The Ancient Medieval Villages Scheduled

Road Bike | Scheduled | Historic

This bicycle tour in Portugal starts in Marvão, 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 and then cycling down along a medieval narrow road with ancient stone walls.

The overall difficulty level of this tour is 3, Intermediate (more precisely, level 3.4 between 1~5). It is recommended for “bikers” and “cyclists”. It is supposed that you are in good shape.

You will climb to a little chapel on the top of a hill where there is an amazing view over a beautiful medieval town and its rows of whitewashed houses. You will ride along narrow roads, either sided by cork trees or stone walls and now you will get to a beautiful town in Alentejo located in the cool mountains of the Natural Park of São Mamede, among dense olive groves and chestnut trees. The town is full of monuments, fountains and ancient houses. You will see medieval monuments, dozens of churches, enchanting alleys and some of the best Gothic porticos while you are biking in Portugal.

Then you will cycle to a typical border town with its castle, again surrounded by walls. It also has a star-shaped fort, several churches, a monumental Aqueduct, a unique pillory dating back to the 16th century and many interesting details.

The bicycle tour continues to the capital of marble, where even the sidewalks are made of marble. You will visit a town which is one of the most traditional wine regions in Portugal. You can visit a vineyard and taste the world famous Alentejo wine.

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

Euro 2310


Level 3 (3.4)

63km/39mi day
Signature, Monument and Historic

100% asphalt 
Start | End
Marvão | Évora





Per Person

08 Oct – 13 Oct, 2023


Euro 2750

22 Oct – 27 Oct, 2023


Euro 2600

05 Nov – 10 Nov, 2023


Euro 2290

22 Jan – 27 Jan, 2024


Euro 2310

24 Mar – 29 Mar, 2024


Euro 2460

07 Apr – 12 Apr, 2024


Euro 2600

21 Apr – 26 Apr, 2024


Euro 2630

12 May – 17 May, 2024


Euro 2770

26 May – 31 May, 2024


Euro 2770

29 Sep – 04 Oct, 2024


Euro 2770

13 Oct – 18 Oct, 2024


Euro 2620

27 Oct – 01 Nov, 2024


Euro 2570

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

To be Confirmed: We already have some cyclists, but we need more to Confirm the bike tour.

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

Complete: The bicycle tour is already full.

Contact us if you prefer a Private Bike tour.
If you wish a different date, ask us for prices and availability.
Scheduled bike tours usually start on Sundays.

Looking for another Scheduled tour date?
See all Confirmed Departures


Ready to book? Select tour date.

Available dates:

Not Available
Minimum number of people: 6
Location: Alentejo
Price per person:
Single room supplement:
Pick-Up Date:
Drop-Off Date:


6 days / 5 nights / 4 days cycling

Support Level

  • Experienced knowledgeable local Guides
  • A GPS device on your handlebar with all bike tracks preloaded
  • 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 by our team
  • Documentation booklet about PortugalBike Tour
  • Personal Accident Insurance and Liability Insurance
  • First-Aid assistance on location


  • One 5* Design Hotel
  • One 4* Historic Hotel (12th century former Convent)
  • One 4* Historic Hotel (17th century former Convent)
  • One 3* charming Hotel within a fortress
  • One 18th century Manor House


  • 5 Breakfasts
  • 5 Dinners (including our famous wines, cheeses and desserts)
  • Daily water supply, fruits, energy-bars, nuts etc.


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


  • Visit to a Roman ruins site
  • Visit to a Pottery Workshop
  • Visit to a Winery and wine tasting

Please note:

Prices are based on a double bedroom occupancy (hotels may be different depending on availability) | Scheduled version: We require a minimum of 4 people to confirm a scheduled departure | Groups: Discount for Groups of 8 or more people | E-bike rental: + Euro 240 | If you wish a different date, ask us for prices and availability.


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Welcome at Lisbon airport. 3-hour  drive to Marvão. Briefing about the tour. Lodging in a cozy 3* Hotel in Marvão, the highest medieval village of Portugal. Lodging in Hotel Dom Manuel.



