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Alentejo Holidays

Walking holidays, road trips & tailormade tours to Alentejo

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From the Spanish border to the clear blue ocean, Alentejo is a place of Mediterranean forest, olive groves and hilltop villages in which traditional lifestyles survive, far from the tourist trail.

A journey across Portugal

A journey across Portugal
Our holidays here carry you 300 kilometres south-west, from the forested mountains next to the Spanish border all the way out the fishermen trails of a wild coastline... Read More

1 of 7

Magic of the Montado
Alentejo is a delightful place of expansive plains, sudden mountains, and the largest cork forests in the world. Of all the landscapes, perhaps the most special is the Montado... Read More

2 of 7

Medieval Marvão
If you’re going to build a castle somewhere, why not on a craggy granite peak overlooking plains for miles in all directions? There’ll be no stealth attacks from the nearby Spanish here... Read More

3 of 7

Going slow in Évora
Évora still feels like somewhere you can go for a relaxed stroll through its white streets and sit down in a shady square to savour a drink and bask in its lovely weather... Read More

4 of 7

Rota Vicentina
Portugal is blessed with beautiful beaches. And we're blessed to be able to enjoy the golden beaches, orange sunsets and dramatic cliffs of the Costa Vicentina in relative solitude... Read More

5 of 7

Special places to stay
For all the charms of the countryside and coast, we understand that getting the downtime right, when you’re at your most relaxed after a good day’s exploring, is just as important... Read More

6 of 7

Lisbon like a local
Alright, it's not in Alentejo. But all roads eventually lead to Lisbon to head for home. But spare us a couple of days here and we’ll share this wonderfully textured city in our own way... Read More

7 of 7

A journey across Portugal
Magic of the Montado
Medieval Marvão
Going slow in Évora
Rota Vicentina
Special places to stay
Lisbon like a local

A journey across Portugal

A journey across Portugal
Our holidays here carry you 300 kilometres south-west, from the forested mountains next to the Spanish border all the way out the fishermen trails of a wild coastline... Read More

1 of 7

Magic of the Montado
Alentejo is a delightful place of expansive plains, sudden mountains, and the largest cork forests in the world. Of all the landscapes, perhaps the most special is the Montado... Read More

2 of 7

Medieval Marvão
If you’re going to build a castle somewhere, why not on a craggy granite peak overlooking plains for miles in all directions? There’ll be no stealth attacks from the nearby Spanish here... Read More

3 of 7

Going slow in Évora
Évora still feels like somewhere you can go for a relaxed stroll through its white streets and sit down in a shady square to savour a drink and bask in its lovely weather... Read More

4 of 7

Rota Vicentina
Portugal is blessed with beautiful beaches. And we're blessed to be able to enjoy the golden beaches, orange sunsets and dramatic cliffs of the Costa Vicentina in relative solitude... Read More

5 of 7

Special places to stay
For all the charms of the countryside and coast, we understand that getting the downtime right, when you’re at your most relaxed after a good day’s exploring, is just as important... Read More

6 of 7

Lisbon like a local
Alright, it's not in Alentejo. But all roads eventually lead to Lisbon to head for home. But spare us a couple of days here and we’ll share this wonderfully textured city in our own way... Read More

7 of 7

A journey across Portugal
Magic of the Montado
Medieval Marvão
Going slow in Évora
Rota Vicentina
Special places to stay
Lisbon like a local

Travel with Pura Aventura

Exceptional Holidays

Best in class holidays, service, characterful hotels, lovely locals, food and beautiful walks - that's what our clients tell us they love about our holidays, as noted in the highest possible 5* Feefo Platinum Award.

ATOL and ABTOT protected.

Certified B Corp

We are one of the first UK travel companies to be certified B Corp – regarded by The Independent as the premier sustainability certification, and described by Which? as "meeting the highest standards of social and environmental performance".

Award-winning Travel Positive

We are proud to have been recipients of awards from both Wanderlust and LUXLife for our sustainable Travel Positive initiative, that includes balancing carbon by 160%, and providing 1% of our profit to the planet.