The Charming Pousadas in Alentejo Supported

Road Bike | Supported | Historic

This is a gorgeous Road Bike Tour in Portugal which takes you to several Castles, Palaces, Monasteries and Convents; these magnificent places were once inhabited by the clergy or the Queens and Kings of Portugal and now are converted into exquisite lodgings, which we call POUSADAS.

The overall difficulty level of this tour is 3, Intermediate (more precisely, level 2.8 between 1~5). It is recommended for “bikers” and “cyclists”. It is supposed that you are in good shape.

This Bike Tour in Portugal starts in Marvao, a small medieval town on the top of the hill, surrounded by walls and with a majestic castle that defended this small town from the Spanish people many times. There you can admire a spectacular view before you start riding down. Afterwards, you will climb to a little chapel on the top of a hill where there is an amazing view over another medieval town, and its rows of whitewashed houses.

You will ride along narrow roads, either sided by cork trees or stone walls and you will get to a quiet place, where you will stay in an amazing building that was once a convent and today is a luxury hotel.

On the next day you will ride towards one of the most traditional wine regions in Portugal. You can visit a vineyard and taste the world famous Alentejo wine.

The ride continues to the capital of marble in Portugal, where even the sidewalks are made of marble. You will also visit a pottery workshop and a cork processing plant. The cycling day ends at a small town which is famous for its rugs that are still handmade following a tradition that is documented since the 17th century.

This PortugalBike Tour ends in Evora, which is the largest town in Alentejo. This is a wonderful walled town with many Roman vestiges, medieval churches and buildings, fountains, the aqueduct, charming streets, etc., that is classified as World Heritage by UNESCO.

Euro 2020


Level 3 (2.8)

52km/32mi day
Monument and Historic

100% asphalt 
Start | End
Marvão | Évora





Per Person

01 to 18 June, 2022


Euro 2840

19 to 30 June, 2022


Euro 2610

01 to 08 July, 2022


Euro 2450

01 to 17 September, 2022


Euro 2900

18 to 30 September, 2022


Euro 2890

01 to 15 October, 2022


Euro 2890

16 to 31 October, 2022


Euro 2660

01 to 30 November, 2022


Euro 2050

01 to 11 December, 2022


Euro 2050

Available: You can sign up for the bicycle tour, but we must have a minimum of 4 cyclists.

Confirmed: We already have a minimum of 4 cyclists on the bicycle tour and you can still sign up.

Complete: The bicycle tour is already full.

Looking for a confirmed Supported Bike tour date? Supported Bike tours can start on any day (depending on our availability).

See all Confirmed Departures


Ready to book? Select tour date.

(Your booking will be confirmed when our specialist contacts you.)

Available dates:

Not Available
Minimum number of people: 4
Location: Alentejo
Price per person:
Single room supplement:
Pick-Up Date:
Drop-Off Date:


7 days / 6 nights / 5 days cycling

Support Level

  • One knowledgeable local Guide meeting you on the way everyday
  • A Garmin GPS computer with all traks recorded
  • Our comfortable support and backup vehicle van with air conditioning
  • Techno-mechanical assistance at all times
  • All transportation from airport pick-up to drop-off
  • All baggage transportation
  • Documentation booklet about PortugalBike Tour
  • Personal Accident Insurance and Liability Insurance
  • First-Aid assistance on location


  • One Pousada – Monument Hotel (14th century former Monastery – Luxury Hotel)
  • One Pousada – Historic Hotel (13th century former Castle)
  • One Pousada – Historic Hotel (15th century former Convent)
  • One Pousada – Historic Hotel (16th century former Convent)
  • One Pousada – Historic Hotel (16th century former Convent)
  • One Pousada – Charming Hotel (20th century typical house located in the Fortress)


  • 6 Breakfasts
  • Daily energy-bars, fruits and water


  • Carbon frame and superior quality road bicycles with hydraulic disc brakes and 20 speeds, tailored to your height and specifications
  • Portugal Bike cycling jersey to keep
  • Portugal Bike water bottles to keep
  • BBB helmets


  • Visit to Pottery Workshop
  • Visit to a winery and wine tasting
  • Visit to a cork processing plant

Please note:

Prices are based on a double bedroom occupancy (hotels may be different depending on availability) | Supported version: We require a minimum of 4 people to confirm a Supported departure | Groups: Discount for Groups of 4 or more people | E-bike rental: + Euro 250 | Longer tour: You can join two PortugalBike Tours and have a 2-week program (10% discount on the second tour) On Supported tours we can offer you any date, depending on our availability. If the tour starts and ends in different months/fortnight the price will be adjusted accordingly, depending on how many days in each month/fortnight. The price on festivity dates will be adjusted accordingly.


portugal bike tours in alentejoPortugal bike tour in alentejo, charming pousadacycling portugal



Arrival at Lisbon  

Welcome at Lisbon airport. 3H00 drive to Marvão. Briefing about the tour. Lodging in a Pousada with a cozy ambience and almost family atmosphere. Lodging in Pousada de Marvão, a Charming Hotel located in the Fortress.



The beautiful Natural Park with its medieval towns 

48km (30mi), 610m total climbing (2000ft), level 3 (2.9).
After breakfast you ride down from the medieval village of Marvão on the top and you ride into the Natural Park of São Mamede Hills. Here Nature and History embrace each other. It seems time has stopped! …Everything is quiet. Lodging in a Pousada that manages to combine the genuine characteristics of the former 14th century Convent with modern luxury. Lodging in Pousada Mosteiro do Crato, Monument Hotel, Luxury Hotel.



Cork oak trees, olive trees and vast vineyards 

67km (42mi), 900m total climbing (2950ft), level 4 (3.7).
After breakfast you leave the Monastery and ride towards small villages where you can admire the whitewashed houses with a yellow or blue stripe, the roads sided by trees, beautiful manor houses dated from the 17th and 18th centuries and you can also visit the small castle. The day ends in a small town, the land of marble and wine. Lodging in a 13th century former Castle converted into Pousada from where you can admire a superb view over the city and the vast Alentejo plain. Lodging in Pousada Castelo de Estremoz, Historic Hotel.



The capital of marble

42km (26mi), 380m total climbing (1250ft), level 2 (2.3).
After breakfast you visit a winery and taste the wine. Then you ride towards the capital of marble in Portugal. This is a quiet small town in Alentejo where even the sidewalks are made of marble.  Lodging in a Pousada that was once a Convent from 16th century. It is full of legends and tales. Lodging in Pousada Convento de Vila Viçosa, Historic Hotel.



The old small town famous for its rugs

71km (43mi), 890m total climbing (2920ft), level 4 (3.7).
After breakfast you ride to a pottery workshop. Your way leads you to a small town in Alentejo with its whitewashed houses. This town is famous for its rugs. On the way we will visit a cork processing plant. Lodging in a Pousada which is an example of perfect harmony between the traditional and modern concepts of Portuguese architecture. Lodging in Pousada Convento de Arraiolos, Historic Hotel, a 16th century former Convent with blue tiles.



Towards the Roman Temple 

30km (19mi), 270m total climbing (890ft), level 1 (1.2).
Your tour leads you to Evora, a city classified as World Heritage by UNESCO. You will have the afternoon free to wander around the city where you can find evidences of 2000 years of History. Lodging in a Pousada, which was originally a Monastery, then a former 15th century Convent and is one of the most precious architectural buildings of this town. Lodging in Pousada Convento de Évora, Historic Hotel.




After breakfast you leave to Lisbon airport – 2-hour drive.

Total distance  258km (160mi) | Average 52km/day (32mi/day) | 100% asphalt


The accommodations for this tour are Monument and Historic Hotels (gorgeous Castles, Palaces, Monasteries and Convents once inhabited by the clergy or the Queens and Kings and now converted into exquisite lodgings)

Charming pousadas in alentejo portugal bike tours hotel 4
Charming pousadas in alentejo portugal bike tours hotel 3
charming-pousadas-in-alentejo-portugal-bike-tours hotel lobby
Charming pousadas in alentejo portugal bike tours hotel 2
Charming pousadas in alentejo portugal bike tours hotel 4Charming pousadas in alentejo portugal bike tours hotel 3charming-pousadas-in-alentejo-portugal-bike-tours hotel lobbyCharming pousadas in alentejo portugal bike tours hotel 2


“Great Bicycling in Alentejo, Portugal!
We enjoyed our first bicycling experience in Portugal with terrific support from Portugal Bike. The scenery was fabulous, accommodations terrific and the support was great. They thought of everything, providing all the guidance we needed, including a pre-programmed Garmin. We traveled on our own tandem, brought from Canada, and we had no problems. The roads were good and Andre, our guide, provided the support we needed without “babysitting” us. Much appreciated! We look forward to an opportunity to travel with Portugal Bike again.”

