What you get on this adventure: An experienced, local cycling guide with extensive knowledge of the area 4 to 8-day Alentejo cycling, exploration and food tasting holiday (first and last day are meant for arrival/departure, the rest for cycling) Accommodation in double rooms in a farmhouse Welcome snack — regional wine, cheese and olive oil Breakfast and lunch each day 3 dinners (drinks not included) Up to 5 transfers Up to 2 wine tastings Water and fruit Portugal Best Cycling jersey Route informations and 24/7 phone support Bicycle, helmet, back rack and pannier or similar Basic tools Transfer from Évora bus station and drop off on last day First aid support Taxes Depending on the chosen itinerary: A guide for Monsaraz to Estremoz portion 1 cheese and liqueur tasting Entrance fee at Bones chapel, in Évora Entrance fee at Évora’s cathedral Entrance fee at Villa Viçosa’s Ducal Palace What’s not included: Transportation to and from the meeting point Accommodations before and after the tour Meals not indicated in the itinerary Drinks during dinners Single supplement Guide gratuities — optional Travel and medical insurance — optional Possible add-ons: E-bike upgrade GPS rental Cooking classes Extra jerseys or bib-shorts

How fit do I need to be?

The best thing about cycling in Alentejo, Portugal is that there are incredible options for all skill levels. Each day brings new possibilities and most of them are beginner to intermediate in terms of fitness. You will stay on the road and cycle 127 to 293 km (79 to 183 miles) over 3 to 7 days. All itineraries are flexible — you can combine the days in different order or even do a kayak or a walking tour instead of cycling on one of the days. Almost everything is adjustable to your preferences. Let us know which routes seem the best for you in advance and we will make all the necessary arrangements.

What do I need to bring?

Here’s a list of the equipment you need to bring: Luggage you’ll leave at the farmhouse with everything you might need Day pack large enough to carry all the items listed (around a 25-40L bag) Water bottle or hydration bladder (2L capacity) Lightweight shoes for cycling Comfortable cycling clothes Spare clothes for layering Waterproof rain jacket Casual clothing for evenings Sunhat Gloves Toiletries (sunscreen, hand sanitizer, bug spray, toilet paper, etc.) Headlamp or flashlight Sunglasses Camera — optional (but recommended) Dress comfortably and for the weather in clothes you can move in. We suggest bringing clothing appropriate for the season. Layers are best and don’t wear jeans.

Group sizes and age requirements

Group sizes and pricing The usual client-to-guide ratio is 12:1. It takes a minimum of 2 people for this tour to operate. There can be up to 12 adults and 6 children in one group. Please note that is is possible the price of the tour goes up a bit (due to accommodation availability). While this is very rare, it’s more likely to occur with last-minute bookings, as your guides need to find alternative accommodations. Min. age requirements If you are older than 18, you’re good to go. Minors younger than 18 may be permitted to join the tour on a case-by-case basis, but must be in the presence of a parent or legal guardian. If your group has cyclers under the age of 18, contact us prior to booking to make arrangements.

Getting there and meeting location

To get to Alentejo, most people fly into Lisbon Airport, about 2 hours away by car. Your guides can pick you up from the airport and transfer you to your accommodation in Évora. You can also rent a car or take a bus from any larger airports in Portugal.

Safety measures and insurance

We highly recommend that you cover all your bases with both medical and travel protection . To make your booking and traveling experience as carefree as possible , simply choose Redpoint—the official 57hours insurance partner ! Redpoint tailors their protection packages for adventure travel, offering a comprehensive travel program, even in remote locations. Trip cancellation, natural disasters, pandemic coverage, medical evacuation, primary medical expenses—regardless of the travel interruption that may happen, Redpoint will have you covered. Once your booking is confirmed and your trip is paid in full, you will be offered to purchase Redpoint’s protection. If you need any help or require more information, let us know and we will be happy to help!

ALENTEJO | PORTUGAL

Alentejo Cycling Holidays: Discover Portugal on Bikes

5.00

View from the cathedral over the city of Evora, Alentejo, Portugal

traditional portuguese terracotta soup bowls

Main square in city center of historic Vila Vicosa, Alentejo, Portugal

From $820 ()

Duration

4-8 days

Season

March through June, September through October

Accommodation

Monte Do Serrado De Baixo Farmhouse

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Intro
Itinerary
Brochure
Farmhouse
Reviews
Things to know

Ready for the adventure of a lifetime? Join this Alentejo cycling holiday and dive into flexible cycling tours with routes tailored just for you. From our charming country house as your base, pedal through breathtaking countryside, visit wineries, and indulge in fantastic local gastronomy. Explore UNESCO Heritage Sites, megalithic monuments, and marble palaces. Wander through medieval villages and historical centers, where cobblestone streets and ancient architecture take you back in time. With amazing weather and no daily packing, this trip is pure fun and discovery. Let’s hit the road!

Adventure highlights

Flexible cycling tours for everyone

Choose between a number of amazing routes and create your own dream cycling holiday!
Alentejo wine and fantastic gastronomy

Visit enchanting wineries in old castles and indulge in delicious local cuisine
Medieval villages and historical centers

Let cobblestone streets, ancient architecture, and rich history transport you back in time

Available itineraries

Download itineraries

Cycling in Paradise: 4-Day Cycling Holiday

You’ve got to check out this 4-day Alentejo Cycling Holiday! Picture yourself biking through Portugal’s stunning countryside, surrounded by vineyards, old villages, and endless olive groves. We’ll have awesome gourmet picnics, stay in cozy boutique hotels, and explore ancient castles and wineries. It’s perfect whether you’re looking for a serious ride or just some outdoor fun. This trip is all about adventure, discovery, and having a blast. You in? Let’s do this!

Once you arrive in Lisbon, your guides will pick you up from the airport and take you to your accommodation in the lovely town of Évora. Settle in, walk through the garden and pet various farm animals. In the evening, soak in the beauty of the ranch and enjoy the Portuguese sunset from the back yard.
Two days of cycling lie in front of you. Mix and match any of the following routes as you wish! The tour includes 2 wine tours of your choice, and every extra you pay yourself, so choose wisely if you are a wine lover.

