Alentejo, located in southern Portugal, is renowned for its rolling plains, charming medieval towns, and rich cultural heritage. The region offers scenic cycling routes through vineyards, olive groves, and historical sites. Known for its mild climate and delicious wines, Alentejo provides an ideal blend of physical challenge and cultural immersion for cyclists.
We start from Castelo de Vide, a charming medieval town. We then ride to the medieval fort in Elvas and the ancient town of Évora, both UNESCO World Heritage sites. The rides are generally through scenic landscapes featuring olive plantations and cork trees. At Reguengos and Monsaraz, it is time to slow down and Indulge in wine tastings at traditional wineries (we are at the heart of Alentejo’s wine country!). The tour culminates in the coastal town of Vila Nova de Milfontes, offering a perfect blend of physical challenge, cultural immersion, and natural beauty.
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Fly - In
Humberto Delgado Airport, Lisbon
Fly - Out
Humberto Delgado Airport, Lisbon
Map
Itinerary
Day 1: Arrival and Transfer from Lisbon Airport/Lisbon Town
Castelo de Vide is a captivating medieval town in Alentejo, known for its narrow cobblestone streets, historic castle, and mountainous landscapes. Its well-preserved architecture and rich cultural heritage make it an ideal starting point for our cycling adventure.
Welcome to Portugal! We will pick you up from Lisbon Airport or your hotel in Lisbon and transfer you to Castelo de Vide. This charming medieval town, rich in history and scenic beauty, marks the starting point of our Portugal bike tour.
- Arrive at Lisbon, take the transfer to Castelo De Vide
- Meet and greet your fellow riders
- Short ride to test the bikes
Day 2: Loop Ride around Castelo de Vide
Distance
40 kms (or) 52 kms
Elevation Gain
604 m (or) 800 m
Night Stay
Casa Amarela
Meals
Breakfast, Lunch, Dinner
On the first day of our Portugal bike tour, you have two ride options, both scenic loops through the Alentejo countryside.
The terrain is mountainous and offers breathtaking views of the surrounding landscape. After your ride, take the opportunity to explore the charming town of Castelo de Vide on foot.
- Enjoy picturesque routes with two options —40 km or 52 km— through mountainous terrain offering stunning vistas
- Wander through Castelo Vide’s narrow cobblestone streets, visit its impressive medieval castle, and uncover the history of the Jewish Quarter
- Unwind in one of the charming cafes in the town square, ideal for savouring local delicacies and watching the world go by
Day 3: Castelo de Vide to Elvas
Embark on an unforgettable journey from Castelo de Vide to Elvas, starting early to explore Elvas Fort and Castle in the evening, a highlight of the day.
The first hour winds through scenic narrow country roads, crossing into Spain for a stretch of flat terrain. After 30 km in Spain, we re-enter Portugal, pausing for lunch at the historic Campo Major. The route continues through picturesque olive groves on our way to Elvas, our destination for the day.
Elvas, a UNESCO World Heritage site, is famed for its monumental fortifications and stunning aqueduct. With a rich military history and picturesque medieval streets, it offers a captivating glimpse into Portugal’s past.
- Beautiful landscapes, partly through Spain (about 30 km) and historical sites en route
- Cycle from Castelo de Vide to Elvas, crossing into Spain en route
- Enjoy breathtaking landscapes and the unique experience of riding through two countries in a single day
- Stop over at Campo Major for lunch, a town steeped in history and fortified charm
- Stay at a beautifully restored former convent located right inside the historic Elvas fort
Day 4: Elvas to Reguengos de Monsaraz
We start our day in Elvas, taking our time to explore the UNESCO World Heritage site known for its well-preserved military architecture, including the impressive Elvas Aqueduct. Once on the bike, enjoy cycling through the rolling hills and expansive plains of the Alentejo region, known for its vineyards, cork oak forests, and traditional agricultural landscapes.
Reguengos de Monsaraz, nestled in the heart of Alentejo, is renowned for its thriving wine culture. This is the place to experience the region’s winemaking heritage firsthand.
