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Discover the Alentejo (Self Drive)

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7 to 10+ Nights from $299*
* This sample price: priced within the past 7 days for check-in on 3/12/2025. Choose your own arrival dates.

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This 7 night sample itinerary includes:

  • Car rental for 5 days
  • Hotel for 2 nights in the Alentejo North East area
  • Hotel for 2 nights in the Alentejo Golden Plains area
  • Hotel for 3 nights in Lisbon

The vast Alentejo region is often overlooked by visitors in Portugal; unfortunately this means that many miss this wide open gem. Discover for yourself why this region, with its rich medieval history, national parks, vast lakes, open plains, and delicious wines is so special with this totally customizable vacation package. Begin in the Alentejo North East area (a medieval Portuguese stronghold in the land wars with Spain: rife with castles, cobbled streets, and charming people) and then the relaxing Alentejo Golden Plains (known for its wide open expanses and wine production); end your stay in fantastic Lisbon (a feast for all the senses, with medieval towers, nearby glorious beaches, and inimitable food)! This is a flexible vacation package. Select your number of nights in each city, preferred rental car, desired hotels and activities.

Flexible Itinerary

  • Alentejo North East

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  • Alentejo Golden Plains

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  • Lisbon

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Portugal

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Trip Summary

  • 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!

  • Lisbon
    Lisbon

    Lisbon, a dazzling city stretching along the Tagus river, makes an enchanting European capital. Its nucleus, an ancient fortress, is now circled by neighborhoods drenched with medieval charm. Handcrafts - from embroidery to leatherwork - are peddled right on the streets. At night, yellow electric tramcars continue to wind their way up and down the hills to the sound of traditional Fado songs. Ample opportunities exist for seeing popular celebrations, for shopping, and for enjoying the nightlife along the riverbank.

    Visit Alfama, Baixa and Chiado, Se de Lisboa, Sao Roque Church, Mosteiro dos Jeronimos, Torre de Belem, Discoveries Monument, Museu Nacional dos Coches, Parque das Nacos, Elevador de Santa Justa, Tram 28 and so much more!

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