On Day 4, check out of your accommodation and the adventure officially comes to an end!
You can combine 2 of the tours listed below. If you need any help, let us know which days and routes sound most interesting to you and we will tailor the final itinerary to your preferences!

This 4-day tour includes 1 dinner and 2 transfers.
Head out for a day of cycling from our guesthouse to Arraiolos and back. This eco-trail is actually a bike lane built on an old railway, crossing small farms and leading us to Graça do Divor, a very well preserved white-and-blue village. This is a good place to stop for a drink and try the delicious meat pies of Mrs. Ilda! From here, this bike tour heads to Arraiolos village and its rich historical center. Here you can visit the fantastic carpet museum where you can learn about the history of this almost millennium-old tradition, and try the delicious Pastéis de Toucinho, a local pastry. Climb up to the castle and capture the unforgettable views. After this, it’s time for a visit to a winery with a fantastic private carriage collection. On the way back you still have time to visit the Fita Preta winery, located in a medieval property with a 14th century’s palace. Alternatively, visit an aromatic herbs farm where you can taste delicious teas, honey and olive oil. In the late afternoon, relax in your country house and prepare for a new day of adventure!

Distance: 26 km/16 mi with all visits described
Driving: Transfer from winery back to the hotel
Difficulty: Easy with transfers, intermediate without transfers
Terrain: Gentle rolling roads, 15 km/9.3 mi on dirt roads

Possible add-ons:
Wine tasting and carriage collection: 18 € per person
Transfers: 35 € per person (at least 2 transfers included)
The bike tour leaves the farm in the direction of Igrejinha, a very white village where all houses have stripes in different colors. There is a very beautiful winery and an old olive mill you can visit on your own. Continue cycling and discover all about the Prickly Pear Plantation from Susana or José, owners of the beautiful project. Tasty the prickly pear juice or the tea made with this flower. From here, we’ll cycle to the cork factory and after a short visit, continue to S. Miguel de Machede, another small countryside village. Here there is another nice winery you can visit, ending your day with a glass or two!

Distance: 42 km/26.1 mi with transfers, 74 km/46 mi without transfers
Difficulty: Easy with transfers, intermediate without transfers
Terrain: Mostly flat, partially on main road if you cycle back

Possible add-ons:
Wine tasting: 15€ per person
Prickly Pear Farm Tasting: from 12€ per person
Transfer from S. Miguel de Machede: 35€ per person (at least 2 transfers included)
In the morning, we cycle to Évora and unravel the amazing history of this old beautiful city, classified as a UNESCO World Heritage Site. We propose a visit to the surreal Bone Chapel and to the impressive cathedral from the 13th century. Finish with a wine tasting in the Évora Wine Tour Shop. During the ride, enjoy the shade under beautiful holm oak forests and sunny vast meadows. Cycle to Zambujeiros’ Dolmen and Almendres’ Cromlech – the biggest and oldest megalithic monuments in Europe with beautiful views over Évora, the Almendres Menhir and Mitras’ Church.

Distance: 35 km/21.8 mi with transfer from the wine shop, 45 km/28 mi with transfer back from the roman ruins, 70 km/43.5 mi without transfers
Difficulty: intermediate
Terrain: Mostly gentle rolling dirt roads; climb to the Cromlech is a dirt track (no alternative, continuous climbing for 4 kms/2.5 mi)

Possible add-ons:
Wine tasting in Évora: 5 € per person
Transfer from Guadalupe: 35 € per person (at least 2 transfers included)
Leaving Évora, a more barren landscape will keep us company. Today’s tour takes us between olive groves to reach the small and traditional village of Nossa Senhora de Machede. After a pause for a cold drink or coffee, we’ll visit the mysterious castle of Valongo, providing shade and unveiling its Roman past. From here, we invite you to discover the countryside at its best, following a dirt road until the gorgeous Moinho do Alcaide (a water mill) and following along the riverside, passing several more mills until we reach the main road. We can visit another winery at the end of the tour.

Distance: 60 km/37.3 mi with transfer from the wine shop, 40 km/25 mi with transfer from Castelo de Valongo, 50 kms/31 mi with transfer from the end of the route
Difficulty: Intermediate
Terrain: Gentle rolling roads; the last 6 km on dirt roads; possible to have an earlier transfer if you don’t want to do the dirt roads

Possible add-ons:
Wine tour: 11 € per person
Transfer from Valongo Castle*: 35 € per person (at least 2 transfers included)

*Dangerous to cycle back unless you cycle back the same way. Alternative road has too much traffic.
This is an easier cycling day, perfect to end with a cooking class! Cycle from the farm to a cheese factory where you can go on a tasting tour. This factory is very different from the one you may have visited on Route 1. Cycle to the gorgeous city of Évora where you may spend the day cycling and visiting several monuments suggested by your guides. The city is classified by UNESCO as a World Heritage Site and there is plenty to do and see. Try some of the great wines at Ervideira Wine Shop and after lunch, we suggest you climb to Alto de São Bento, a favorite place for locals to watch the sun set.

Distance: 20km/12.5 mi to 35 km/21.8 mi
Difficulty: Easy except for the climb to Alto the São Bento (possible to opt out)
Terrain: Mostly flat and a mix of dirt track and asphalt

Possible add-ons:
Cooking class: Price upon request

Cycling in Paradise: 5-Day Cycling Holiday

You’ve got to check out this 5-day Alentejo Cycling Holiday! Picture yourself biking through Portugal’s stunning countryside, surrounded by vineyards, old villages, and endless olive groves. We’ll have awesome gourmet picnics, stay in cozy boutique hotels, and explore ancient castles and wineries. It’s perfect whether you’re looking for a serious ride or just some outdoor fun. This trip is all about adventure, discovery, and having a blast. You in? Let’s do this!

Once you arrive in Lisbon, your guides will pick you up from the airport and take you to your accommodation in the lovely town of Évora. Settle in, walk through the garden and pet various farm animals. In the evening, soak in the beauty of the ranch and enjoy the Portuguese sunset from the back yard.
Three days of cycling lie in front of you. Mix and match any of the following routes as you wish! The tour includes 2 wine tours of your choice, and every extra you pay yourself, so choose wisely if you are a wine lover.

On Day 5, check out of your accommodation and the adventure officially comes to an end!
You can combine 3 of the tours listed below. If you need any help, let us know which days and routes sound most interesting to you and we will tailor the final itinerary to your preferences!

