Alentejo walking vacation in Portugal

Self-guided walking along an exclusive route over medieval pathways and stunning coastal trails through the Alentejo region.
Self-guided walking in Alentejo Stay in family-run guesthouses Full support including detailed maps, route notes, GPS and luggage transfer Lisbon Marvao Castelo de Vide Evora Iron Age monuments and a Roman temple Follow a section of the 'Fishermen's Trail' Costa Vincentina See the only sea cliff stork nests in the world
£1550 excluding flights
8 Days
Tailor made
More info
Price per person based on two sharing, includes accommodation, luggage transfers, welcome briefing, walking notes and maps and meals as noted.
Make enquiry

Description of Alentejo walking vacation in Portugal

Price information

£1550 excluding flights
Price per person based on two sharing, includes accommodation, luggage transfers, welcome briefing, walking notes and maps and meals as noted.
Make enquiry

Departure information

Departs on a date to suit you from March to June and September to November. However, please note the vacation cannot start on a Monday.

Travel guides

Portugal walking
Forget the golf courses and beach resorts. Give the Algarve the elbow. Portugal is much more than a summer vacation hotspot and there’s no finer way to...
Likened sometimes to Tuscany or Provence, Portugal’s Alentejo is actually a little more rustic and a lot less visited than France or Italy’s celebrate...

Responsible Travel

As the pioneers of responsible tourism, we've screened this (and every) vacation so that you can travel knowing it will help support the places and people that you visit, and the planet. Read how below.


One hotel used in the itinerary is run by one of Portugal's most renowned environmental and wildlife conservationists. The two-story farm is located in expansive grounds which provide a habitat for over 150 different bird species and 23 different kinds of amphibians.

The pousada in which you stay in Marvao is a joining together of two medieval buildings, features of which date back as far as the 13th century. Similarly, the hotel in which you stay in Castelo de Vide is a grand house from the 18th century, now protected as a Monument of Public Interest.

Each walk is regularly checked by our team to ensure both accuracy and the preservation of the environment. Detailed walking notes are provided to ensure that walkers do not encroach upon the protected land, following established trails. Thoughtfully engaging with the landscape is ultimately the best way to value and protect it for future generations.

One of our key partners is a wine and food producing farm in the heart of the rural Alentejo landscape. The farm uses modern agricultural techniques to protect and preserve the land, returning it to its original purpose, which dates back to Roman times. The estate supports olive groves, cork oak forests and lakes which welcome a range of migratory birds.


Throughout the trip we work directly with guides, drivers, small family-run guesthouses and restaurants to ensure that your visit directly benefits the local community, both economically and in the preservation of distinct local culture and ways of life. The hotel in Castelo de Vide for example is a family business, now in its fourth generation of owners and very much integrated into the community.

This Inn to Inn trip is primarily self-guided, following walking notes and maps. However you are taken by road in some of the places, facilitating your trip from the mountains near the Spanish border to the Atlantic sea. These are guided transfers, ensuring that you have a closer connection to the country at every stage of the journey. It is important to us that you leave with a sense of how people live in the Alentejo region and the history of the area.

The first hotel of the itinerary is built around a restored abandoned train station, with many of the original features having been carefully restored. This has given a new lease of life to a beautiful part of the region's cultural heritage. An important facet of the work undertaken by the Herdade do Freixo this is the promotion of local vini and agri-culture.

Popular similar vacations

French Alps self guided walking holiday

French Alps self guided walking vacation

From £566 - £730 8 days excluding flights

Catered Chalet Based Walking Vacation in the Giffre Valley

Self guided walking vacation in France

Self guided walking vacation in France

From 1450 6 days excluding flights

Idyllic walking in France with great food and wine included

Catalonia self guided walking vacations, Spain

Catalonia self guided walking vacations, Spain

From 749 - €845 8 days excluding flights

Self-guided walking vacations in Catalonia