Set among the numerous medieval castles of Portugal's rural Alentejo, this cycling holiday blends picturesque landscapes with the World Heritage town of Évora and the famous vineyards and cellars of the region. Whitewashed rows of traditional houses punctuate vast meadows of cork and olive trees and ancient landscapes with stone circles. Visit marble, cheese making and ceramic enterpirses, enjoy lunch and tastings in local vineyards and witness how the tradition of 17th century handmade tapestries is still maintained.
With 2 night stays in three lovely hotels proudly serving excellent local cuisine and our easy tranfers to and from Lisbon, this is a magical and fascinating exploration of an unspoilt region. With manageable cycling distances on quiet roads, you will have plenty of time to enjoy it all!
Holiday details
Price
- Classic
-
from £1,610 – £2,010 per person
- Luxury
-
from £2,250 – £2,655 per person
Based on two people sharing a room. Price range due to seasonal variations
What’s included?
Transfer to/from Lisbon at start/end of tour. See what’s included as standard
Duration
7 nights
Start & Finish
Starts Mondays and Tuesdays from 1 February to 14th July and 1st September to 14th December. Circular from Lisbon.
Hotels
- Classic
-
3 handpicked 4* hotels with pools
- Luxury
-
3 unique 5* hotels with pools
Holiday type
Self-guided
This tour is priced without a guide and you are free to explore on your own. If you would like a guide for part or all of your trip, we are happy to provide a knowledgeable, local guide
Activity level
Not so gentle cycling. More info...
Electric bikes
Available
Mileage
2 days of cycling 23-28 miles (36-45 km) and 4 days of optional cycling
Terrain
Rolling
Traffic-free
10%
Options
- add nights in Lisbon
- add wine visit and tasting on Days 2,4 and 7 £35/person/visit
- add lunch at the winery Day 2
- add pottery experience Day 5
- add 1.5 hour Guided walking tour of Evora on Day 1 or 2
Itinerary day-by-day
Classic
-
1. Day one
Transfer from Lisbon to Evora
We meet you in Lisbon for a transfer of 1.5 hours to Evora. Settle into your hotel located in the heart of the UNESCO World Heritage Centre of Evora where you stay 3 nights. Enjoy exploring the city, visiting the Roman temple, one of the largest and best preserved in the Iberian Peninsula and the Roman baths. Don't miss the Évora Museum and the old university, founded in the 16th century and one of the reasons for Évora's young and relaxed spirit. Wander the medieval streets inside the ancient walls and take a stroll through the romantic garden where D. Manuel's palace is located. In the afternoon your Host will meet you, brief you on your trip and fit you to your bikes.
-
2. Day two
Arraiolos or Igrejinha to Évora
You are off! Start the day with a transfer after breakfast to Igrejinha or Arraiolos (for the shorter distance), known for its national monument - the castle of Arraiolos, unique for its circular design, and famous for its ancient tradition of tapestry with floral motifs, left by the Moors in the 12th century. Along the way you pass the typical village of Nossa Senhora do Divor and the medieval marbled church. Follow an Ecotrail, the old railway line now converted for traffic-free cycling connecting Arraiolos to Évora, through farmland and take the opportunity to visit the winery at Fita Preta or Cartuxa. Arriving back in Évora, the Aqueduct shows off its impressive construction. Commissioned by King João III in 1532, it was completed in just five years and stretched 11 miles from Graça do Divor, where it supplied water. You should have time to explore Evora further on your return and if you wish, book a Guided Walking Cultural Tour in Évora.
Optional 16 or 22 miles (25 or 35 km) 593' or 1023' of ascent
-
3. Day three
Circular ride from Evora
Leave Evora along its narrow streets, a reminder of the city's 2,000 year of history dating back to the Moorish presence. Your route takes you west of the city through the most diverse and monumental megalithic landscape in the Iberian Peninsula. Such a variety and diversity are related to the area's privileged location in terms of natural traveling routes. Along the way you’ll be passing by the Almendres Cromlech, one of the most significant megalithic monuments in Europe.
