Day 1 – Arrival in Northern Portugal
Upon arrival in Porto, a private group transfer takes you north into the Trás-os-Montes region, one of Portugal’s most authentic and lesser-known landscapes. Surrounded by forests and thermal springs, Vidago sets the tone for the journey ahead – elegant, relaxed, and deeply connected to the character of the country. In the evening, enjoy a welcome dinner and the first opportunity to meet your guides and fellow riders.
Hotel: Vidago Palace
Day 2 – From Northern Portugal to the Douro Valley ~70 km
The journey begins riding south from the green landscapes of northern Portugal towards the Douro Valley. Quiet mountain roads, vineyards, and traditional villages gradually give way to the dramatic scenery of the Douro wine region – one of the oldest demarcated wine regions in the world. The ride finishes overlooking the river among the terraced vineyards of the Douro. Lunch is included along the route, followed by dinner paired with local wines.
Hotel: Vila Galé Douro Vineyards
Day 3 – Through the Douro to the Historical Villages ~67 km
Leave the Douro Valley behind and continue inland through quiet rural roads and open landscapes towards the historical village region of central Portugal. The scenery becomes increasingly remote and timeless as you approach Marialva – one of Portugal’s most atmospheric medieval villages, with its stone houses and hilltop castle overlooking the surrounding plains. Lunch and dinner are included in carefully selected local settings.
Hotel: Casas do Côro
Day 4 – Historical Villages & the Dão Region ~60 km
Ride through the heart of Portugal’s historical villages region, passing ancient stone settlements, rolling countryside, and quiet roads rich in history and character. After passing through Trancoso, continue towards Penalva do Castelo and the Dão wine region – known for its elegance, forests, and granite landscapes. Lunch is taken along the route, followed by dinner highlighting regional cuisine and wines.
Hotel: Parador Casa da Ínsua
Day 5 – Rest Day in the Dão Region
A slower day to experience the cultural and gastronomic side of central Portugal. Visit the historic centre of Viseu, considered one of Portugal’s most charming small cities, before enjoying a wine tasting in the Dão region – home to some of the country’s most refined wines. Time to relax and enjoy the estate surroundings. Lunch and dinner are included.
Hotel: Parador Casa da Ínsua
Day 6 – Serra da Estrela: Portugal’s Highest Roads ~57 km
A transfer brings you into the Serra da Estrela Natural Park for one of the defining stages of the journey. Ride to Torre, the highest point in mainland Portugal, surrounded by dramatic mountain landscapes, wide-open views, and some of the country’s most spectacular roads. From the summit, descend towards Covilhã through the heart of the mountains. Lunch and dinner are included.
Hotel: Pena D’Água Boutique Hotel
Day 7 – Mountain Roads to Marvão ~74 km
Continue south through quiet inland roads, traditional villages, and remote mountain scenery before a transfer towards the Alentejo region. The day ends in Marvão, one of Portugal’s most extraordinary hilltop villages, perched high above the plains near the Spanish border. Its medieval walls, narrow streets, and panoramic views create one of the most memorable settings of the journey. Lunch and dinner are included.
Hotel: Pousada de Marvão
Day 8 – Through the Alentejo to Évora ~70 km
Leaving Marvão behind, ride through the rolling landscapes of the Alentejo – a region defined by cork forests, olive groves, vineyards, and quiet country roads. The atmosphere changes completely as the route heads south towards Évora, one of Portugal’s most historic and beautifully preserved cities. After the ride, transfer into the city centre. Lunch and dinner are included.
Hotel: M’AR De AR Aqueduto
Day 9 – Rest Day in Évora
A day to experience the culture, gastronomy, and slower rhythm of the Alentejo. Enjoy a guided walking tour through Évora’s UNESCO-listed historic centre, followed by a regional wine tasting highlighting the wines of the Alentejo. Time to relax and explore the city at your own pace. Lunch and dinner are included.
Hotel: M’AR De AR Aqueduto
Day 10 – Arrival to the Atlantic Coast ~78 km
After a short transfer to Grândola mountain range, the route turns west towards the Atlantic. Ride through the landscapes of the Alentejo coast before arriving in Vila Nova de Milfontes and continuing south into the Southwest Alentejo Natural Park. The day finishes surrounded by nature near the coast. Lunch and dinner are included.
Hotel: Craveiral Farmhouse
Day 11 – The Wild Coast of Southwest Portugal ~65 km
One of the most scenic coastal rides of the journey. Follow the dramatic coastline through Odeceixe, Aljezur, and Arrifana – regions known for their cliffs, surf culture, and untouched Atlantic landscapes. The route combines quiet roads, ocean views, and some of the most beautiful beaches in Portugal. Lunch and dinner are included.
Hotel: Praia do Canal Nature Retreat
Day 12 – To Sagres: The End of Portugal~55 km
The final ride follows the Algarve coastline south towards Sagres. As the landscapes become increasingly rugged and open to the Atlantic, arrive at the southwestern tip of mainland Europe – long associated with Portugal’s maritime discoveries and sense of exploration. Celebrate the completion of the journey overlooking the ocean. Lunch and farewell dinner are included.
Hotel: Memmo Baleeira
Day 13 – Departure / Transfer to Lisbon
After breakfast, a private group transfer takes you to Lisbon. End of journey.
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