- Discover the historic Elvas Castle, a UNESCO World Heritage site. Explore its ancient walls and towers, offering panoramic views of the surrounding plains
- Ride past Vineyards and olive groves and through the picturesque Alentejo countryside
- Arrive in Reguengos de Monsaraz, a charming town known for its historic centre and friendly atmosphere
Day 5: Loop Ride around Reguengos de Monsaraz
Our itinerary for the day unfolds with a scenic 60 km loop through the captivating Alentejo countryside. Along the way, we take a break for a Portuguese espresso at a quaint local café, savoring the essence of local life. Continuing our journey, we ascend to Monsaraz Fort, a medieval stronghold perched majestically atop a hill, offering panoramic views of the surrounding plains and Alqueva Lake.
On our return to the hotel, we make a brief but enriching stop in Sao Pedro do Corval. This village is renowned for its long-standing tradition of pottery craftsmanship, where local artisans skillfully create distinctive Portuguese ceramics, reflecting the region’s cultural heritage and artistic flair. It’s a perfect opportunity to admire and perhaps acquire unique pieces that embody the essence of Alentejo craftsmanship.
- Enjoy a leisurely 60 km route through Alentejo’s picturesque landscapes of vineyards and rolling hills, perfect for a serene cycling experience
- Explore the narrow, cobblestone streets of Monsaraz village, steeped in centuries of history and traditional charm
- Discover the artistry of traditional Portuguese pottery in Sao Pedro do Corval’s workshops
- Sample Alentejo wines at a local winery, learning about winemaking and tasting distinctive varieties amid scenic vineyards
Day 6: Reguengos de Monsaraz to Évora
Today, we enjoy a short ride to Evora, where we’ll spend 2 nights exploring its historical allure. If you’d like to delve deeper into the region’s winemaking, there’s another innovative winery en route (and right out of the town of Reguengos and Monsaraz) that’s worth a visit! As we continue, the route meanders through the countryside adorned with picturesque blue and white Portuguese-style houses, reaching Evora by midday.
Evora, the capital of the Alentejo region, stands as a testament to over two millennia of history, dating back to Roman times. Visitors can wander its ancient streets, savoring the ambience of centuries past, and revel in its vibrant cultural scene, making Évora a truly unforgettable destination.
- Enjoy scenic Alentejo meadows, passing by charming whitewashed houses adorned in blue and white hues
- Optional wine tasting at a very unique local winery en route
- Stay at a hotel within the city’s historic walls, perfectly situated for exploring Évora – a UNESCO World Heritage site
Day 7: Rest Day in Évora
Enjoy a leisurely rest day in Evora, allowing ample time to explore its UNESCO-listed attractions on foot. Discover Roman ruins, medieval streets, and the iconic Temple of Diana, all within this historic city’s ancient walls.
- Wander through Evora’s ancient streets to discover Roman ruins, Gothic cathedrals, and the impressive Temple of Diana
- Experience wine tasting at a local wine outlet in town, savoring Alentejo’s renowned wines and learning about the region’s winemaking traditions
- Indulge in Alentejo’s culinary delights, savoring regional dishes like migas and açorda, complemented by local wines
Day 8: Évora to Grândola
Today, our journey takes us from Evora to the outskirts of Grandola. The landscape evolves dramatically, transitioning from the rolling meadows of Alentejo to dense groves of tall cork trees along the N2 route. Our destination is a farm stay outside the town, offering a tranquil retreat in the Grândola mountains.
Grandola, nestled between the Alentejo plains and the Atlantic coast, offers a glimpse into Portugal’s rustic charm. Known for its tranquil ambience and lush countryside, it’s a haven for nature lovers and those seeking a peaceful retreat.
- Experience the changing scenery from rolling Alentejo meadows to dense forests of tall teak trees
- Enjoy a picturesque ride through the heart of rural Alentejo, passing vast farmlands dotted with quaint villages
- Stay at a rural yet luxurious farm stay nestled amidst the lush Alentejo countryside!
Day 9: Grândola to Vila Nova de Milfontes
Distance
72 kms
Elevation Gain
690 m
Night Stay
Vila Nova de Milfontes
Meals
Breakfast, Lunch, Dinner
Starting in the lush Grândola mountains, we journey through picturesque countryside. The scenery up to Cercal mostly features rolling fields. The buzzing intersection at Cercal is ideal for a coffee break as we prepare for the final stretch of the tour. After Cercal, we face a few short climbs on winding roads. The last 12 km to the coast is mostly downhill, leading us to a beachfront hotel perfect for exploring this charming coastal town.
