Jewels of Portugal Self-Guided

Road Bike | Self-Guided | Historic

This bicycle trip in Portugal is longer than the others, however it is not a difficult bike tour and everyone can do it: you can see the altitude gain per day and the climbing profiles.

This program includes 2 non-cycling days; it was intentionally designed that way to give you some time off the bicycle to visit an impressive 14th century Monastery and Évora, a city classified as World Heritage by UNESCO.

The overall difficulty level of this tour is 4, Advanced (more precisely, level 3.7 between 1~5). It is recommended for enthusiast cyclists. It is supposed that you are fit and in good shape.

This bicycle tour in Portugal allows you to know some Jewels of Portugal that you can do on a bicycle.

Portugal is a small country, but very diverse. You can find many evidences of the many peoples that were here in the past and also the influence of our Discovery Journeys (15th and 16th centuries) that showed the world new worlds. Everything is mingled in our culture, our architecture, our landscape, our gastronomy, etc. In Portugal everything is near. You start riding in the morning and you admire the landscape; you ride some km and you can admire a completely different scenery!

On this 13-day bicycle trip in Portugal you will ride along beautiful and quiet roads, you will visit many typical small towns and villages of Portugal, you will experience the atmosphere of kings and queens, you will have a close contact with our History and you will admire the vast landscapes inland and along our long coast. There would be other wonderful places to visit in Portugal, but it would not be as pleasant on a bicycle. We designed this bicycle tour in Portugal selecting interesting places and roads, avoiding crowds and traffic. Cycling in Portugal is safe.

This tour finishes in Cascais, which was a minor fishing village until the Portuguese King shows it as his Royal Summer Retreat (19th century). Today, Cascais is an elegant fusion of decorative 19th century architecture, tradicional Portuguese charm and outstanding tourist facilities.

On this bicycle tour in Portugal history and landscape are intertwined in an amazing way! This is the perfect bicycle trip in Portugal for you, …without stress!

Euro 2050


Level 4 (3.7)

72km/45mi day
Signature, Monument and Historic

100% asphalt 
Start | End
Évora | Cascais





Per Person

November, 2021


Euro 2050

01 to 11 December, 2021


Euro 2050

January, 2022


Euro 2050

February, 2022


Euro 2050

March, 2022


Euro 2280

April, 2022


Euro 2560

May, 2022


Euro 2830

01 to 18 June, 2022


Euro 2860

19 to 30 June, 2022


Euro 2600

01 to 04 July, 2022


Euro 2410

01 to 17 September, 2022


Euro 2660

18 to 30 September, 2022


Euro 2890

01 to 15 October, 2022


Euro 2840

16 to 31 October, 2022


Euro 2580

November, 2022


Euro 2050

01 to 11 December, 2022


Euro 2050


Ready to book? Select tour date.

Available dates:

Not Available
Minimum number of people: 2
Location: Center Region, Lisboa Region, Alentejo
Price per person:
Single room supplement:
Pick-Up Date:
Drop-Off Date:


13 days / 12 nights / 9 days cycling / 2 days rest

Support Level

  • Initial briefing providing all the necessary details
  • A Garmin GPS computer with all traks recorded
  • Our comfortable transfer vehicle van with air conditioning
  • All transportation from airport pick-up to drop-off
  • All baggage transportation by taxi
  • Documentation booklet about PortugalBike Tour
  • Personal Accident Insurance and Liability Insurance


  • One 5* modern Hotel made of marble
  • One 5* modern Hotel in the countryside
  • Two 5* modern hotels (2 nights)
  • One Pousada – Monument Hotel (14th century former Monastery – Luxury Hotel)
  • One 4* Historic Hotel (12th century former Monastery/Convent – Museum Hotel)
  • One 4* Hotel in the countryside
  • Three cozy 4* Hotels in towns
  • One cozy 3* Hotel front of the ocean
  • One 18th century Manor House (National Monument)


  • 12 Breakfasts


  • 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 Marble Quarry

Please note:

Prices are based on a double bedroom occupancy (hotels may be different depending on availability) | Self-Guided version: We require a minimum of 2 people to confirm a Self-Guided departure | Groups: Discount for Groups of 4 or more people | E-Bike rental: + Euro 360 | On Self-Guided 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 of festivity dates will be adjusted accordingly.


