A fan of relaxing holidays, easy walks, and a ton of cultural heritage? Portugal’s Alentejo region is perfect for you. Over the course of 8 days, we’ll immerse ourselves in the beauty of this region by going on different walks every day, bringing us a mix of varied landscapes and sceneries. We’ll be based in a charming farmhouse for the duration of this trip, just perfect for getting back to after a day of exploring our surroundings. This region of Portugal has delicious authentic cuisine as well as some of the best wine in the world (Alentejo is the wine market leader in Portugal), so we’ll make sure to taste typical products as well. Lodgings are included, as well as most meals, and transfers during the tour. You’ll return from this trip feeling relaxed and refreshed!
Make your way to Monte do Serrado de Baixo, a beautiful farmhouse near Évora. Depending on your mode of transport, it’s a 1.5-2-hour ride from Lisbon Airport. You’ll have a trip briefing, talking about the days ahead. Enjoy your first dinner in Portugal and get some rest.
Meals: Dinner
Accommodation: Monte do Serrado de Baixo
We’ll leave the guesthouse towards the 16th-century aqueduct, built to solve the water shortages in the city. This walk will lead to the ancient city of Évora. Along the way, we’ll pass by small farms and aromatic herbs that grow by the aqueduct. To end the day, after a visit to the most relevant historical sites, there is nothing better than a cool drink in Évora center square, where we will be surrounded by age-old buildings and feel the flow of life passing us by.
Meals: Breakfast
Distance: 12-15 km / 7.5-9 miles
Elevation: +228 m / +750 ft | -236 m / -775 ft
Accommodation: Monte do Serrado de Baixo
Today we’ll go on a walk through the beautiful holm oak forest dotted by impressive granite boulders which, 6,000 years ago, were used by our ancestors to build their burial sites and magic cult sites. We’ll take our time exploring these sights and our surroundings. We will visit the Dolmen of Zambujeiro, a megalithic monument from between 4,000 and 3,000 BC, the largest one in Europe! We’ll also visit some other megalithic complexes and structures like Cromlech of Almendres, the Menir of Almendres, and the church of Mitra.
Meals: Breakfast
Distance: 15-18 km / 9-11 miles
Elevation: +327 m / +1,073 ft | -121 m / -397 ft
Accommodation: Monte do Serrado de Baixo
Today we’ll take a transfer to the Arraiolos village and its surrounding. We will stroll through its quiet streets, visit the castle, and the museum. We’ll go to the lovely Ravasqueira farm and visit the private carriage collection and taste their delicious wine. Then we’ll go to Évora and there will be plenty of time to discover the city on your own! If you prefer to have a rest day, feel free to stay at the accommodation and explore the surroundings on your own.
Meals: Breakfast
Accommodation: Monte do Serrado de Baixo
While we go along the lovely river Degebe, we’ll discover old water mills and try to imagine how they once worked. Then we leave the river side and start walking up to reach a point with wonderful views. Finally a castle starts to take shape on the horizon—the surreal castle of Valongo, built in the middle of nowhere by, some say, the Romans.
Meals: Breakfast
Distance: 12 km / 7.5 miles
Elevation: +157 m / +515 ft | -139 m / 456- ft
Accommodation: Monte do Serrado de Baixo
We’ll kick off the day by walking along a closed railway through beautiful scenery. If we’re lucky, we will encounter some black pigs, cows, and sheep. Then we climb steep tracks that lead to the castle of Évoramonte. Once there, follow the walls all the way around and take in the beautiful views. You can see Spain from here!
Meals: Breakfast
Distance: 10 km / 6 miles
Elevation: +366 m / +1,200 ft | -194 m / -636 ft
Accommodation: Monte do Serrado de Baixo
The unforgettable village of Monsaraz, built in a castle on top of a hill, is incredible to see. Schist Rock walls will guide the walk around the beautiful fort. The last climb brings you to the top and you’ll enjoy stunning views of a well-kept village and the Alqueva lake. If it’s warm enough, you can even finish with a swim or a canoe trip! On the way back to the farm visit a pottery in São Pedro do Corval.
Meals: Breakfast and dinner
Distance: 11 km / 7 miles
Elevation: +248 m / +814 ft | -243 m / -797 ft
Accommodation: Monte do Serrado de Baixo
After the final breakfast at the guesthouse, your guided adventure has come to an end. If you’d like to stay longer and explore the area, just ask us for some recommendations!
Meals: Breakfast
What you get on this adventure:
What’s not included:
These guided walking holidays in Portugal are beginner-friendly! Check out the itinerary to learn about day-by-day distances and elevation gains, but in general, you’ll be hiking between 10 to 18 km (6 to 11 miles). All that’s required is a decent level of fitness and you’re good to go!
All breakfasts, picnic lunches, and three dinners are included in the price of this tour.
Here’s a list of the equipment you need to bring:
Dress comfortably and for the weather in clothes you can move in. We suggest bringing clothing appropriate for the season. Layers are best and don’t wear jeans.
Group sizes and pricing
Guided walking holidays in Portugal can be arranged for larger groups. Contact us to make arrangements.
Min. age requirements
To get to Évora, the starting point of your guided walking holidays in Portugal, most people fly into Lisbon Airport (LIS). You can either rent a car or take public transport (bus and train) to get to Évora, it will take you 1.5-2 hours.
Once you get there, head towards Monte Do Serrado De Baixo, your beautiful accommodation for the whole stay.
Alternatively, your guides offer Lisbon airport transfers at an additional cost. Let us know if you’re interested upon booking.
We highly recommend that you cover all your bases with both emergency medical and travel insurance.
With medical insurance, if you have an accident or medical emergency on or off the mountain, you’ll avoid paying out of pocket for costly expenses. This covers everything from hospital treatments to emergency air transportation and more. Travel insurance covers canceled flights, natural disasters and other scenarios that may interrupt your travel plans.
We also expect you to respect local regulations and take measures to protect yourselves, your guides, and the communities you’re traveling to. If you need assistance selecting the right insurance for your group, let us know and we will be happy to help!