Vila Nova de Milfontes is a charming coastal town in Portugal, located where the Mira River meets the Atlantic Ocean. It’s a hidden gem known for its stunning beaches, rugged cliffs, and charming historic centre, offering a perfect blend of natural beauty and Portuguese coastal charm.
- Enjoy a picturesque journey to Vila Nova de Milfontes, transitioning from lush countryside to the stunning Atlantic coast
- Relax at a beachfront hotel, offering views of the Atlantic Ocean and easy access to sandy shores
- Conclude the day with a celebratory dinner, savoring local cuisine and fresh seafood specialities in a charming coastal setting
Day 10: Departure to Lisbon
It is time to say Adeus. After an early breakfast, transport will be arranged from Vila Nova de Milfontes to Lisbon Airport or the city centre, depending on whether participants are staying in Lisbon or flying out the same day.
Day 1: Arrival and Transfer from Lisbon Airport/Lisbon Town
Castelo de Vide is a captivating medieval town in Alentejo, known for its narrow cobblestone streets, historic castle, and mountainous landscapes. Its well-preserved architecture and rich cultural heritage make it an ideal starting point for our cycling adventure.
Welcome to Portugal! We will pick you up from Lisbon Airport or your hotel in Lisbon and transfer you to Castelo de Vide. This charming medieval town, rich in history and scenic beauty, marks the starting point of our Portugal bike tour.
- Arrive at Lisbon, take the transfer to Castelo De Vide
- Meet and greet your fellow riders
- Short ride to test the bikes
Day 2: Loop Ride around Castelo de Vide
Distance
40 kms (or) 52 kms
Elevation Gain
604 m (or) 800 m
Night Stay
Casa Amarela
Meals
Breakfast, Lunch, Dinner
On the first day of our Portugal bike tour, you have two ride options, both scenic loops through the Alentejo countryside.
The terrain is mountainous and offers breathtaking views of the surrounding landscape. After your ride, take the opportunity to explore the charming town of Castelo de Vide on foot.
- Enjoy picturesque routes with two options —40 km or 52 km— through mountainous terrain offering stunning vistas
- Wander through Castelo Vide’s narrow cobblestone streets, visit its impressive medieval castle, and uncover the history of the Jewish Quarter
- Unwind in one of the charming cafes in the town square, ideal for savouring local delicacies and watching the world go by
Day 3: Castelo de Vide to Elvas
Embark on an unforgettable journey from Castelo de Vide to Elvas, starting early to explore Elvas Fort and Castle in the evening, a highlight of the day.
The first hour winds through scenic narrow country roads, crossing into Spain for a stretch of flat terrain. After 30 km in Spain, we re-enter Portugal, pausing for lunch at the historic Campo Major. The route continues through picturesque olive groves on our way to Elvas, our destination for the day.
Elvas, a UNESCO World Heritage site, is famed for its monumental fortifications and stunning aqueduct. With a rich military history and picturesque medieval streets, it offers a captivating glimpse into Portugal’s past.
- Beautiful landscapes, partly through Spain (about 30 km) and historical sites en route
- Cycle from Castelo de Vide to Elvas, crossing into Spain en route
- Enjoy breathtaking landscapes and the unique experience of riding through two countries in a single day
- Stop over at Campo Major for lunch, a town steeped in history and fortified charm
- Stay at a beautifully restored former convent located right inside the historic Elvas fort
Day 4: Elvas to Reguengos de Monsaraz
We start our day in Elvas, taking our time to explore the UNESCO World Heritage site known for its well-preserved military architecture, including the impressive Elvas Aqueduct. Once on the bike, enjoy cycling through the rolling hills and expansive plains of the Alentejo region, known for its vineyards, cork oak forests, and traditional agricultural landscapes.
Reguengos de Monsaraz, nestled in the heart of Alentejo, is renowned for its thriving wine culture. His is the place to experience the region’s winemaking heritage firsthand.
