The Medieval Villages in Alentejo Supported

Road Bike | Supported | Historic

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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.

From

Euro 2090

Supported

Tour

6

Days

Level 3 (3.4)

Intermediate

Distance

252km/157mi
63km/39mi day

Hotels

Signature, Monument and Historic

Trails

100% asphalt

Start | End

Marvão | Évora

Dates

Start-End

Availability

Booking

Price

Per Person

15 Sep – 20 Sep, 2025

Complete

Euro 2590

13 Oct – 18 Oct, 2025

Complete

Euro 2520

27 Oct – 01 Nov, 2025

Available

Euro 2410

10 Nov – 15 Nov, 2025

Available

Euro 2220

12 Jan – 17 Jan, 2026

Available

Euro 2090

26 Jan – 31 Jan, 2026

Available

Euro 2090

09 Feb – 14 Feb, 2026

Available

Euro 2090

02 Mar – 07 Mar, 2026

Available

Euro 2350

16 Mar – 21 Mar, 2026

Available

Euro 2350

30 Mar – 04 Apr, 2026

Available

Euro 2400

27 Apr – 02 May, 2026

Available

Euro 2470

11 May – 16 May, 2026

Available

Euro 2520

25 May – 30 May, 2026

Available

Euro 2520

01 Jun – 06 Jun, 2026

Available

Euro 2590

15 Jun – 20 Jun, 2026

Available

Euro 2520

29 Jun – 04 Jul, 2026

Available

Euro 2520

31 Aug – 05 Sep, 2026

Available

Euro 2520

07 Sep – 12 Sep, 2026

Available

Euro 2520

21 Sep – 26 Sep, 2026

Available

Euro 2590

05 Oct – 10 Oct, 2026

Available

Euro 2520

12 Oct – 17 Oct, 2026

Available

Euro 2520

26 Oct – 31 Oct, 2026

Available

Euro 2450

09 Nov – 14 Nov, 2026

Available

Euro 2220

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 bicycle tour and you can still sign up.

Complete: The bicycle tour is already full.

. Contact us if you prefer a Private Bike tour (min. of 8 people).
. If you wish to ride with one of our Guides, contact us for a Full Guided Bike Tour (min. of 6 people).
. If you wish a different date, ask us for prices and availability.
. Supported bike tours usually start on Sundays.

Looking for another Supported tour date?
SEE HERE ALL CONFIRMED DEPARTURES

RESERVE THE TRIP OF A LIFETIME

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Minimum number of people: 4

Location: Alentejo

Price per person:

Single room supplement:

WHAT’S INCLUDED

6 days / 5 nights / 4 days cycling

Support Level

Experienced, knowledgeable local Guide
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

Accommodations

One 5* Historic Design Boutique 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

Meals

5 Breakfasts
4 Light nourishing and energetic picnics
5 Dinners (including our famous wines, cheeses and desserts)
Daily water supply, fruits, energy-bars, nuts etc.

Gear

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)

Activities

Visit to a Roman ruins site (included in the price)
Visit to a Pottery Workshop
Visit to a Winery and wine tasting (included in the price)

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 scheduled departure | Groups: Discount for Groups of 8 or more people | | E-Bike rental: + Euro 280 | If you wish a different date, ask us for prices and availability | If you wish to ride with one of our Guides, contact us for a Full Guided Bike Tour (minimum of 6 participants).

DAY BY DAY

Day

1

Arrival

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

Day

2

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.

Day

3

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 Vila Galé Elvas.

Day

4

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.

Day

5

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.

Day

6

Departure

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

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

SEE HERE THE CLIMBING PROFILE

ACCOMMODATIONS

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)

cycling and biking in Portugal bike tours

the ancient medieval villages portugal bike tours hotel room 2

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 Medieval Villages in Alentejo 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 Medieval Villages in Alentejo 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

See detailed reviews

TOUR GEAR

On this tour you can ride with one of these bicycles

CUBE Attain GTC SLT Disc Carbon

GERMAN DESIGNED AND ENGINEERED

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.

SCOTT SPORTSTER

COMFORT AND CONVENIENCE

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).

Electric bicycle for Portugal Bike tours

CUBE NUROAD C:62 RACE 400X

GO ANYWHERE-ADVENTURE WITH THIS E-GRAVEL BIKE
WITH DROP-DOWN HANDLEBAR

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 higher your cadence (not the speed), the more electric assistance you have. If you reduce your cadence the Bosch Smart System gives you less electric assistance to save the battery. With this eGravel Bike, with its elegant carbon frame and full carbon fork, you are ready to ride a very light and comfortable eGravel bike to explore all the ways of Portugal.

CUBE NUROAD C:62 RACE 400X

GO ANYWHERE-ADVENTURE WITH THIS E-GRAVEL BIKE
WITH STRAIGHT HANDLEBAR