Often referred to as the breadbasket of Portugal, Alentejo is a sparsely populated agricultural region of sleepy rural villages, cork forests and medieval hilltop castles.
Portugal’s Alentejo region covers almost one-third of the country. Its name was once a literal description, derived from ‘alem’ meaning ‘beyond’ the Ribeira Tejo: from a time when the Tagus River demarcated the end of Lisbon and the start of Alentejo. The impressive Ponte Vasco da Gama is the modern-day bridge between these two very different regions.

Alentejo’s warm Mediterranean climate, rich soils and easily worked terrain encouraged the Romans to farm these lands in pre-Portuguese times, and their wheatfields and olive groves successfully fed an empire. Safe sailing along the Atlantic coast with access inland by boat also saw the settlements of Troia, Alcacer do Sal and the Sado estuary become the centre for the Roman fishing industry.


Their vineyards were also extremely fruitful, inspiring a recent renaissance in Roman-style Talha wines: organic wines which are fermented in clay amphoras with oversized cork stoppers. Over 50% of the world’s cork comes from Alentejo and it’s an incredibly sustainable product – the cork oak tree (the ‘sobreiro’) isn’t felled or damaged when the cork is harvested, and trees live for around two hundred and fifty years.


The regional capital is the medieval city of Evora – renowned for its historic, UNESCO-protected architecture: the 1st century BC Templo Romana de Evora (also known as the Temple of Diana), the Se de Evora (Portugal’s largest medieval cathedral) and the Manueline Convento de Santa Clara. The Igreja de Sao Francisco houses the infamous Capela dos Ossos – the Chapel of Bones, whose walls and vaulted ceilings are decorated with 5000 human skeletons: a Francsiscan friar’s macabre solution to a lack of building space in the 16th century.


To the northeast, Marvao is considered one of the most beautiful walled towns in Europe – sitting high on a granite escarpment, it’s natural defensive position saw the town play a key role in numerous cross-border wars with neighbouring Spain. Surprisingly, the 13th century castle and walls are mostly intact, and its quant cottages and picturesque views belie a violent and bloody past.


The nearby town of Castelo de Vide and its old quarter have a similar medieval charm, with their winding cobbled streets, granite arches and distinctive Manueline doorways. By contrast, the 18th century new town is made up of wide avenues, spacious squares, and the whitewashed facades of Braganza-era churches and chapels.


The surrounding Serra de Sao Mamede mountain range is becoming increasingly popular with hikers, thanks to an ever-expanding network of waymarked walking trails. Accommodation tends to be independent, cosy B&Bs hidden at the end of dusty farm tracks, and the cuisine is equally rustic and hearty.


To the west, Alentejo’s sparsely populated Atlantic coast offers a welcome escape from the trappings of 21st century life. The west coast’s pristine sands stretch 70km from Troia to Sines and beyond, and in contrast to the over-populated beaches of the Algarve, they’re virtually deserted. Heading south to the tip of Sagres, the Rota Vicentina trail network offers hikers 750 km of coast-and-country walks, and over 1000km of touring and off-road cycling routes.


We’re an independent travel company with full financial protection through either the ATOL scheme or via our IPP insurance policy.
(so your money is always safe).
But more importantly, we look after people.
We look after you from your first enquiry right through to your return home.
Make your visit to Portugal the best Evora City Break.
From £2,700 per person
Take a break from driving and explore Lisbon, Coimbra and Evora by Train.
From £2,500 per person
History, nature and the peace of the Portuguese countryside come together on our Medieval Alentejo Walking Holiday.
From £2,000 per person
There’s a very different side to Portugal, and it's awaiting you on our Alentejo Fly Drive holiday.
From £2,300 per person
The grand Pestana Porto - A Brasileira is a five-star hotel in Porto’s historic quarter.
HotelsLocated in the country’s highest village, the Dom Dinis Marvao combines period architecture with the charms of Portuguese Turismo Rural.
HotelsCasa Amarela is a wonderful example of Portuguese Pombaline architecture.
GuesthouseThe M’ar de Ar Aqueduto is a five-star boutique hotel in the historic city of Evora.
Boutique Hotels HotelsTime truly stands still at the idyllic Sublime Comporta.
Boutique Hotels Hotels15th century splendour awaits at the Pousada Convento Evora.
HotelsPortuguese cuisine has experienced something of a revolution in recent times.
Read moreImmerse yourself in Portuguese culture on our guided City Tours.
Read morePortugal has an enviably diverse range of landscapes, making it the ideal destination for hiking holidays.
Read moreTravel with confidence: ATOL or IPP cover and AITO membership.
Receive personalised travel guides, maps and driving info tailored to your holiday.
Guaranteed 24/7 assistance should you need us whilst travelling.
Over 20,000 people have travelled around the world with us.
Expertly crafted with insider knowledge beyond the tourist trail.
Every trip is designed around your interests, travel style, pace, and wish-list.
Meaningful journeys that create positive impact for people and places.
Expert guidance from a team you’ll know, start to finish.
In our weekly newsletters, we share our first-hand experience of travelling around our range of destinations. We’ll keep you up to date on all the latest travel news and will include useful travel guides, written for you by our team of destination specialists. We shine a spotlight on some special locations, experiences, and boutique stays so that you can look forward to your next adventure.
If you love travel and the positive impact it can have on people, places and communities, you'll enjoy exploring our Archipelago Choice Brochure.
Our holidays are centred on the twenty-three Portuguese speaking islands of the Atlantic: the Azores, Madeira, Cape Verde, São Tomé and Príncipe and of course mainland Portugal. We also travel to other beautiful and fascinating destinations: Costa Rica, Cuba, Namibia, Baja California and the Faroe Islands.
Inside, you'll learn how we create tailor-made holidays designed around your interests, along with our recommendations for places to stay, local food and drink, and unforgettable experiences.
Our holidays are created for curious travellers who want to explore more deeply, travel more thoughtfully, and experience the many benefits that travel can bring to both visitors and the communities they visit.
Start planning your next adventure with us!
Request a brochure