- Discover the historic Elvas Castle, a UNESCO World Heritage site. Explore its ancient walls and towers, offering panoramic views of the surrounding plains
- Ride past Vineyards and olive groves and through the picturesque Alentejo countryside
- Arrive in Reguengos de Monsaraz, a charming town known for its historic centre and friendly atmosphere
Day 5: Loop Ride around Reguengos de Monsaraz
Our itinerary for the day unfolds with a scenic 60 km loop through the captivating Alentejo countryside. Along the way, we take a break for a Portuguese espresso at a quaint local café, savoring the essence of local life. Continuing our journey, we ascend to Monsaraz Fort, a medieval stronghold perched majestically atop a hill, offering panoramic views of the surrounding plains and Alqueva Lake.
On our return to the hotel, we make a brief but enriching stop in Sao Pedro do Corval. This village is renowned for its long-standing tradition of pottery craftsmanship, where local artisans skillfully create distinctive Portuguese ceramics, reflecting the region’s cultural heritage and artistic flair. It’s a perfect opportunity to admire and perhaps acquire unique pieces that embody the essence of Alentejo craftsmanship.
- Enjoy a leisurely 60 km route through Alentejo’s picturesque landscapes of vineyards and rolling hills, perfect for a serene cycling experience
- Explore the narrow, cobblestone streets of Monsaraz village, steeped in centuries of history and traditional charm
- Discover the artistry of traditional Portuguese pottery in Sao Pedro do Corval’s workshops
- Sample Alentejo wines at a local winery, learning about winemaking and tasting distinctive varieties amid scenic vineyards
Day 6: Reguengos de Monsaraz to Évora
Today, we enjoy a short ride to Evora, where we’ll spend 2 nights exploring its historical allure. If you’d like to delve deeper into the region’s winemaking, there’s another innovative winery en route (and right out of the town of Reguengos and Monsaraz) that’s worth a visit! As we continue, the route meanders through the countryside adorned with picturesque blue and white Portuguese-style houses, reaching Evora by midday.
Evora, the capital of the Alentejo region, stands as a testament to over two millennia of history, dating back to Roman times. Visitors can wander its ancient streets, savoring the ambience of centuries past, and revel in its vibrant cultural scene, making Évora a truly unforgettable destination.
- Enjoy scenic Alentejo meadows, passing by charming whitewashed houses adorned in blue and white hues
- Optional wine tasting at a very unique local winery en route
- Stay at a hotel within the city’s historic walls, perfectly situated for exploring Évora – a UNESCO World Heritage site
Day 7: Rest Day in Évora
Enjoy a leisurely rest day in Evora, allowing ample time to explore its UNESCO-listed attractions on foot. Discover Roman ruins, medieval streets, and the iconic Temple of Diana, all within this historic city’s ancient walls.
- Wander through Evora’s ancient streets to discover Roman ruins, Gothic cathedrals, and the impressive Temple of Diana
- Experience wine tasting at a local wine outlet in town, savoring Alentejo’s renowned wines and learning about the region’s winemaking traditions
- Indulge in Alentejo’s culinary delights, savoring regional dishes like migas and açorda, complemented by local wines
Day 8: Évora to Grândola
Today, our journey takes us from Evora to the outskirts of Grandola. The landscape evolves dramatically, transitioning from the rolling meadows of Alentejo to dense groves of tall cork trees along the N2 route. Our destination is a farm stay outside the town, offering a tranquil retreat in the Grândola mountains.
Grandola, nestled between the Alentejo plains and the Atlantic coast, offers a glimpse into Portugal’s rustic charm. Known for its tranquil ambience and lush countryside, it’s a haven for nature lovers and those seeking a peaceful retreat.
- Experience the changing scenery from rolling Alentejo meadows to dense forests of tall teak trees
- Enjoy a picturesque ride through the heart of rural Alentejo, passing vast farmlands dotted with quaint villages
- Stay at a rural yet luxurious farm stay nestled amidst the lush Alentejo countryside!