This 5-day tour includes 2 dinners and 3 transfers.
Head out for a day of cycling from our guesthouse to Arraiolos and back. This eco-trail is actually a bike lane built on an old railway, crossing small farms and leading us to Graça do Divor, a very well preserved white-and-blue village. This is a good place to stop for a drink and try the delicious meat pies of Mrs. Ilda! From here, this bike tour heads to Arraiolos village and its rich historical center. Here you can visit the fantastic carpet museum where you can learn about the history of this almost millennium-old tradition, and try the delicious Pastéis de Toucinho, a local pastry. Climb up to the castle and capture the unforgettable views. After this, it’s time for a visit to a winery with a fantastic private carriage collection. On the way back you still have time to visit the Fita Preta winery, located in a medieval property with a 14th century’s palace. Alternatively, visit an aromatic herbs farm where you can taste delicious teas, honey and olive oil. In the late afternoon, relax in your country house and prepare for a new day of adventure!

Distance: 26 km/16 mi with all visits described
Driving: Transfer from winery back to the hotel
Difficulty: Easy with transfers, intermediate without transfers
Terrain: Gentle rolling roads, 15 km/9.3 mi on dirt roads

Possible add-ons:
Wine tasting and carriage collection: 18 € per person
Transfers: 35 € per person (at least 2 transfers included)
The bike tour leaves the farm in the direction of Igrejinha, a very white village where all houses have stripes in different colors. There is a very beautiful winery and an old olive mill you can visit on your own. Continue cycling and discover all about the Prickly Pear Plantation from Susana or José, owners of the beautiful project. Tasty the prickly pear juice or the tea made with this flower. From here, we’ll cycle to the cork factory and after a short visit, continue to S. Miguel de Machede, another small countryside village. Here there is another nice winery you can visit, ending your day with a glass or two!

Distance: 42 km/26.1 mi with transfers, 74 km/46 mi without transfers
Difficulty: Easy with transfers, intermediate without transfers
Terrain: Mostly flat, partially on main road if you cycle back

Possible add-ons:
Wine tasting: 15€ per person
Prickly Pear Farm Tasting: from 12€ per person
Transfer from S. Miguel de Machede: 35€ per person (at least 2 transfers included)
In the morning, we cycle to Évora and unravel the amazing history of this old beautiful city, classified as a UNESCO World Heritage Site. We propose a visit to the surreal Bone Chapel and to the impressive cathedral from the 13th century. Finish with a wine tasting in the Évora Wine Tour Shop. During the ride, enjoy the shade under beautiful holm oak forests and sunny vast meadows. Cycle to Zambujeiros’ Dolmen and Almendres’ Cromlech – the biggest and oldest megalithic monuments in Europe with beautiful views over Évora, the Almendres Menhir and Mitras’ Church.

Distance: 35 km/21.8 mi with transfer from the wine shop, 45 km/28 mi with transfer back from the roman ruins, 70 km/43.5 mi without transfers
Difficulty: intermediate
Terrain: Mostly gentle rolling dirt roads; climb to the Cromlech is a dirt track (no alternative, continuous climbing for 4 kms/2.5 mi)

Possible add-ons:
Wine tasting in Évora: 5 € per person
Transfer from Guadalupe: 35 € per person (at least 2 transfers included)
Leaving Évora, a more barren landscape will keep us company. Today’s tour takes us between olive groves to reach the small and traditional village of Nossa Senhora de Machede. After a pause for a cold drink or coffee, we’ll visit the mysterious castle of Valongo, providing shade and unveiling its Roman past. From here, we invite you to discover the countryside at its best, following a dirt road until the gorgeous Moinho do Alcaide (a water mill) and following along the riverside, passing several more mills until we reach the main road. We can visit another winery at the end of the tour.

Distance: 60 km/37.3 mi with transfer from the wine shop, 40 km/25 mi with transfer from Castelo de Valongo, 50 kms/31 mi with transfer from the end of the route
Difficulty: Intermediate
Terrain: Gentle rolling roads; the last 6 km/3.7 mi on dirt roads; possible to have an earlier transfer if you don’t want to do the dirt roads

Possible add-ons:
Wine tour: 11 € per person
Transfer from Valongo Castle*: 35 € per person (at least 2 transfers included)

*Dangerous to cycle back unless you cycle back the same way. Alternative road has too much traffic.
This is an easier cycling day, perfect to end with a cooking class! Cycle from the farm to a cheese factory where you can go on a tasting tour. This factory is very different from the one you may have visited on Route 1. Cycle to the gorgeous city of Évora where you may spend the day cycling and visiting several monuments suggested by your guides. The city is classified by UNESCO as a World Heritage Site and there is plenty to do and see. Try some of the great wines at Ervideira Wine Shop and after lunch, we suggest you climb to Alto de São Bento, a favorite place for locals to watch the sun set.

Distance: 20 km/12.5 mi to 35 km/21.8 mi
Difficulty: Easy except for the climb to Alto the São Bento (possible to opt out)
Terrain: Mostly flat and a mix of dirt track and asphalt

Possible add-ons:
Cooking class: Price upon request

Cycling in Paradise: 6-Day Cycling Holiday

You’ve got to check out this 6-day Alentejo Cycling Holiday! Picture yourself biking through Portugal’s stunning countryside, surrounded by vineyards, old villages, and endless olive groves. We’ll have awesome gourmet picnics, stay in cozy boutique hotels, and explore ancient castles and wineries. It’s perfect whether you’re looking for a serious ride or just some outdoor fun. This trip is all about adventure, discovery, and having a blast. You in? Let’s do this!

Once you arrive in Lisbon, your guides will pick you up from the airport and take you to your accommodation in the lovely town of Évora. Settle in, walk through the garden and pet various farm animals. In the evening, soak in the beauty of the ranch and enjoy the Portuguese sunset from the back yard.
Four days of cycling lie in front of you. Mix and match any of the following routes as you wish! The tour includes 2 wine tours of your choice, and every extra you pay yourself, so choose wisely if you are a wine lover.

On Day 6, check out of your accommodation and the adventure officially comes to an end!
You can combine 4 of the tours listed below. If you need any help, let us know which days and routes sound most interesting to you and we will tailor the final itinerary to your preferences!

