeia da Mata, Forte de Santa Luzia, Estremoz Castle, Evoramonte Castle, City Walls of Marvao, Roman bridge over the Ribeira Grande, Portalegre Cathedral, Praca de Touros de Sousel, Mosteiro de Santo Agostinho, Rossio Marques de Pombal, and so much more!

  • Alentejo Golden Plains
    Alentejo Golden Plains

    The rolling hills and lush valleys of the Alentejo`s Golden Plains region are a traveler`s delight. The people who call this region of Portugal home live life at a slower pace, and it is easy for tourists to feel at home in such a warm and relaxing environment. First inhabited during the Iron Age, the Romans and Moors left their distinct footprints on this area before it fell under Portuguese control in the 13th century. Ranging from modern commercial and industrial centers to sleepy hamlets, the towns of the Golden Plains offer more than just history -- they offer hospitality and lots of heart. Visit Beja Cathedral, Beja Castle, Roman Villa of Pisoes, Alvito Castle, Moura Castle, Moura/Barrancos Special Protection Area, Lake Alqueva, Amieira Marina, Portel Castle, and so much more!

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