Day 9: Grândola to Vila Nova de Milfontes
Distance
72 kms
Elevation Gain
690 m
Night Stay
Vila Nova de Milfontes
Meals
Breakfast, Lunch, Dinner
Starting in the lush Grândola mountains, we journey through picturesque countryside. The scenery up to Cercal mostly features rolling fields. The buzzing intersection at Cercal is ideal for a coffee break as we prepare for the final stretch of the tour. After Cercal, we face a few short climbs on winding roads. The last 12 km to the coast is mostly downhill, leading us to a beachfront hotel perfect for exploring this charming coastal town.
Vila Nova de Milfontes is a charming coastal town in Portugal, located where the Mira River meets the Atlantic Ocean. It’s a hidden gem known for its stunning beaches, rugged cliffs, and charming historic centre, offering a perfect blend of natural beauty and Portuguese coastal charm.
- Enjoy a picturesque journey to Vila Nova de Milfontes, transitioning from lush countryside to the stunning Atlantic coast
- Relax at a beachfront hotel, offering views of the Atlantic Ocean and easy access to sandy shores
- Conclude the day with a celebratory dinner, savoring local cuisine and fresh seafood specialities in a charming coastal setting
Day 10: Departure to Lisbon
It is time to say Adeus. After an early breakfast, transport will be arranged from Vila Nova de Milfontes to Lisbon Airport or the city centre, depending on whether participants are staying in Lisbon or flying out the same day.
Inclusions
✅ Accommodation for 9 nights with breakfast
✅ 7 lunches, 7 dinners (Lunches for all day except on the rest day at Evora, dinner for all evenings except the 2 evenings at Evora)
✅ One group transfers from the airport/hotel to the beginning of the tour and return
✅ Water, snacks and fruits during rides
✅ Guide on a bike accompanying the group
✅ 1 support vehicle which can carry luggage. The vehicle will also have the capacity to take in 8 bicycles and 8 riders
✅ Basic mechanical support
✅ Wine tasting at a local winery at Reguengos
✅ Wine tasting at a wineshop at Evora
✅ Entrance fee to Chapel of Bones, Evora
Exclusions
✖️ Alcoholic beverages unless mentioned
✖️ Flights and Visa
✖️ Entrance fees to sites not mentioned under ‘Inclusions’
✖️ Bike hire
✖️ Travel Insurance
Repairs & Safety
Basic spares and tools are carried by the guide and on the support vehicle, though we cannot guarantee having spares for every conceivable problem. Carrying a basic tool kit, a spare tube and a pump while riding is recommended.
Wearing a helmet is required on all our biking adventures and is non negotiable. If you do not wear a helmet you will not be allowed to cycle. Your tour leader is trained in first aid and emergency rescue, but to a large degree you must be responsible for your own safety while riding.
FAQs
Not quite. Riders should be comfortable with 60-80 km rides. If you’re not there yet, we’re happy to provide training tips to help you get ready.
There aren’t any big climbs, but the terrain is undulating with a few short, rolling climbs almost every day.
The roads are very good. Perfect for road bikes.
Certainly! You can absolutely ride at your own pace. Our groups often naturally split into smaller groups based on pace. Just remember, riding too fast means potentially missing out on the breathtaking scenery and cultural highlights along the route. This tour isn’t a race — it’s about enjoying the journey together.
The tour ends in Vila Nova de Milfontes. We will arrange transportation back to Lisbon from there.
Yes, absolutely no problem! We just need to know in advance to be able to accommodate your dietary preferences.
A mix of boutique hotels, 3-star and 4-star.
Highlights
- Ride through scenic country roads with vineyards, olive groves, and cork oaks.
- Detour into Spain on one of the days for the unique experience of cycling through two countries in one day!
- Wander through ancient cobblestone streets of beautifully preserved medieval forts on foot.
- Stay in majestic castles, ancient forts, charming farmhouses, and picturesque beach resorts.
- Stop by local wineries for wine tastings & experience the rich flavors and traditions of the region.
Tour Fee
₹ 2,80,000 (Twin Sharing)
₹ 3,28,000 (Single)
🗓️ 18th to 27th Oct 2024
(Guaranteed to depart)
Gallery
Ready to discover the enchanting castles and breathtaking coastlines of Portugal? Secure your spot now!
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