This 6-day tour includes 3 dinners and 4 transfers.
Head out for a day of cycling from our guesthouse to Arraiolos and back. This eco-trail is actually a bike lane built on an old railway, crossing small farms and leading us to Graça do Divor, a very well preserved white-and-blue village. This is a good place to stop for a drink and try the delicious meat pies of Mrs. Ilda! From here, this bike tour heads to Arraiolos village and its rich historical center. Here you can visit the fantastic carpet museum where you can learn about the history of this almost millennium-old tradition, and try the delicious Pastéis de Toucinho, a local pastry. Climb up to the castle and capture the unforgettable views. After this, it’s time for a visit to a winery with a fantastic private carriage collection. On the way back you still have time to visit the Fita Preta winery, located in a medieval property with a 14th century’s palace. Alternatively, visit an aromatic herbs farm where you can taste delicious teas, honey and olive oil. In the late afternoon, relax in your country house and prepare for a new day of adventure!

Distance: 26 km/16 mi with all visits described
Driving: Transfer from winery back to the hotel
Difficulty: Easy with transfers, intermediate without transfers
Terrain: Gentle rolling roads, 15 km/9.3 mi on dirt roads

Possible add-ons:
Wine tasting and carriage collection: 18 € per person
Transfers: 35 € per person (at least 2 transfers included)
The bike tour leaves the farm in the direction of Igrejinha, a very white village where all houses have stripes in different colors. There is a very beautiful winery and an old olive mill you can visit on your own. Continue cycling and discover all about the Prickly Pear Plantation from Susana or José, owners of the beautiful project. Tasty the prickly pear juice or the tea made with this flower. From here, we’ll cycle to the cork factory and after a short visit, continue to S. Miguel de Machede, another small countryside village. Here there is another nice winery you can visit, ending your day with a glass or two!

Distance: 42 km/26.1 mi with transfers, 74 km/46 mi without transfers
Difficulty: Easy with transfers, intermediate without transfers
Terrain: Mostly flat, partially on main road if you cycle back

Possible add-ons:
Wine tasting: 15€ per person
Prickly Pear Farm Tasting: from 12€ per person
Transfer from S. Miguel de Machede: 35€ per person (at least 2 transfers included)
In the morning, we cycle to Évora and unravel the amazing history of this old beautiful city, classified as a UNESCO World Heritage Site. We propose a visit to the surreal Bone Chapel and to the impressive cathedral from the 13th century. Finish with a wine tasting in the Évora Wine Tour Shop. During the ride, enjoy the shade under beautiful holm oak forests and sunny vast meadows. Cycle to Zambujeiros’ Dolmen and Almendres’ Cromlech – the biggest and oldest megalithic monuments in Europe with beautiful views over Évora, the Almendres Menhir and Mitras’ Church.

Distance: 35 km/21.8 mi with transfer from the wine shop, 45 km/28 mi with transfer back from the roman ruins, 70 km/43.5 mi without transfers
Difficulty: intermediate
Terrain: Mostly gentle rolling dirt roads; climb to the Cromlech is a dirt track (no alternative, continuous climbing for 4 kms/2.5 mi)

Possible add-ons:
Wine tasting in Évora: 5 € per person
Transfer from Guadalupe: 35 € per person (at least 2 transfers included)
Leaving Évora, a more barren landscape will keep us company. Today’s tour takes us between olive groves to reach the small and traditional village of Nossa Senhora de Machede. After a pause for a cold drink or coffee, we’ll visit the mysterious castle of Valongo, providing shade and unveiling its Roman past. From here, we invite you to discover the countryside at its best, following a dirt road until the gorgeous Moinho do Alcaide (a water mill) and following along the riverside, passing several more mills until we reach the main road. We can visit another winery at the end of the tour.

Distance: 60 km/37.3 mi with transfer from the wine shop, 40 km/25 mi with transfer from Castelo de Valongo, 50 kms/31 mi with transfer from the end of the route
Difficulty: Intermediate
Terrain: Gentle rolling roads; the last 6 km/3.7 mi on dirt roads; possible to have an earlier transfer if you don’t want to do the dirt roads

Possible add-ons:
Wine tour: 11 € per person
Transfer from Valongo Castle*: 35 € per person (at least 2 transfers included)

*Dangerous to cycle back unless you cycle back the same way. Alternative road has too much traffic.
This is an easier cycling day, perfect to end with a cooking class! Cycle from the farm to a cheese factory where you can go on a tasting tour. This factory is very different from the one you may have visited on Route 1. Cycle to the gorgeous city of Évora where you may spend the day cycling and visiting several monuments suggested by your guides. The city is classified by UNESCO as a World Heritage Site and there is plenty to do and see. Try some of the great wines at Ervideira Wine Shop and after lunch, we suggest you climb to Alto de São Bento, a favorite place for locals to watch the sun set.

Distance: 20 km/12.5 mi to 35 km/21.8 mi
Difficulty: Easy except for the climb to Alto the São Bento (possible to opt out)
Terrain: Mostly flat and a mix of dirt track and asphalt

Possible add-ons:
Cooking class: Price upon request

Cycling in Paradise: 7-Day Cycling Holiday

You’ve got to check out this 7-day Alentejo Cycling Holiday! Picture yourself biking through Portugal’s stunning countryside, surrounded by vineyards, old villages, and endless olive groves. We’ll have awesome gourmet picnics, stay in cozy boutique hotels, and explore ancient castles and wineries. It’s perfect whether you’re looking for a serious ride or just some outdoor fun. This trip is all about adventure, discovery, and having a blast. You in? Let’s do this!

Once you arrive in Lisbon, your guides will pick you up from the airport and take you to your accommodation in the lovely town of Évora. Settle in, walk through the garden and pet various farm animals. In the evening, soak in the beauty of the ranch and enjoy the Portuguese sunset from the back yard.
Five days of cycling lie in front of you. Mix and match any of the following routes as you wish! The tour includes 2 wine tours of your choice, and every extra you pay yourself, so choose wisely if you are a wine lover.

On Day 7, check out of your accommodation and the adventure officially comes to an end!
You can combine 5 of the tours listed below. If you need any help, let us know which days and routes sound most interesting to you and we will tailor the final itinerary to your preferences!