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Arrival at Lisbon  

Welcome at Lisbon airport. 1h30m drive to Évora, the capital of Alentejo region, followed by a briefing about the tour. Lodging in a modern 5* Hotel. Lodging in M’Ar de Ar Aqueduto Hotel.



Free day in Évora

Visit Évora, a city classified as World Heritage on UNESCO list. Lodging in a modern 5* Hotel with a pool located inside the city walls (the same as the night before).



Towards the Convent within the cork-oak forest

66km (41mi), 660m total climbing (2170ft), level 3 (3.3). Alentejo is a region that keeps many secrets, many charms and many relics. Today you cycle along many cork-oak trees and vineyards. This is the land of cork and wine. You will find another hidden treasure at the end of the day. Lodging in an impressive Convent built in 1182 by monks, recently converted into a 4* historic hotel, with its impressive private collection of eighteenth century Portuguese tile work. Lodging in Convento de São Paulo, Museum Hotel.



Marble, the white gold of Alentejo

42km (26mi), 670m total climbing (2200ft), level 3 (2.8). Today you will see the region of marble in Alentejo region and the quarries and marble everywhere. You will stay in the capital of marble. Lodging in a beautiful 5* Hotel made of marble. Lodging in Alentejo Marmòris Hotel & SPA.



Experiencing Portuguese History

84km (52mi), 1010m total climbing (3310ft), level 4 (4.0). Today you will cross a wide farm landscape with many vineyards and with some small villages here and there. You will continue until you get to a 14th century Monastery which is in the middle of nowhere in the plain. Lodging in a Pousada that manages to combine the genuine characteristics of the former 14th century Monastery with modern luxury. Lodging in Pousada Mosteiro do Crato, Monument Hotel – Luxury Hotel.



Cycling towards the border with Spain

43km (27mi), 730m total climbing (2400ft), level 3 (2.9). You will cycle along quiet roads admiring the fields and the day ends with the climb to a medieval small town on the top of the hill, to defend our borders from the Spanish invaders. Lodging in a 18th century Manor House. Lodging in Casa Amarela (National Monument).



Leaving the border area to the center of Portugal

105km (65mi), 1280m total climbing (4200ft), level 5 (4.5). Today is the longest day of the tour but very “rolling”, and you will see the diference of the environment and landscape in Alentejo region and the center of Portugal. Lodging in a 4* hotel located in a rural area where you can enjoy the quietness of water and nature. Lodging in Hotel Segredos de Vale Manso.



The Sanctuary and the Limestone Caves

67km (42mi), 950m total climbing (3120ft), level 4 (3.8). Your way is always very diverse and you get to a sacred place, a place of many pilgrimages and prayers; several Popes have visited it several times. This is one more Jewel of Portugal.  Lodging in a cozy 4* hotel in the town. Lodging in Hotel Lis Batalha.



Free day: The impressive Monastery – the culture day

Visit an impressive 14th century Monastery and several museums around it. Lodging in a 4* Hotel located very close to the monastery (the same as the night before).



Towards the most well-preserved medieval town

79km (49mi), 920m total climbing (3020ft), level 4 (3.8). You continue cycling towards the coast until you get to the most typical beach in Portugal where the fishermen work their nets and dry the fish under the sun. The tour continues with gorgeous sea sceneries and then you get to the most well-preserved medieval town, another Jewel of Portugal, with its narrow and winding roads and its whitewashed houses and the castle at the top. Lodging in a charming 4* hotel near the historic center. Lodging in Josefa d’Óbidos Hotel.



