Portugal
Alentejo by Bike | Castles, Vineyards & Évora
7 days
E-Bike holidays, Road Cycling Holidays
startdag(en): Daily
280km
Moderate
About this 7-Day Cycling Holiday in the Alentejo
The Alentejo is one of the most authentic regions of Portugal and an ideal destination for a relaxed cycling holiday. During this 7-day cycling holiday in the Alentejo, you will explore a sun-drenched landscape of rolling hills, cork oak forests, olive groves and vast vineyards. Cycling takes place mainly on quiet country roads with very little traffic, allowing you to fully enjoy the sense of space, tranquillity and panoramic views along the way.
Thanks to the varied yet accessible terrain, this cycling tour is perfectly suited as an e-bike holiday, while still offering an enjoyable experience for regular cyclists.
This cycling holiday in the Alentejo is available as both an e-bike holiday and a road bike holiday.
With Travel2Move, you can consciously choose the cycling holiday that best matches your cycling style and level, whether you prefer relaxed e-bike touring or a more challenging road cycling experience.
Cycle through the timeless landscapes of the Alentejo, where quiet roads, historic towns and warm Portuguese hospitality turn every ride into a moment to remember
Highlights of This Cycling Holiday in Portugal
Discover the real Portugal by bike. This self-guided cycling holiday through the Alentejo region takes you along rolling hills, cork oak forests, olive groves and charming whitewashed villages. The journey offers a perfect balance of nature, culture and gastronomy, combined with peaceful landscapes and warm Portuguese hospitality. You stay in authentic historic pousadas, adding comfort and character to every stage of the trip.
Points of Interest Along the Route
Historic pousadas – overnight stays in castles, monasteries and palaces full of history and character
Évora – UNESCO World Heritage city featuring an impressive cathedral, Roman temple and atmospheric historic centre
Vila Viçosa – known as the Princess of the Alentejo, famous for its ducal palace and white marble architecture
Estremoz – a charming historic town with medieval walls and a lively market square
Redondo – picturesque wine village renowned for ceramics, local cuisine and traditional gastronomy
Alandroal & Terena – small fortified villages with castles, megalithic dolmens and sweeping countryside views
Arraiolos – home of the world-famous handwoven Arraiolos carpets
Alentejo Wine Route – cycle through vineyards, cork oak forests and olive groves
Day-by-Day Itinerary
Below you will find the day-by-day itinerary of this 7-day e-bike holiday in the Alentejo region of Portugal. Each stage follows quiet country roads, cycling past cork oak forests, olive groves and vineyards, and leads you to charming villages and historic towns rich in authentic Portuguese atmosphere.
Enjoy the sun, the tranquillity and the warm hospitality of southern Portugal as you explore this unspoilt region at a relaxed pace by e-bike.
Upon arrival in Portugal, you will be transferred to the charming town of Estremoz, one of the iconic white towns of the Alentejo region. After a welcome briefing and e-bike fitting, the remainder of the day is free to explore this historic town at your own pace. Wander through atmospheric squares, admire the medieval town walls and enjoy a drink on one of the lively terraces. Your day concludes with an overnight stay in an impressive castle hotel, offering panoramic views over the rolling hills of the Alentejo.
Today you cycle through a gently rolling landscape of vineyards, cork oak forests and olive groves, following quiet country roads through the Alentejo countryside. The route leads past the villages of São Bento do Cortiço and Orada, before reaching Borba, a town known for its marble heritage and local wines. The day ends in Vila Viçosa, often referred to as the Princess of the Alentejo. Here you can explore the historic centre, with its Ducal Palace and marble-paved squares. A relaxed and scenic cycling day characterised by open landscapes, subtle colours and a sense of tranquillity.
A day defined by peace, nature and history. You cycle along quiet country roads to the fortified village of Alandroal, dominated by its medieval castle, and continue to Terena, a charming village of whitewashed houses. Nearby lies the prehistoric dolmen Anta da Azenha dos Apóstolos, offering a tangible connection to the region’s distant past.
Today the route leads you through a typical Alentejo landscape of cork oak forests, vineyards and golden rolling hills. You pass through the village of Alandroal before arriving in Redondo, a town known for its ceramics and wine-making tradition. You spend the night in a historic monastery that has been transformed into an elegant hotel, set in the heart of the countryside. A special place offering peace, authenticity and the timeless atmosphere of the Alentejo.
A day rich in culture and contrasts. You cycle through vast olive groves and gently rolling fields towards Évora, the cultural heart of the Alentejo. Along the way, you pass through the small villages of Santa Suzana and Nossa Senhora de Machede. Upon arrival in Évora, a UNESCO World Heritage city, there is time to explore its remarkable historical sights, including the Roman Temple, the cathedral and the intriguing Chapel of Bones.