This 7-day tour includes 3 dinners and 5 transfers (one of them can be for Route 6 or 7).
Head out for a day of cycling from our guesthouse to Arraiolos and back. This eco-trail is actually a bike lane built on an old railway, crossing small farms and leading us to Graça do Divor, a very well preserved white-and-blue village. This is a good place to stop for a drink and try the delicious meat pies of Mrs. Ilda! From here, this bike tour heads to Arraiolos village and its rich historical center. Here you can visit the fantastic carpet museum where you can learn about the history of this almost millennium-old tradition, and try the delicious Pastéis de Toucinho, a local pastry. Climb up to the castle and capture the unforgettable views. After this, it’s time for a visit to a winery with a fantastic private carriage collection. On the way back you still have time to visit the Fita Preta winery, located in a medieval property with a 14th century’s palace. Alternatively, visit an aromatic herbs farm where you can taste delicious teas, honey and olive oil. In the late afternoon, relax in your country house and prepare for a new day of adventure!

Distance: 26 km/16 mi with all visits described
Driving: Transfer from winery back to the hotel
Difficulty: Easy with transfers, intermediate without transfers
Terrain: Gentle rolling roads, 15 km/9.3 mi on dirt roads

Possible add-ons:
Wine tasting and carriage collection: 18 € per person
Transfers: 35 € per person (at least 2 transfers included)
The bike tour leaves the farm in the direction of Igrejinha, a very white village where all houses have stripes in different colors. There is a very beautiful winery and an old olive mill you can visit on your own. Continue cycling and discover all about the Prickly Pear Plantation from Susana or José, owners of the beautiful project. Tasty the prickly pear juice or the tea made with this flower. From here, we’ll cycle to the cork factory and after a short visit, continue to S. Miguel de Machede, another small countryside village. Here there is another nice winery you can visit, ending your day with a glass or two!

Distance: 42 km/ 26.1 mi with transfers, 74 km/46 mi without transfers
Difficulty: Easy with transfers, intermediate without transfers
Terrain: Mostly flat, partially on main road if you cycle back

Possible add-ons:
Wine tasting: 15€ per person
Prickly Pear Farm Tasting: from 12€ per person
Transfer from S. Miguel de Machede: 35€ per person (at least 2 transfers included)
In the morning, we cycle to Évora and unravel the amazing history of this old beautiful city, classified as a UNESCO World Heritage Site. We propose a visit to the surreal Bone Chapel and to the impressive cathedral from the 13th century. Finish with a wine tasting in the Évora Wine Tour Shop. During the ride, enjoy the shade under beautiful holm oak forests and sunny vast meadows. Cycle to Zambujeiros’ Dolmen and Almendres’ Cromlech – the biggest and oldest megalithic monuments in Europe with beautiful views over Évora, the Almendres Menhir and Mitras’ Church.

Distance: 35 km/ 21.8 mi with transfer from the wine shop, 45 km/ 28 mi with transfer back from the roman ruins, 70 km/ 43.5 mi without transfers
Difficulty: intermediate
Terrain: Mostly gentle rolling dirt roads; climb to the Cromlech is a dirt track (no alternative, continuous climbing for 4 kms/2.5 mi)

Possible add-ons:
Wine tasting in Évora: 5 € per person
Transfer from Guadalupe: 35 € per person (at least 2 transfers included)
Leaving Évora, a more barren landscape will keep us company. Today’s tour takes us between olive groves to reach the small and traditional village of Nossa Senhora de Machede. After a pause for a cold drink or coffee, we’ll visit the mysterious castle of Valongo, providing shade and unveiling its Roman past. From here, we invite you to discover the countryside at its best, following a dirt road until the gorgeous Moinho do Alcaide (a water mill) and following along the riverside, passing several more mills until we reach the main road. We can visit another winery at the end of the tour.

Distance: 60 km/ 37.3 mi with transfer from the wine shop, 40 km/25 mi with transfer from Castelo de Valongo, 50 kms/31 mi with transfer from the end of the route
Difficulty: Intermediate
Terrain: Gentle rolling roads; the last 6 km/3.7 mi on dirt roads; possible to have an earlier transfer if you don’t want to do the dirt roads

Possible add-ons:
Wine tour: 11 € per person
Transfer from Valongo Castle*: 35 € per person (at least 2 transfers included)

*Dangerous to cycle back unless you cycle back the same way. Alternative road has too much traffic.
This is an easier cycling day, perfect to end with a cooking class! Cycle from the farm to a cheese factory where you can go on a tasting tour. This factory is very different from the one you may have visited on Route 1. Cycle to the gorgeous city of Évora where you may spend the day cycling and visiting several monuments suggested by your guides. The city is classified by UNESCO as a World Heritage Site and there is plenty to do and see. Try some of the great wines at Ervideira Wine Shop and after lunch, we suggest you climb to Alto de São Bento, a favorite place for locals to watch the sun set.

Distance: 20 km/12.5 mi to 35 km/21.8 mi
Difficulty: Easy except for the climb to Alto the São Bento (possible to opt out)
Terrain: Mostly flat and a mix of dirt track and asphalt

Possible add-ons:
Cooking class: Price upon request
This route begins with a transfer to Reguengos in the morning. Today’s destination is the fortified village of Monsaraz, an important stronghold in the defense of the locals, just by the border with Spain. We will visit the famous pottery village of S. Pedro do Corval, where you can see people creating magic from clay, transforming it into beautiful pots and plates, and painting them with flowers at an impressive speed. Try your hand at the workshop! With Spain in sight, have lunch by the biggest artificial lake in Europe, the Alqueva Dam reservoir. Afterwards, it’s time to conquer the castle — use all your energy to climb up to Monsaraz. Enjoy the peaceful streets and return home with our transfer.

Distance: 30 km/18.6 mi without any detours, 43 km/26.7 mi with a detour to the lake, 50 kms/31.1 mi with the Mourão village and transfer
Difficulty: Intermediate
Terrain: Mostly flat, tough climb in the end

Possible add-ons:
Pottery workshop: 8 € per person
Today’s ride will lead to the marble capital of Portugal. The marble triangle will mark the landscape for the bike day. The so-called white gold is the main economic driver of the region. Its richness is a constant presence in the wide streets and tall buildings. Enjoy the rare sight over distinct colored lagoons that appear on abandoned quarries. You may choose to visit the impressive Ducal Palace of Vila Viçosa. Finish the day off with a visit to the fortified sanctuary of Terena.

