Portugal Alentejo Vineyards Cycling Deluxe - 6 nights

Arrival in Lisbon. You will meet your guide at Lisbon airport or at your hotel in Lisbon. Then, he will drive you to your hotel in Monsaraz and give you your tour orientation.

On the following days of this trip you will have the opportunity to explore the Alentejo by bike, through peaceful roads, rolling plains, and charming whitewashed villages. Discover ancient monuments, medieval castles, and scenic towns like Monsaraz and Évora. Enjoy the region’s warm hospitality, local cuisine, and wines along the way.

This circular ride through the Alentejo blends ancient history and rural life across wide, open landscapes. Starting from Monsaraz, cyclists encounter prehistoric monuments like Menir de Santa Margarida and traditional pottery villages such as Corval. Quiet roads pass whitewashed villages and megalithic sites like Cromeleque do Xerez, reflecting centuries of local culture. The loop returns to Monsaraz, where cobbled streets and views over Alqueva Lake invite a moment of calm and reflection.

Distance: 40 km

Elevation Gain: 400 m

The morning begins with a quiet stroll through Monsaraz, soaking in its whitewashed streets and sweeping views over the Alentejo plains. The route then winds through open countryside, rolling hills, and peaceful villages like Ferreira de Capelins and Monte do Outeiro. Cyclists pass Alandroal, where local life and whitewashed houses reflect the region’s charm. The day ends in Vila Viçosa, with its marble streets, the Ducal Palace, and a taste of Alentejo’s history, cuisine, and elegance.

Distance: 57 km

Elevation Gain: 700m

This circular ride from Vila Viçosa passes through rolling countryside dotted with vineyards, olive groves, and cultivated fields. The route leads to Estremoz, the “City of Marble,” where historic streets and noble architecture reflect centuries of royal influence. Marble quarries and local life reveal the region’s identity, while quiet roads allow the scenery to unfold at a relaxed pace. The loop returns through villages and wine estates, highlighting Alentejo’s agricultural traditions and timeless landscapes.

Distance: 51 km

Elevation Gain: 500 m

The ride leaves Vila Viçosa through quiet Alentejo countryside, with rolling fields, olive groves, and vineyards setting a calm pace. Cyclists pass Redondo, known for its colorful pottery workshops, and continue through rural villages like Foros do Freixo and São Miguel de Machede. The landscape gradually opens as Évora comes into view, signaling the approach to one of Portugal’s most historic cities. Arrival in Évora offers UNESCO-listed streets, Roman ruins, medieval walls, and a rich blend of culture, history, and local life.

Distance: 61 km

Elevation Gain: 500 m

The day begins in Évora, a UNESCO-listed city rich in Roman ruins, medieval walls, and cobbled streets. The route leads through rolling Alentejo countryside of olive groves and cork oak forests toward Arraiolos, famed for its handwoven rugs. Cyclists explore Arraiolos Castle and the town’s traditional workshops before returning across the open plains to Évora. Back in the city, Roman and medieval landmarks, shaded squares, and local flavors offer a perfect conclusion to the ride.

Distance : 48km (28mi)

Elevation : 300m

On the final day, your transfer to Lisbon will be arranged for a smooth and comfortable departure. You can also extend your trip with an extra night in Évora, visit another city, or enjoy an additional day of cycling through the Alentejo countryside.