Optional 26 miles (42 km) 1500' of ascent
-
4. Day four
Evora to Monsaraz environs
Today enjoy a transfer to Vendinha wtere your cycling begins, heading to Reguengos de Monsaraz, a small town located next to the Alqueva dam, famous for its wines, favoured as they are by the local climate and distinctive soil characteristics. On a cycling day where vineyards are a constant reminder of the richness of this region, you’ll pass through Montoito - a traditional village with 2 churches, as old as they come. Stop for a tasting at the de Sousa winery and choose a nice refreshment stop enroute. Your overnight stay for the next 2 nights is in a small hamlet in the region surrounding Monsaraz.
23 miles (36 km) 900' of ascent
-
5. Day five
Circular ride via Monsaraz
This is a region of ancient human occupation, and on today's route you can see several relics that reveal the existence of different cultures from other times, such as the Cromeleque de Xarez or the Lover’s Rock. This region was inhabited by Romans, Visigoths and Moors, and was finally conquered by the first Portuguese king in 1167. During your ride, you'll be heading to the medieval village of Monsaraz, considered a National Monument and the balcony of the great lake, with its impressive views over the Alqueva Dam and the Spanish border. It’s mandatory to stop at São Pedro do Corval – known as the Pottery centre in Portugal, with about 35 pottery factories. Enjoy a pottery experience here if you choose.
Optional 20 miles (32 km) 850' of ascent
-
6. Day six
Monsaraz to Vila Vicosa
As you leave the Monsaraz area heading north you’ll find the villages of Terena and Alandroal. The castle of Terena, as well as the castles of Alandroal, Juromenha, Mourão and Monsaraz, were all an integral part of the Portuguese defensive line along the Guadiana to maintain the borders with Spain. Cycling the backroads that wind through the cork and olive trees farms, you reach Alandroal. Visit the castle there and delight in the local gastronomy in one of the local restaurants in the village before you reach Vila Viçosa, known as the Princess of Alentejo. With a rich heritage created by Man throughout the centuries, Vila Viçosa is full of history. However, nature was and still is the provider of the raw material with which multiple decorative pieces made of rock are created. The highlight goes to marble, a fundamental part of the economy of the whole territory.
28 miles (45 km) 2000' of ascent
-
7. Day seven
Circular ride from Vila Vicosa
Along this circular route you will pass through Borba where you can see Borba Castle and from its walls the entire vista towards Spain. On the way, you'll be surprised by the majestic Serra D'ossa mountain range, which rises above the Alentejo landscape. Before reaching Rio de Moinhos, you can enjoy a wine experience at Quinta do Zambujeiro. This area is characterised by cork, oak and eucalyptus forests and extensive livestock farming providing the raw material for the important dairy industry in the parish of Rio de Moinhos. The annual Borba Cheese Fair held at Easter, has been an important event in the calendar for decades now, highlighting the excellence of this regional product.
Optional 18 miles (28 km) and 845' of ascent
-
8. Day eight
Transfer to Lisbon
We transfer you after breakfast to Lisbon for your onward journey.
Luxury
-
1. Day one
Transfer from Lisbon to Evora
We meet you in Lisbon for a transfer of 1.5 hours to Evora. Settle into your hotel located in the heart of the UNESCO World Heritage Centre of Evora where you stay 3 nights. Enjoy exploring the city, visiting the Roman temple, one of the largest and best preserved in the Iberian Peninsula and the Roman baths. Don't miss the Évora Museum and the old university, founded in the 16th century and one of the reasons for Évora's young and relaxed spirit. Wander the medieval streets inside the ancient walls and take a stroll through the romantic garden where D. Manuel's palace is located. In the afternoon your Host will meet you, brief you on your trip and fit you to your bikes.
-
2. Day two
Arraiolos or Igrejinha to Évora
You are off! Start the day with a transfer after breakfast to Igrejinha or Arraiolos (for the shorter distance), known for its national monument - the castle of Arraiolos, unique for its circular design, and famous for its ancient tradition of tapestry with floral motifs, left by the Moors in the 12th century. Along the way you pass the typical village of Nossa Senhora do Divor and the medieval marbled church. Follow an Ecotrail, the old railway line now converted for traffic-free cycling connecting Arraiolos to Évora, through farmland and take the opportunity to visit the winery at Fita Preta or Cartuxa. Arriving back in Évora, the Aqueduct shows off its impressive construction. Commissioned by King João III in 1532, it was completed in just five years and stretched 11 miles from Graça do Divor, where it supplied water. You should have time to explore Evora further on your return and if you wish, book a Guided Walking Cultural Tour in Évora.
