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Portugal’s Alentejo region isn’t just easy on the eye—it also has 6,000-year-old monuments, UNESCO World Heritage Sites, and a delicious cuisine. We’ve been making people fall in love with this region since 1994, and these 8-day walking holidays are one of our favorite trips! This adventure is all about slow living, so we’ll take our time exploring the scenic countryside, beautiful historical sites, charming wineries, local cafés, and much more. Our base for the week will be a lovely farmhouse equipped with all modern comforts, a lush garden, and a swimming pool, ideal for sipping on a cocktail at the end of the day. If you’re about sightseeing super popular stuff, this tour isn’t for you—we’ll walk along isolated trails, visit small local businesses, and discover the crowdless Portuguese countryside!

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  • Steeped in history

    Megalithic monuments dating back to 4,000 BC, Renaissance aqueducts, impressive medieval castles…

  • Supporting local businesses

    We’ll visit local wineries (Portugal has some of the best wines in the world), a pottery, historic farms, and local cafés

  • Slow-paced walking holiday

    This isn’t about getting to a point as fast as possible—we’ll take our time discovering gorgeous landscapes of Portugal’s Alentejo

Itinerary

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

    Evora old town in Portugal
  • 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

    Silver Water Aqueduct in Portugal
  • 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

    Dolmen of Zambujeiro in Portugal
  • 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

    Evora, view of the city
  • 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

    Visiting a castle in Portugal
  • 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

    Evoramonte castle in Portugal
  • 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

    Fortified village of Monsaraz in Portugal
  • 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

    Three hikers at sunset in Portugal
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Meet your guides

Teresa Vilas Boas
5.00
Teresa Vilas Boas
Teresa has been the soul of Turaventur and Monte do Serrado de Baixo for the last 20 years. The first adventure she remembers was trekking after her father in the mountain of Gerês, when she was just 5 years old. Teresa has practiced several outdoor sports and loves to travel by bike. For two years, she traveled through Australia, New Zealand, Thailand, Laos, India, and Nepal. She finally came back to Portugal and started our Portugal Bicycle Tours. With endless energy, she will guide a cycling tour as well as a canoeing trip or set up an original outdoor event for a company meeting.
TurAventur
5.00
TurAventur
Since 1994, TurAventur has been the gateway to exploring the wonders of the Alentejo region. Ever since, they have been helping travelers uncover the rich culture and heritage of their beloved region. In 2007, they extended their hospitality with Monte do Serrado de Baixo, a charming guesthouse nestled in nature, near Évora. TurAventur’s passionate guides offer personalized treatment and unrivaled expertise, ensuring you experience the best of Alentejo's heritage, landscape, and gastronomy. Committed to sustainability and top-quality service, TurAventur’s dedicated team guarantees an unforgettable journey filled with fun, relaxation, and cultural immersion.

Accommodation — Monte do Serrado de Baixo

5.00 (3 reviews)
Terry_and_Suzanne (source: Trip Advisor)

Delightful walking tours in and around Evora, Portugal. Our group of 15 was guided on several days of excellent walking tours in the Alentejo region of Portugal. Teresa was our guide, and she was fabulous – informative, fun, and very well prepared. She served us delicious picnic lunches every day. I would definitely hire her again if I go back!

kdtravels17 (source: Trip Advisor)

Had a great walking week with Turaventur in April, 2017. With our guide we visited ancient stone circles, vineyards, old hilltowns and had local experiences that only a guide who lives in the area can provide. This is a jewel waiting to be discovered…so glad we did!