The Silver Coast and the peninsula 

81km (50mi), 860m total climbing (2820ft), level 4 (3.8). This long coast north of Lisbon is called the Silver Coast because of the reflection of the sun on the sea water. You will see the wonderful view when you cycle around a small peninsula. Lodging in a 5* hotel located in the country side with a pool and SPA. Lodging in Dolce Camporeal Lisboa Hotel & SPA.



The Coast of Sintra-Cascais 

84km (52mi), 1200m total climbing (3940ft), level 4 (4.3). We continue towards south and closer to Lisbon. We will see more traffic and some originally fishermen villages that are now the place where many people spend their holidays close to Lisbon. The tour continues ending in Cascais, a cosmopolitan small town on the coast. Lodging in a cozy 3* hotel in the center of the town and front of the sea, to relax and enjoy the romantic environment of Cascais. Lodging in Hotel Baía.




After breakfast you leave to Lisbon airport – 45min drive.

Jewels of Portugal Bike Tour route map

Total distance  651km (405mi) | Average 72km/day (45mi/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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jewels of portugal bike tours luxury hotel 4
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Other Versions of this Tour
Or other Road Bike Tours in The Alentejo Region


“My husband and I just finished the self-guided Jewels of Portugal Tour. We have been on several self-guided European bicycle tours. The bicycles were top-notch and were in new condition. Cristina returned my emails immediately before the trip — I wondered if she ever slept! The places they choose for you to stay are gorgeous and historic. The roads we were on had hardly any cars on them. We rode through fields and fields and cork and olive trees, as well as along the coast. The Portugese people are some of the kindest we have met in Europe. The climbs are steep on the tour, but worth it.”

Heidi Rei – Denver CO, United States

“As a person of little bike experience, I have to say my two week tour of Portugal was truly rewarding. I travelled with my husband who is a competent rider, but the company provided me with an excellent hybrid electric bike which compensated. I was amazed how well I managed and it was through the assistance of the team at Portugal Bike who met the needs of everyone with their encouragement, good breaks along the way, excellent accommodation and attention to safety and every other detail that made it so outstanding. We both learnt so much about Portugal with the team’s descriptions on the way and visits to unique Portuguese sites of interest. We gathered together as a family at the end having shared a lovely adventure. Thank you Jose, Cristina and Ricardo.”

Gena Evens, 69 – Melbourne, Australia

“My wife and I just finished Portugal Bike’s two week tour through the center of Portugal (Alentejo and the coast) with a group of 14 cyclists guided by José, Cristina and Ricardo. This was a very well organized and executed cycling trip. The route was exciting, through the cork and olive groves, across rolling landscapes, past vineyards and marble quarries and limestone caves, out to the central coast north of Lisbon. (…) Cristina and José (and Ricardo) are seasoned, patient and adaptable guides; they know their routes, they organize great lodging and meals, and they provide a context and passion which frankly you might miss on a self-guided trip. We’ve participated in a number of Backroads (and other) adventures in the past; Portugal Bike is every bit as good, at a fraction of the cost. Maybe the peak moment: staring down from the walls of the Marvao castello, over valleys settled by the Romans, shaded by grand chestnuts, contemplating a dinner of pork and clams steamed in a copper cataplana. Go for it!”

Boyd Lyon, 63 – Corvalls OR, United States

“If you think you would enjoy some moderately challenging riding through gorgeous, varied country with guided exposure to some of the prime cultural sites of this amazing nation, Portugal, this trip if for you. The guides, Jose, Cristina and Ricardo are warm, welcoming, accommodating and do everything in their power to make the trip a rich experience. There are a couple of long riding days, but there are plenty of breaks to give riders a chance to refuel and catch their breath. These are balanced with shorter days and rest days in towns with great cultural attractions. Food and accommodation are both very good, considering the price of the trip. The bicycles were first rate carbon road bikes with an option for an electric bike. But most impressive was the dedication and quiet passion of our guides to make it a safe and memorable trip. “Jewels of Portugal”, a great ride in every way!”

John Meigs, 75 – Philadelphia PA, United States


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

CUBE Attain GTC SLT Disc


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.