Distance: 30 kms/18.6 mi if you only cycle until Vila Viçosa // 50 kms/31.1 mi if you cycle to Terena
Difficulty: Easy
Terrain: Undulating, mostly downhill

Cycling in Paradise: 8-Day Cycling Holiday

You’ve got to check out this 8-day Alentejo Cycling Holiday! Picture yourself biking through Portugal’s stunning countryside, surrounded by vineyards, old villages, and endless olive groves. We’ll have awesome gourmet picnics, stay in cozy boutique hotels, and explore ancient castles and wineries. It’s perfect whether you’re looking for a serious ride or just some outdoor fun. This trip is all about adventure, discovery, and having a blast. You in? Let’s do this!

Once you arrive in Lisbon, your guides will pick you up from the airport and take you to your accommodation in the lovely town of Évora. Settle in, walk through the garden and pet various farm animals. In the evening, soak in the beauty of the ranch and enjoy the Portuguese sunset from the back yard.
Six days of adventure lie in front of you. Mix and match any of the following routes as you wish! The tour includes 2 wine tours of your choice, and every extra you pay yourself, so choose wisely if you are a wine lover.

On Day 4, check out of your accommodation and the adventure officially comes to an end!
You can combine 6 of the tours listed below. If you need any help, let us know which days and routes sound most interesting to you and we will tailor the final itinerary to your preferences!

This 8-day tour includes 3 dinners and 5 transfers (one of them can be for Route 6 or 7). You may also opt for a free day in the middle.
Head out for a day of cycling from our guesthouse to Arraiolos and back. This eco-trail is actually a bike lane built on an old railway, crossing small farms and leading us to Graça do Divor, a very well preserved white-and-blue village. This is a good place to stop for a drink and try the delicious meat pies of Mrs. Ilda! From here, this bike tour heads to Arraiolos village and its rich historical center. Here you can visit the fantastic carpet museum where you can learn about the history of this almost millennium-old tradition, and try the delicious Pastéis de Toucinho, a local pastry. Climb up to the castle and capture the unforgettable views. After this, it’s time for a visit to a winery with a fantastic private carriage collection. On the way back you still have time to visit the Fita Preta winery, located in a medieval property with a 14th century’s palace. Alternatively, visit an aromatic herbs farm where you can taste delicious teas, honey and olive oil. In the late afternoon, relax in your country house and prepare for a new day of adventure!

Distance: 26 km/16 mi with all visits described
Driving: Transfer from winery back to the hotel
Difficulty: Easy with transfers, intermediate without transfers
Terrain: Gentle rolling roads, 15 km/9.3 mi on dirt roads

Possible add-ons:
Wine tasting and carriage collection: 18 € per person
Transfers: 35 € per person (at least 2 transfers included)
The bike tour leaves the farm in the direction of Igrejinha, a very white village where all houses have stripes in different colors. There is a very beautiful winery and an old olive mill you can visit on your own. Continue cycling and discover all about the Prickly Pear Plantation from Susana or José, owners of the beautiful project. Taste the prickly pear juice or the tea made with this flower. From here, we’ll cycle to the cork factory and after a short visit, continue to S. Miguel de Machede, another small countryside village. Here there is another nice winery you can visit, ending your day with a glass or two!

Distance: 42 km/26.1 mi with transfers, 74km /46 mi without transfers
Difficulty: Easy with transfers, intermediate without transfers
Terrain: Mostly flat, partially on main road if you cycle back

Possible add-ons:
Wine tasting: 15€ per person
Prickly Pear Farm Tasting: from 12€ per person
Transfer from S. Miguel de Machede: 35€ per person (at least 2 transfers included)
In the morning, we cycle to Évora and unravel the amazing history of this old beautiful city, classified as a UNESCO World Heritage Site. We propose a visit to the surreal Bone Chapel and to the impressive cathedral from the 13th century. Finish with a wine tasting in the Évora Wine Tour Shop. During the ride, enjoy the shade under beautiful holm oak forests and sunny vast meadows. Cycle to Zambujeiros’ Dolmen and Almendres’ Cromlech – the biggest and oldest megalithic monuments in Europe with beautiful views over Évora, the Almendres Menhir and Mitras’ Church.

Distance: 35 km/21.8 mi with transfer from the wine shop, 45 km/28 mi with transfer back from the roman ruins, 70 km/43.5 mi without transfers
Difficulty: intermediate
Terrain: Mostly gentle rolling dirt roads; climb to the Cromlech is a dirt track (no alternative, continuous climbing for 4 kms/2.5 mi)

Possible add-ons:
Wine tasting in Évora: 5 € per person
Transfer from Guadalupe: 35 € per person (at least 2 transfers included)
Leaving Évora, a more barren landscape will keep us company. Today’s tour takes us between olive groves to reach the small and traditional village of Nossa Senhora de Machede. After a pause for a cold drink or coffee, we’ll visit the mysterious castle of Valongo, providing shade and unveiling its Roman past. From here, we invite you to discover the countryside at its best, following a dirt road until the gorgeous Moinho do Alcaide (a water mill) and following along the riverside, passing several more mills until we reach the main road. We can visit another winery at the end of the tour.

Distance: 60 km/37.3 mi with transfer from the wine shop, 40 km/24.9 mi with transfer from Castelo de Valongo, 50 kms/31.1 mi with transfer from the end of the route
Difficulty: Intermediate
Terrain: Gentle rolling roads; the last 6 km on dirt roads; possible to have an earlier transfer if you don’t want to do the dirt roads

Possible add-ons:
Wine tour: 11 € per person
Transfer from Valongo Castle*: 35 € per person (at least 2 transfers included)

*Dangerous to cycle back unless you cycle back the same way. Alternative road has too much traffic.
This is an easier cycling day, perfect to end with a cooking class! Cycle from the farm to a cheese factory where you can go on a tasting tour. This factory is very different from the one you may have visited on Route 1. Cycle to the gorgeous city of Évora where you may spend the day cycling and visiting several monuments suggested by your guides. The city is classified by UNESCO as a World Heritage Site and there is plenty to do and see. Try some of the great wines at Ervideira Wine Shop and after lunch, we suggest you climb to Alto de São Bento, a favorite place for locals to watch the sun set.