910sandyd (source: Trip Advisor)

Theresa was our group guide for 5 days and it was an incredible adventure as we heard all about the history, agricultural life, and life in general around Evora. After a visit to a cheese making farm Theresa lead us to all the stone monoliths in the area as we walked through groves of Cork Trees. We learned about the harvesting and processing of cork and the following day we hiked to a medieval castle surrounded by vineyards. Other days we visited a winery for wine tasting, toured the old city of Evora, walked to a hilltop city, visited a pottery shop, ate at a local restaurant where we made our own bread, and our last day we followed the Aqueduct to her farm where we saw her father’s antique car collection and enjoyed an outstanding lunch at her B & B. Theresa is organized and enthusiastic about making sure you have an outstanding experience in her country. She brought a picnic lunch for all 15 of us each day with local breads, cheeses, vegetables and pastries! You can’t beat this genuine Portugal experience because she is passionate about her job and has the answers to your questions.I’d love to hike with her again in the future.

Things to know

  • What you get on this adventure:

      • An experienced, local hiking guide with extensive knowledge of the area
      • 8-day guided walking holidays in Portugal
      • Accommodation for 7 nights in a charming farmhouse (double rooms)
      • Most meals
        • All breakfasts
        • Welcome regional snack
        • Three dinners (with 2 drinks) — on Day 1, Day 7, and one more day throughout the week
        • All lunches (picnic lunches during daily tours, one lunch in Arraiolos)
      • Transfer during the tour
      • Personal accident for tour days
      • VAT tax

    What’s not included:

      • Transportation to Portugal
      • Airport transfers
      • Cooking class — available to add, let us know if you’re interested
      • Guide gratuities — optional
      • Travel and medical insurance — optional
  • 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.

    • Every morning you’ll kick off your day with delicious breakfast made and prepared at the Monte do Serrado de Baixo, the charming farmhouse you’ll be staying at. You can expect a variety of breads, cereals, meats, cheeses, sweet breads, fruit, and eggs.
    • For picnic lunches, you will enjoy homemade sandwiches prepared by the guides.
    • Dinners are also varied and always focus on the regional concept—black pork, cod, veal, chicken, and much more.
  • Here’s a list of the equipment you need to bring:

      • Day pack large enough to carry all the items listed (around a 25-40L bag)
      • Hiking poles — optional
      • Water bottle or hydration bladder (2L capacity)
      • Lightweight hiking boots or shoes
      • Comfortable hiking clothes
      • Spare clothes for layering
      • Waterproof rain jacket
      • Sunhat and sunglasses
      • Swimming suit
      • Toiletries (sunscreen, hand sanitizer, bug spray, toilet paper, etc.)
      • Camera — optional (but recommended)

    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

      • For these guided walking holidays in Portugal, the usual client-to-guide ratio is 14:1.
      • It takes a minimum of 2 people for this tour to operate. The maximum group size is set at 12 adults and 6 children.

    Guided walking holidays in Portugal can be arranged for larger groups. Contact us to make arrangements.

    Min. age requirements

      • If you are older than 18, you’re good to go.
      • Minors younger than 18 may be permitted to join the hike, but must be in the presence of a parent or legal guardian.
      • Let us know if you’re traveling with children upon booking.
  • 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!

  • Deposits
    When booking a trip, you can either pay for it in full or reserve your spot with a 30% deposit. The remaining 70% of the trip price is to be paid 90 days prior to departure, at the latest.

    Cancellations
    Booking fees are non-refundable in all cases. During checkout, however, you can choose one of 57hours’ flexibility options:

    Basic

      • In case of cancellation within 48 hours after booking, the amount paid is fully refundable.
      • For cancellations 60 or more days before the trip, you are eligible for a 70% refund of the trip price.
      • For cancellations 0-59 days before the trip, there is no refund.

    Flexible

      • In case of cancellation within 48 hours after booking, the amount paid is fully refundable.
      • For cancellations 60 or more days before the trip, you are eligible for a full refund of the trip price.
      • For cancellations 30-59 days before the trip, you are eligible for a 50% refund of the trip price.
      • For cancellations 0-29 days before the trip, there is no refund.

    Super Flexible

      • In case of cancellation within 48 hours after booking, the amount paid is fully refundable.
      • For cancellations 30 or more days before the trip, you are eligible for a full refund of the trip price.
      • For cancellations 0-29 days before the trip, you are eligible for a 50% refund of the trip price.
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