The beautiful village of Marvão and its castle 

49km (30mi), 830m total climbing (2720ft), level 3 (3.1).
After breakfast we ride down from the medieval village of Marvão on the top and we ride into the Natural Park of São Mamede Hills. Here Nature and History embrace each other. It seems time has stopped! …Everything is quiet. We have our picnic at a place with a dazzling view over another medieval village. Dinner with the group. Lodging in a classic Manor House (Bed & Breakfast) that was built in the 17th century. Lodging in Casa Amarela TH National Monument.



The Natural Park landscape of S. Mamede Hills

76km (47mi), 1030m total climbing (3380ft), level 4 (3.9).
After breakfast we leave this medieval town and its castle, its churches and the Jewish quarters and we ride on into the Natural Park. Visit to a Roman ruins site. We have our picnic and the day ends in a beautiful border town with its castle, walls and an aqueduct built in the 16th century. Dinner with the group. Lodging in a 4* Hotel that was built conserving the old architectonic structures of the convent. Lodging in Hotel Santa Luzia.



The capital of marble and the vineyards

79km (49mi), 1210m total climbing (3970ft), level 4 (4.1).
After breakfast we ride towards the capital of marble in Portugal. This is a quiet small town where even the sidewalks are made of marble. There is marble everywhere. We ride towards another beautiful and quiet town, land of marble and wine. We also visit a winery with wine tasting. Lodging in an impressive Convent built in 1182 by monks, recently converted in a 4* hotel, with its impressive private collection of eighteenth century Portuguese tile work. Lodging in Hotel Convento de São Paulo.



Towards Évora 

49km (30mi), 510m total climbing (1670ft), level 3 (2.6).
After breakfast we ride towards Évora, a city classified as World Heritage by UNESCO. Wander around in this beautiful and historic city where we can find evidences of 2000 years of History (the Temple of Diana). Dinner with the group. Lodging in a 5* Hotel with swimming-pool located in the historic center of Évora. Lodging in Hotel M’Ar de Ar Aqueduto.




After breakfast we leave to Lisbon airport  (2-hour drive).

Total distance  253km (157mi) | Average 63km/day (39mi/day) | 100% asphalt


Accommodations for this tour include Signature Hotels (the best charming Hotel of the region, usually stylish 4-star hotels or 5-star properties), as well as 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)

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Cycling in Portugal
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Another Version of this Tour OR a longer Road Bike Tour in the Alentejo region


A wonderful ride through the medieval villages near the Spanish border. Jose and Andre made the trip exceptional. We stayed in 5 star hotels, had great meals and learned of the various industries of Portugal, including cork, pottery, wine, and marble. I highly recommend Portugal bikes for your next adventure in one of the most beautiful countries of Europe.

George Parsons, 70 – Brush Prairie, WA, United States

“Biking and learning at its best: This was the absolute highlight of our travels this spring. The equipment, itinerary, and food were just top notch.
Jose and Cristina are incredibly easy to visit with, and we learned so much about a country that we knew so little about at the start. We always felt comfortable with the company and pace of the ride. Why I felt intimidated by the gentle hills of the Alentejo region is lost on me now because Jose kept the pace comfortable and my interest diverted during almost all inclines encountered. In the end you’ll be glad you offset the fantastic food and wine with a few kilometers. I can’t recommend this highly enough; Portugal Bike has thought of every detail in their tour. The only thing that could have made it better is if I could have caught a glimpsed the elusive Alentejo’s Black Pig.
Very, very happy customers!”