Margaret Treloar, 69 – Port Hope, Ontario, Canada

WOW! Do you like history, culture, beauty, delicious and different food, wonderful wine, but most importantly, lovely and gracious guides? Then this trip is for you! I am not a cyclist and I was able to keep up with those who were with the ELECTRIC bicycle. It still gave me more than enough exercise each day so I could enjoy the delicious breakfasts, picnic lunches and delightful dinners with Christina and Jose each evening. Every Pousada was an exotic encounter with the past, a castle or a convent! We visited wineries, a pottery artesian in his shop, a rug museum, a marble quarry and more. We met great new people who like exercise, adventure and travel too! The only thing I would change is to go earlier or later in the year. Even though it is quite hot here in July, the mornings and evenings are lovely and cool. A trip of a lifetime!

Carol Buchanan, 61 – Long Brach NY, USA

I’m always wary of reviews with too many superlatives. So, I had some doubt when I read all the wonderful things people had written about their experiences with Portugal Bike. My friends, I need to tell you IT’S ALL TRUE! Our friends, my wife and I all had a fantastic time with Jose and Cristina. Our expectations were far surpassed. This was one of the best weeks of my life. We rode. We saw beautiful sights, too many to count. The vistas were breathtaking, the architecture amazing, the people friendly and the food and accommodations were fabulous. More than that, however, Jose and Cristina are national treasures of Portugal. They are genuinely lovely, friendly, welcoming people who do everything in their power to make your experience an amazing adventure. If you’re wondering if you should go to Portugal, go there. If you can’t make up your mind who should guide your tour, choose Portugal Bike. They are tremendous.

Emil Skobeloff, 66 – Wallingford PA, United States

Jose and Cristina are 2 of the best bike tour operators I’ve ridden with. The trip was very well-planned and Jose & Cristina are very warm, professional, and knowledgeable about Portugal, cycling and the region. The tour felt much more personalized than something that the big operators like Backroads could put together. I was completely blown-away by the Pousadas (high-end hotels converted from ancient monasteries, castles, convents) – walking into them felt like I was transported hundreds of years back into medieval Europe.

Jennifer Huang, 32 – New York, United States

My wife and I have just come back from the Charming Pousadas in Alentejo tour with Jose and Cristina. It was absolutely amazing. Cristina has provided all necessary information prior to the tour and answered all our questions. The tour was planned really well. Jose is a very knowledgeable guide who led us riding, but also stopped and shared history of Portugal and its cultural traditions. We learned about cork trees, marble production, meaning of colors of houses in Alentejo. We visited castles that go back to the 11th century, cycled on beautiful roads, stayed in unbelievable places. Can you imagine staying in a hotel that used to be a monastery built in the 13th century and having 3 stone walls in your room actually built in the 13th century? And how about staying in a former castle where paintings on the walls date back to the 15th century? Cristina and Jose planned evenings as well with visits to wineries, museums and great dinners in very interesting restaurants. We hope that one day we will come back for another tour. And it would definitely be with Jose and Cristina. If you like cycling and want to visit Portugal, Portugal Bike is the only company you need to know. Cristina, Jose, thank you for the wonderful week!

Len Ioffe, 52 – Bronx NY, United States


On this tour you can ride with one of these bicycles
portugal bike tours road bicycle

CUBE Attain GTC SLT Disc Carbon


With the culmination of carbon frame technology, this bike is all the proof you need that comfort and high performance aren’t mutually exclusive. With a brand new Fulcrum Racing 66 disc wheelset and a complete complement of new Shimano’s superb Ultegra components – with technology borrowed from the range-topping Dura Ace – this is a no-compromise speed machine that’ll flatter any rider’s best efforts.


portugal bike tours hybrid bicycle



Sporster 20 Solution emphasizes comfort and convenience for touring and transportation. Equipped with a lockout fork and Syncros components, the Sportster is set up perfectly for your excursions with a more vertical and comfortable position. On this Road Bike tour you will ride with thinner tires (700×28).


portugal bike tours electric bicycle Bosch



Now you don’t have any excuse for not participating on a Portugal Bike Tour! Don’t be afraid of not being able to keep up with the group. Now you can ride an e-bike without feeling too exhausted! The system works as if someone is pushing at your back! The more you pedal, the more electric assistance you have.