Arrive in Lisbon and transfer from the airport into the countryside to our home for the week near Évora.

Settle into the rhythm of the farm - wide open skies, quiet surroundings, and a slower pace of life. In the evening, we’ll gather for a welcome drink and shared dinner, easing into the days ahead together.

Overnight at Monte do Serrado

Our first full day begins simply—on foot.

We’ll head out for a gentle hike through the Alentejo landscape, moving past olive groves, cork forests, and small villages that feel unchanged by time. This is a day to arrive not just physically, but mentally, letting the noise of travel fall away.

Afternoon is open for rest, time on the land, or connecting with the other people on the farm.

Overnight at Monte do Serrado

Bike towards Igrejinha, one of the most picturesque villages in the Alentejo, known for its bright white houses painted with colorful stripes.

The day is rich in visits to local producers, it's hard to select in between the many choices.

You will ride through peaceful countryside and hardly meet any cars.

Discover how cork is harvested, sorted and transformed, and learn about the countless uses of this extraordinary natural material and one of Portugal’s most iconic exports. All this in a guided visit to the Cork factory.

Visit:

• Divor Dam

• Igrejinha village

• Cork factory

Food & tasting:

• Freshly squeezed lemonade at Monte do Serrado de Baixo

• Winery Fitapreta, set in a 14th century palace

• Winery of Comenda, set in a family estate.

• Winery of Coelheiros, where you may also book a jeep tour around the estate to learn about its sustainable project.

• Pepe Aromas, aPrickly pear plantation (included in PLUS tours)

Cycling details

• Distance: 47 km/ 29.2 miles with transfer back to the hotel, or 66 km/ 41 miles if you cycle all the way back to the hotel

• Difficulty: Easy+ / Medium if you cycle all the way back to the hotel

• Terrain: Soft hills and secondary roads

• Total ascent: 215 m/ 705 feet

Overnight at Monte do Serrado

Enjoy a peaceful kayaking experience on the calm waters near Évora, paddling along the river Degebe or across the scenic Divor Lake. Surrounded by open countryside and birdsong, this gentle activity offers a moment of true relaxation. After kayaking, take a short walk along the riverbank, where local wildlife and grazing animals complete the tranquil setting.

Difficulty: Easy, flat water

Overnight at Monte do Serrado

We start walking along a closed railway through beautiful scenery. With luck we will encounter some black pigs, cows and sheep. Then we climb steep tracks that lead to the castle of Évoramonte. At the castle follow the walls all the way around and take in the beautiful views. You can see Spain from here!

Location: Evoramonte
Distance: 10 kms/6 miles
Difficulty: Easy

Overnight at Monte do Serrado

We’ll share breakfast, take in the last moments of this place, and begin our journey back to Lisbon.

Accommodations booked directly by traveler

We step into a different kind of landscape today—lush, layered, and almost dreamlike.

A private guided day takes us into Sintra, a UNESCO World Heritage Site once favored by Portuguese royalty. We’ll explore the iconic Pena Palace, perched high above the hills, and wander the charming village below.

From there, we continue to the edge of the continent—Cabo da Roca, where land meets the vast Atlantic.

The day unfolds along the coastline, passing dramatic beaches and stopping in Cascais, a former fishing village turned seaside town, with time to walk, explore, or enjoy fresh seafood.

We return to Lisbon in the early evening.

Accommodations booked directly by traveler

Two full days to experience Lisbon however you’d like.

Wander through historic neighborhoods, ride the iconic tram, explore viewpoints overlooking the city, or simply sit at a café and take it all in.

We’ll share recommendations, but the day is yours.

Accommodations booked directly by traveler

Travel by train to Porto, watching the Portuguese landscape shift as we move north.

Settle in and explore the city’s riverside charm.

Accommodations and train booked directly by traveler - we will help with details

A free day in Porto.

Walk along the Douro River, explore the historic center, visit wine cellars, or simply enjoy the slower, soulful energy of the city.

Accommodations booked directly by traveler

Depart from Porto (or Lisbon, depending on your travel plans), carrying with you the rhythm of the past days—something slower, quieter, and more rooted.

Transfer booked by traveler (Uber is an easy option)