Distance: 20 km/12.4 mi to 35 km/21.8 mi
Difficulty: Easy except for the climb to Alto the São Bento (possible to opt out)
Terrain: Mostly flat and a mix of dirt track and asphalt

Possible add-ons:
Cooking class: Price upon request
This route begins with a transfer to Reguengos in the morning. Today’s destination is the fortified village of Monsaraz, an important stronghold in the defense of the locals, just by the border with Spain. We will visit the famous pottery village of S. Pedro do Corval, where you can see people creating magic from clay, transforming it into beautiful pots and plates, and painting them with flowers at an impressive speed. Try your hand at the workshop! With Spain in sight, have lunch by the biggest artificial lake in Europe, the Alqueva Dam reservoir. Afterwards, it’s time to conquer the castle — use all your energy to climb up to Monsaraz. Enjoy the peaceful streets and return home with our transfer.

Distance: 30 km/ 18.6 mi without any detours, 43 km/26.7 mi with a detour to the lake, 50 kms/31.1 mi with the Mourão village and transfer
Difficulty: Intermediate
Terrain: Mostly flat, tough climb in the end

Possible add-ons:
Pottery workshop: 8 € per person
Today’s ride will lead to the marble capital of Portugal. The marble triangle will mark the landscape for the bike day. The so-called white gold is the main economic driver of the region. Its richness is a constant presence in the wide streets and tall buildings. Enjoy the rare sight over distinct colored lagoons that appear on abandoned quarries. You may choose to visit the impressive Ducal Palace of Vila Viçosa. Finish the day off with a visit to the fortified sanctuary of Terena.

Distance: 30 kms/18.6 mi if you only cycle until Vila Viçosa // 50 kms/ 31 mi if you cycle to Terena
Difficulty: Easy
Terrain: Undulating, mostly downhill

Alentejo Cycling Holidays: Discover Portugal on Bikes

Adventure Brochure

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If you have questions or need help with planning a trip, schedule a call with one of our adventure experts.

Meet your guides

5.00

Teresa Vilas Boas

General manager and guide

Teresa has been the soul of Turaventur and Monte do Serrado de Baixo for the last 20 years. The first adventure she recalls was trekking after her father in the mountain of Gerês, when she was 5 yo. She has practiced several outdoor sports and loves to travel by bike. For two years, she traveled in Australia, New Zealand, Thailand, Laos, India, and Nepal. She finally came back to Portugal and started our Portugal Bicycle Tours. With endless energy, she will guide a cycling tour as well as a canoeing trip or set up an original outdoor event for a company meeting.

5.00

TurAventur

Since 1994, TurAventur has been the gateway to exploring the wonders of the Alentejo region. Ever since, they have been helping travelers uncover the rich culture and heritage of their beloved region. In 2007, they extended their hospitality with Monte do Serrado de Baixo, a charming guesthouse nestled in nature, near Évora. TurAventur’s passionate guides offer personalized treatment and unrivaled expertise, ensuring you experience the best of Alentejo's heritage, landscape, and gastronomy. Committed to sustainability and top-quality service, TurAventur’s dedicated team guarantees an unforgettable journey filled with fun, relaxation, and cultural immersion.

Farmhouse

Farmhouse accommodation

You’ll spend your nights on a farmstay only 8 kms from the world heritage city of Évora. The house maintains the traditional architecture of the Alentejo region. Its walls are very thick keeping the house cool in the warm seasons. Each of the rooms has a different theme, inviting you to explore the arts of cork extraction, olive and grape picking or bread making. It has all the comfort of a modern house in a rustic and genuine atmosphere, where nothing reminds you of a guesthouse.

The garden is pleasant in all seasons. It’s very green and fresh, with a nice swimming pool to refresh your spring and summer days.

Farm & garden

The garden is pleasant in all seasons. It’s very green and fresh, with a nice swimming pool to refresh your spring and summer days.

You can walk around the countryside and the farm, play with the dogs, help feed the donkey, sheep and chickens, or have fun with the jumping and running lambs.

Homemade meals

You will enjoy a hearty breakfast overlooking the orange orchard. Enjoy homemade jams, cottage cheese with olive oil and oregano or with honey and walnuts, homemade bread and cake. Also, try out regional cheeses and chorizos with the unforgettable Alentejo bread.

The oranges for the juice came straight from the outside. From the orchard we pick the fruit for your breakfast and from the vegetable garden the tomatoes for you salads. Regional and homemade dinners can be ordered in advance.

5.00(3 reviews)

Wendy5859

Cycling in the Alentejo

We did a cycle tour with Turaventur. 5 nights at the farmhouse and guided cycles daily. The accommodation at the farmhouse is cosy with our room having a lovely balcony to relax after the daily cycle. Our guides were great and we had interesting days despite the extremely hot unseasonal weather in October. We hired electric bikes and I was very glad of this as there were lots of undulating roads. We mostly used quieter country roads. Breakfasts daily at the farmhouse were great. We also met some travellers who were on one of the companies guided tours who sounded like they had had a wonderful time . Overall I would very much recommend Turaventur if you are looking for a great cycling or other adventure.

Scott G

Self Guided cycling in Alentejo region and most of the "Wine & Castle" tour.

My husband, Scott & I travelled to Portugal for the first time this past September. From the beginning, Teresa and her staff provided excellent communication and advise as they helped to design a trip that would suffice our needs. She modified the usual self- guided route to enable us to work in our other trip plans. Her communication was always timely, informative and with obvious passion for and belief in her beautiful country. Teresa was always attentive to our needs, asking us to check in upon arrival each day to ensure we had arrived at our destination safely.

jjj7777

Over the Top!

