Itinerary
- Day 1
Monsaraz
You'll arrive in Monsaraz, the medieval village perched on a hilltop, and get settled into your accommodation. After getting familiar with your bike and route, you head out to check out the megalithic monuments around Xerez. Later in the evening, you walk through the walled streets, visit the historic castle, and grab dinner at a local restaurant serving traditional Portuguese food. 200 characters
Included Activities
- Visit megalithic monuments of Xerez
- Explore walled streets of Monsaraz
- Visit historic castle of Monsaraz
Optional Activities
- Dine at cozy local restaurant serving traditional cuisine
Landmarks Monsaraz Castle Xerez Megalithic Monuments - Day 2
Monsaraz to Cercal
Starting out on a scenic gravel bike ride through Alentejo, you'll cycle along canals and rice fields where storks are common, then move through rolling hills covered with cork oak forests and olive groves. The route takes you past quiet country roads with spring flowers and vineyards before the terrain gets more rugged with dramatic valleys. By evening you reach Cercal, surrounded by lush valleys and peaceful countryside. 200 characters
- Meals
- Breakfast
Included Activities
- Gravel bike tour to Cercal (approximately 72 km with approximately 500m ascent)
Landmarks Alentejo Region - Day 3
Cercal to Évora
You cycle through central Alentejo toward Arraiolos, known for its hand-embroidered wool carpets, then tackle a challenging climb to the castle on the hilltop and experience the thrilling descent through the countryside after. From there you continue on gravel roads through rolling hills and open fields to Évora, a UNESCO World Heritage city with 2,000 years of history. You'll refuel with dinner and have a chance to try some local wine. 200 characters
- Meals
- Breakfast
Included Activities
- Gravel bike tour through Alentejo to Arraiolos and Évora (approximately 79 km with approximately 600m ascent)
- Visit Arraiolos castle
Optional Activities
- Wine tasting in Évora
Landmarks Arraiolos Castle Évora - Day 4
Évora to Chabouco
Heading south toward the Algarve region's coastal areas, you cycle to Odeceixe, a village on the border between Alentejo and Algarve with a horseshoe-shaped beach where the Aljezur River reaches the sea. The route continues along cliff views and through Portuguese villages, passing through coastal scenery before you arrive in Chabouco. The terrain transitions from inland riding to dramatic coastal landscape as you move south. 200 characters
- Meals
- Breakfast
Included Activities
- Coastal gravel bike tour to Chabouco (approximately 62 km with approximately 600m ascent)
- Visit Odeceixe beach and village
Landmarks Odeceixe Beach Aljezur River - Day 5
Chabouco to Cape São Vicente
You ride along the unspoiled Vicentina coast starting at Pontal da Carrapateira with its jagged cliffs and turquoise waters, then head south toward Cape São Vicente, mainland Europe's most south-westerly point where sailors and pilgrims once gathered. Along the way you see towering cliffs, coastal views, and you might observe bird migration in this protected natural environment. 200 characters
- Meals
- Breakfast
Included Activities
- Gravel bike tour along Vicentina coast (approximately 65 km with approximately 700m ascent)
- Visit Pontal da Carrapateira viewpoint
- Visit Cape São Vicente
Landmarks Pontal da Carrapateira Cape São Vicente 
- Day 6
Cape São Vicente to Beja region
On this gravel ride you pedal through olive groves, lush fields, and open landscapes with a route that passes through charming villages including Baleizão, Salvada, Moinho de Vento, and Santa Clara Louredo. The ride includes exciting hills and descents, and you'll stop at cozy cafés and traditional restaurants with views over the countryside. You finish the day with a glass of local Alentejo red wine to celebrate the ride. 200 characters
- Meals
- Breakfast
Included Activities
- Gravel bike tour through villages of Baleizão, Salvada, Moinho de Vento and Santa Clara Louredo (approximately 57 km with approximately 500m ascent)
Optional Activities
- Local red wine tasting
Landmarks Baleizão Salvada Santa Clara Louredo - Day 7
Departure
Your transfer gets organized based on your schedule and what you'd prefer. If you want to keep going, you can spend another night in Beja, check out another city, or do one more cycling day before heading home. 200 characters
- Meals
- Breakfast
Optional Activities
- Extend stay in Beja
- Explore another city
- Additional cycling day