Optional 16 or 22 miles (25 or 35 km) 593' or 1023' of ascent
-
3. Day three
Circular ride from Evora
Leave Evora along its narrow streets, a reminder of the city's 2,000 year of history dating back to the Moorish presence. Your route takes you west of the city through the most diverse and monumental megalithic landscape in the Iberian Peninsula. Such a variety and diversity are related to the area's privileged location in terms of natural traveling routes. Along the way you’ll be passing by the Almendres Cromlech, one of the most significant megalithic monuments in Europe.
Optional 26 miles (42 km) 1500' of ascent
-
4. Day four
Evora to Monsaraz environs
Today enjoy a transfer to Vendinha wtere your cycling begins, heading to Reguengos de Monsaraz, a small town located next to the Alqueva dam, famous for its wines, favoured as they are by the local climate and distinctive soil characteristics. On a cycling day where vineyards are a constant reminder of the richness of this region, you’ll pass through Montoito - a traditional village with 2 churches, as old as they come. Stop for a tasting at the de Sousa winery and choose a nice refreshment stop enroute. Your overnight stay for the next 2 nights is in the region surrounding Monsaraz on the wonderful, privately owned Barrocal Estate, which has at its heart an ancient small farming village, now carefully brought back to life as a remarkable hotel of understated luxury. Spend extra nights here as it is very special.
23 miles (36 km) 900' of ascent
-
5. Day five
Circular ride via Monsaraz
This is a region of ancient human occupation, and on today's route you can see several relics that reveal the existence of different cultures from other times, such as the Cromeleque de Xarez or the Lover’s Rock. This region was inhabited by Romans, Visigoths and Moors, and was finally conquered by the first Portuguese king in 1167. During your ride, you'll be heading to the medieval village of Monsaraz, considered a National Monument and the balcony of the great lake, with its impressive views over the Alqueva Dam and the Spanish border. It’s mandatory to stop at São Pedro do Corval – known as the Pottery centre in Portugal, with about 35 pottery factories. Enjoy a pottery experience here if you choose.
Optional 20 miles (32 km) 850' of ascent
-
6. Day six
Monsaraz to Vila Vicosa
As you leave the Monsaraz area heading north you’ll find the villages of Terena and Alandroal. The castle of Terena, as well as the castles of Alandroal, Juromenha, Mourão and Monsaraz, were all an integral part of the Portuguese defensive line along the Guadiana to maintain the borders with Spain. Cycling the backroads that wind through the cork and olive trees farms, you reach Alandroal. Visit the castle there and delight in the local gastronomy in one of the local restaurants in the village before you reach Vila Viçosa, known as the Princess of Alentejo. With a rich heritage created by Man throughout the centuries, Vila Viçosa is full of history. However, nature was and still is the provider of the raw material with which multiple decorative pieces made of rock are created. The highlight goes to marble, a fundamental part of the economy of the whole territory.
28 miles (45 km) 2000' of ascent
-
7. Day seven
Circular ride from Vila Vicosa
Along this circular route you will pass through Borba where you can see Borba Castle and from its walls the entire vista towards Spain. On the way, you'll be surprised by the majestic Serra D'ossa mountain range, which rises above the Alentejo landscape. Before reaching Rio de Moinhos, you can enjoy a wine experience at Quinta do Zambujeiro. This area is characterised by cork, oak and eucalyptus forests and extensive livestock farming providing the raw material for the important dairy industry in the parish of Rio de Moinhos. The annual Borba Cheese Fair held at Easter, has been an important event in the calendar for decades now, highlighting the excellence of this regional product.
Optional 18 miles (28 km) and 845' of ascent
-
8. Day eight
Transfer to Lisbon
We transfer you after breakfast to Lisbon for your onward journey.