We have been biking with friends in different countries for a number of years. Each trip has offered something unique. Portugal offered an amazing look into the history and culture of Portugal through touring very small and medium sized towns and meeting families who owned businesses that have been in the families for generations. Teresa, our guide and the owner of Turaventur, has an extensive and detailed knowledge of the history and things that truly make visiting a country an experience vs a trip. She has the gift of story telling. She christened us “the Lusitanians.” They were a people of Portugal that were neither governable by others or by themselves! Hand made leather, hand made pottery, wineries that use pottery instead of oak barrel to age wine, marble quarries, cheese making, harvesting olives, vineyard tours, castles, Dolmans, menirs, the history behind the creation of Portugal’s most famous pastery (which we enjoyed eating immensely), insight into the Monarchy, the largest manmade lake in Europe and why there is a castle underwater, and even more! The bike riding was varied and I would definitely recommend an e-bike to make some of the climbs less taxing. The biking included some beautiful scenery. We picnic lunched most days and the food was wonderful. Our accommodations included convents, castles and other historical venues. Variety and a chance to be touched by the people of another country…this is a trip we will always remember…made rich by Teresa and her crew!

Show all reviews

Wendy5859

Cycling in the Alentejo

Scott G

Self Guided cycling in Alentejo region and most of the "Wine & Castle" tour.

jjj7777

Over the Top!

Things to know

What you get on this adventure:
- - An experienced, local cycling guide with extensive knowledge of the area
  - 4 to 8-day Alentejo cycling, exploration and food tasting holiday (first and last day are meant for arrival/departure, the rest for cycling)
  - Accommodation in double rooms in a farmhouse
  - Welcome snack — regional wine, cheese and olive oil
  - Breakfast and lunch each day
  - 3 dinners (drinks not included)
  - Up to 5 transfers
  - Up to 2 wine tastings
  - Water and fruit
  - Portugal Best Cycling jersey
  - Route informations and 24/7 phone support
  - Bicycle, helmet, back rack and pannier or similar
  - Basic tools
  - Transfer from Évora bus station and drop off on last day
  - First aid support
  - Taxes
Depending on the chosen itinerary:
- - A guide for Monsaraz to Estremoz portion
  - 1 cheese and liqueur tasting
  - Entrance fee at Bones chapel, in Évora
  - Entrance fee at Évora’s cathedral
  - Entrance fee at Villa Viçosa’s Ducal Palace
What’s not included:
- - Transportation to and from the meeting point
  - Accommodations before and after the tour
  - Meals not indicated in the itinerary
  - Drinks during dinners
  - Single supplement
  - Guide gratuities — optional
  - Travel and medical insurance — optional
Possible add-ons:
- - E-bike upgrade
  - GPS rental
  - Cooking classes
  - Extra jerseys or bib-shorts
The best thing about cycling in Alentejo, Portugal is that there are incredible options for all skill levels. Each day brings new possibilities and most of them are beginner to intermediate in terms of fitness. You will stay on the road and cycle 127 to 293 km (79 to 183 miles) over 3 to 7 days. All itineraries are flexible — you can combine the days in different order or even do a kayak or a walking tour instead of cycling on one of the days. Almost everything is adjustable to your preferences. Let us know which routes seem the best for you in advance and we will make all the necessary arrangements.
Here’s a list of the equipment you need to bring:
- - Luggage you’ll leave at the farmhouse with everything you might need
  - Day pack large enough to carry all the items listed (around a 25-40L bag)
  - Water bottle or hydration bladder (2L capacity)
  - Lightweight shoes for cycling
  - Comfortable cycling clothes
  - Spare clothes for layering
  - Waterproof rain jacket
  - Casual clothing for evenings
  - Sunhat
  - Gloves
  - Toiletries (sunscreen, hand sanitizer, bug spray, toilet paper, etc.)
  - Headlamp or flashlight
  - Sunglasses
  - Camera — optional (but recommended)
Dress comfortably and for the weather in clothes you can move in. We suggest bringing clothing appropriate for the season. Layers are best and don’t wear jeans.
Group sizes and pricing
- - The usual client-to-guide ratio is 12:1.
  - It takes a minimum of 2 people for this tour to operate. There can be up to 12 adults and 6 children in one group.
  - Please note that is is possible the price of the tour goes up a bit (due to accommodation availability). While this is very rare, it’s more likely to occur with last-minute bookings, as your guides need to find alternative accommodations.
Min. age requirements
- - If you are older than 18, you’re good to go.
  - Minors younger than 18 may be permitted to join the tour on a case-by-case basis, but must be in the presence of a parent or legal guardian.
If your group has cyclers under the age of 18, contact us prior to booking to make arrangements.
To get to Alentejo, most people fly into Lisbon Airport, about 2 hours away by car. Your guides can pick you up from the airport and transfer you to your accommodation in Évora.

You can also rent a car or take a bus from any larger airports in Portugal.
We highly recommend that you cover all your bases with both medical and travel protection. To make your booking and traveling experience as carefree as possible, simply choose Redpoint—the official 57hours insurance partner!

Redpoint tailors their protection packages for adventure travel, offering a comprehensive travel program, even in remote locations. Trip cancellation, natural disasters, pandemic coverage, medical evacuation, primary medical expenses—regardless of the travel interruption that may happen, Redpoint will have you covered.

Once your booking is confirmed and your trip is paid in full, you will be offered to purchase Redpoint’s protection. If you need any help or require more information, let us know and we will be happy to help!
Deposits

You can secure one of the set dates with a 30% deposit upon booking. The remaining 70% of the trip price is to be paid 90 days prior to departure, at the latest.

Cancellations

Booking fees are non-refundable in all cases. During checkout, however, you can choose one of 57hours’ flexibility options:

Basic
- - In case of cancellation within 48 hours after booking, the amount paid is fully refundable.
  - For cancellations 60 or more days before the trip, you are eligible for a 70% refund of the trip price.
  - For cancellations 0-59 days before the trip, there is no refund.
Flexible
- - In case of cancellation within 48 hours after booking, the amount paid is fully refundable.
  - For cancellations 60 or more days before the trip, you are eligible for a full refund of the trip price.
  - For cancellations 30-59 days before the trip, you are eligible for a 50% refund of the trip price.
  - For cancellations 0-29 days before the trip, there is no refund.
Super Flexible
- - In case of cancellation within 48 hours after booking, the amount paid is fully refundable.
  - For cancellations 30 or more days before the trip, you are eligible for a full refund of the trip price.
  - For cancellations 0-29 days before the trip, you are eligible for a 50% refund of the trip price.