Today you explore the rural heart of the Alentejo. The route leads past prehistoric monuments, vineyards and small whitewashed villages. In Arraiolos, you can admire the medieval castle and the town’s renowned handwoven carpets. Via the quiet village of Igrejinha, you cycle back to Évora, where you spend your final evening in this captivating historic city.
After breakfast, your cycling holiday comes to an end. A transfer takes you back to Lisbon (approximately 1.5 hours). If you wish to extend your stay, an additional night can be booked in Évora, giving you more time to enjoy the local atmosphere, regional cuisine and Alentejo wines. Overnight stay: optional extra night in Évora
Points of interest
Évora
Évora is a historic gem in the heart of the Alentejo and is listed as a UNESCO World Heritage Site. Visit the impressive Roman Temple, the Gothic Sé Cathedral and the remarkable Chapel of Bones (Capela dos Ossos). Wander through atmospheric streets lined with whitewashed houses and enjoy the lively main square.
Redondo
Escape the crowds and discover Redondo, a hidden gem in Portugal’s Alentejo region. Surrounded by vineyards and olive groves, this charming village is celebrated for its handcrafted ceramics and characterful local wines. Wander through quiet ateliers, sip wine straight from the source at a local bodega, and take in sweeping countryside views from Redondo’s historic castle. This is slow travel at its finest — authentic, intimate, and effortlessly beautiful.
Arraiolos
Step into the artistic heart of Alentejo in Arraiolos, a village renowned for its beautifully hand-stitched carpets. Discover this living heritage at the Carpet Museum, stroll through peaceful whitewashed streets trimmed in blue, and climb to the circular castle crowning the hill above the village. From here, the soft, undulating landscape of Alentejo unfolds in every direction, timeless, tranquil, and unforgettable.
Vila Viçosa
Often called the “Princess of Alentejo,” Vila Viçosa enchants visitors with its grace and timeless beauty. Marble defines the town from its streets and squares to its grand ducal palace. Visit the Paço Ducal, wander past historic fortifications, and experience the quiet sophistication of a place shaped by centuries of nobility, craftsmanship, and history.
Prijzen en data
All prices are per person, based on double occupancy, and include daily breakfast, luggage transfers, seasonal supplements, and VAT.
What’s Included?
- 6 nights in charming historic pousadas and characterful accommodations (3- and 4-star standard)
- Daily breakfast
- Dinner included on Day 4 (excluding drinks)
- Daily luggage transfers between accommodations
- Detailed route information, maps, and GPS tracks
- Welcome briefing and bike fitting on Day 1
- Transfer from Lisbon to Estremoz (Day 1)
- Transfer from Évora to Lisbon (Day 7)
- 24/7 telephone support throughout the trip
What’s not Included
- International flights to and from Portugal
- Lunches and dinners (available à la carte or as an optional half-board upgrade)
- Bike or e-bike rental (optional, see price list)
- Wine tastings, entrance fees, and local excursions (optional)
- Personal travel insurance
Optional Extras
| Option | Description | Price per person |
|---|---|---|
| Hybrid Bike | Trekking bike including helmet, handlebar bag & luggage rack | €213 |
| E-bike | Electric bike including helmet, handlebar bag & luggage rack | €382 |
| Extra night in Lisbon (before or after the tour) | 4★ hotel including breakfast | On request |
| Extra night in Évora | 4★ hotel including breakfast | On request |
| Extra luggage item | Additional bag | On request |
Practical information
- Travel type: self-guided cycling holiday
- Duration: 7 days / 6 nights
- Daily distance: approximately 25–70 km per day
- Difficulty level: moderate, with gently rolling terrain and a few longer climbs
- Start / finish: Estremoz / Évora
- Accommodation: charming historic pousadas and characterful accommodations, including breakfast
- Luggage: daily luggage transfers included
- Navigation: route app, maps, and GPS tracks
- Departure: available year-round with flexible daily start dates
Similar Cycling Holidays in Portugal
Portugal
Cycling Tour to Santiago de Compostela along the Atlantic Coast
- 8 days
- E-Bike holidays, Leisure Cycling Holidays
More information
You May Also Like
Italy
Dolomites to Venice Cycling Vacation: From Mountains to Lagoon
- 8 days
- E-Bike holidays, Leisure Cycling Holidays
More information
Italy
Tuscany Cycling Holiday Italy – From Pisa to Florence
- 8 days
- E-Bike holidays, Leisure Cycling Holidays
More information
Italy
Cycling Holiday in Tuscany: Pisa, Chianti, Siena and Florence
- 7 days
- E-Bike holidays, Leisure Cycling Holidays
More information
From p.p.
990,-