Lisa Stecker, 57 – Washington/Vancouver, United States

What a great experience! Having previously completed bicycling tours in other countries we were very impressed with our experience with Portugal Bike. The tour was well-organized and well-supported. José and Cristina demonstrate an eye for detail, planning, and interest in their clients. They are wonderful ambassadors for their country! Prior to the trip all our questions were answered promptly and comprehensively. During the trip José and Cristina ably communicated information necessary for the ride as well as superior knowledge of the terrain, environment, history and culture of Portugal. Pre-ride orientation and daily briefings kept us apprised of what to expect, how to stay safe on the road, care for equipment, and language and cultural differences. The thoughtful itinerary kept us on quality roads with safe riding conditions and interesting stops at castles, ruins, marble quarries, cork trees, and scenery. Rest stops and picnic lunches were well timed and evenly spaced. We were pleasantly surprised to discover that traffic on the designed routes was very light and drivers were extremely, cautious, polite, and safety conscious. All accommodations were comfortable and well appointed. Arrangements varied from hotels, to boutique hotels, to convents and historical pousadas. Dining experiences provided fine examples of local cuisine and excellent Portuguese wine selection. The equipment was the best we’ve seen on an organized tour. The road bikes were extremely well tuned and in excellent condition. Helpful accessories included computers, rear mirrors, and seat bags. We found that we had unnecessarily packed bicycling equipment that we simply never needed. The transport van was large and comfortable. We will always look back on our tour with Portugal Bike with fondness and appreciation for José and Cristina as well as for Portugal, it’s welcoming people, culture and history. Thank you Portugal Bike for the warm, lasting memories of Portugal!

Bill Burke & Catalina Nocon, 64 & 62 – Sunriver OR, United States

My wife and I just returned from a wonderful vacation experience – The Ancient Medieval Villages tour. The attention to detail of owners Jose & Cristina provided a well thought out and problem-free trip. The trip documentation we received at the start was far superior to anything we’ve received from other companies and the tour went off like clockwork. Equipment, from rental bikes to vans, was first-rate and well maintained. Hotels and restaurants were quaint, historic, comfortable and we felt very pampered. Portugal is full of warm and friendly people, great food and outstanding wines. The cycling was spectacular, through rolling countrysides on mostly rural roads. We’re already starting to plan and look forward to our next trip with Cristina and Jose.

Bob Snead, 51 – Seatle WA, United States

These guys are good, really good!! Cristina and Jose created a wonderful week. A great route, with enough challenge, good hotels, good food, and of course, being in Alentejo some of the best wines in Europe. Let alone fantastic scenery. Our group has been cycling one week a year for the last 20 years, and this is a highly, picky bunch of successful people, used to the best; that there were no grumbles, and just a continuous repetition of ‘wow,’ shows how well it went. We have cycled in the USA, and in most countries in Western Europe, and we all agreed this was one of the best bike tours we have ever had.

Adam Singer, 63 – St Albans, United Kingdom

I’ve just reluctantly ended The Ancient Medieval Villages bike tour. José and Cristina (owners) were amazing hosts, guides and cheerleaders. The scenery, equipment, accommodations and food were amazing and interesting. I am already trying to choose which tour to take next. I’m also ready to ride despite a few sore muscles that I hope will balance the amount of wonderful food eaten. Both José and Cristina answered questions as if it was the first time asked… (after being in business twenty years I’m pretty sure none of us had an original question). In that regard, I would encourage anyone interested in Portugal Bike to skip the self guided tour option and get the benefit of the knowledge, small places and answers to obscure questions/answers that you would be otherwise missing. Simply put…. Amazing adventure with amazing people! Thank you Portugal Bike! They are very accommodating if you decide to bring your own equipment. I brought my own pedals clip-ins for the asphalt and flats for the cobblestones (two sided) – but I didn’t need to in retrospect. Skip bringing your own helmet. They have very clean equipment and helmets are hard to pack. Newsflash – this area of Portugal is not only amazingly beautiful, but also does not have laundromats. I’m glad I brought my riding shoes that I could also easily walk in. Don’t forget your riding gloves or swimsuit (yes I forgot my swimsuit). Thank you José and Cristina for a fabulous taste of your beautiful country.

Cindi Hunt, 56 – Oregon, 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



This hybrid bike emphasizes comfort and convenience for touring several days in a row, giving you a straight riding position. Equipped with a lockout fork, the Sportster is set up perfectly for your excursions with a more vertical and comfortable position. This hybrid bicycle is perfect to ride on asphalt 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.