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Alentejo Vacations

Hiking vacations, 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.

Alentejo Travel Guide

From the hills near the Spanish border, across the montado countryside to the Fishermen Trails of the coast, here's everything we love about the Alentejo. View Gallery

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Travel Planner

Travel Planner

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

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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

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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

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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

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Costa 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

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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

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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

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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

Costa 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

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Why Pura Aventura?

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Exceptional Vacations

Authentic food, characterful hotels, lovely locals and beautiful walks - that's what our clients tell us they love about our holidays and why we consistently achieve the highest possible 5* Feefo Platinum Award.

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Peace of Mind

We have frequently been praised by Which? for putting our customers first, our trips are ATOL and ABTOT protected and we personally experience every detail of our trips. In other words, you're in safe hands.

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Positive Impact

Winning praise from Wanderlust, Condé Nast and The Independent, our Travel Positive initiatives ensure that looking after the planet, the places you visit and the people you meet is engrained in every trip.