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Cycling in the Douro Valley

0044 1606 720199

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  • Holiday code
    C06DV
  • Holiday type
    Self-guided cycling
  • Duration
    6 nights
  • Accommodation
    hotel-to-hotel
    and
  • Activity level
  • From $2750per person, tour only
  • Departure months
    JFMAMJJASOND
  • What your holiday price includes
  • 6 nights hotel-to-hotel accommodation in a mix of and hotels
  • All breakfasts and one evening meal.
  • Bike fitting and briefing at the start of your holiday
  • Headwater navigation app
  • Bike hire included
  • Luggage transfers between hotels
  • Visit and wine tasting on day 5
  • Airport transfers
  • Optional Upgrades
  • Electric bikes available
  • Suitable for
  • Solo travellers
  • Couples
  • Excellent choice for
  • Food lovers, wine lovers, flora & fauna, lake & river routes
      from 5 reviews

Portugal: Mainland Portugal

Self-Guided Cycling in the Douro Valley

  • World-class wines of the Douro Valley
  • Guided visit and wine tasting at Quinta da Pacheca
  • Delicious cuisine, prepared with local and seasonal produce
  • Cycle terraced vineyards
  • Unique, handpicked accommodation

This self-guided cycling holiday in the Douro will acquaint you with fascinating and magical surroundings, delicious cuisine and some of the world's finest wines (including, of course Port Wine, for which the region is famous). The ride begins in Castelo Rodrigo, a medieval village close to where Portugal borders Spain, and home to an ancient castle and arched palace gates. Your cycling heads across the highland plain to the Spanish border and on through historical villages to the River Douro. You'll cycle through uniquely terraced vineyards and take in the typical towns and villages of the region, including Peso da Regua, from where the wine barrels were transported in Rabelos to Vila Nova de Gaia. The accommodation is all chosen with the greatest care and you'll stay in different types, from delightful rural houses to 4 star hotels.



We're here to help

If you have any questions about this holiday call our sales team on 0044 1606 720199, use our live webchat or email sales@headwater.com

Cycling information

Routes are mainly on quieter country roads, with some short sections on busier roads and some sections on cobbled roads.




We're here to help

If you've any questions about this holiday call our sales team on 0044 1606 720199 , or email sales@headwater.com

Day 1: Arrive and transfer to Castelo Rodrigo

Pick up a shared transfer from Porto airport (included at 14.20) to the easternmost point of your holiday; Castelo Rodrigo. Enjoy the beautiful landscape and scenery that unfolds along the way, entering the fascinating landscape of the Douro River Canyon and its 200 metre high cliffs. The historical village of Castelo Rodrigo deserves an exploratory walk, with its cobbled streets, palace ruins, old walls and ogival arched gates, 16th century pillory and medieval church. Your hotel is located in Castelo Rodrigo with great views over the surrounding plains, mountains and all the way to the border with Spain.
You stay at Casa de Cisterna (Breakfast and Evening meal included)

Day 2: Cycle across high plains to Almeida and Escarigo on the Spanish border

The first day of cycling takes you across high plains to the historical village of Almeida, one of the most important strongholds in Portugal's history. Although it had been occupied by humans since the Palaeolithic era, it was only during the Arabic period that the name of the village came about - Al Meda meaning 'the table'. There is an ancient tale that a sumptuous table embedded with precious stones once stood in this spot. However, Almeida's military importance was yet to come...taken and re-taken many times during battles between the Portuguese and the Castilians, in 1296 a new castle was built by the Portuguese, then in 1640 an enormous star-shaped fortress was built around the town to defend against Spanish and French attacks. Eventually falling to Napoleon's armies it was later used by the Portuguese as a political prison. Also visit the village of Vilar Torpim, with it's chapel and manor house, and Escarigo, right on the Spanish border. Return to Castelo Rodrigo for your overnight.
Distance covered: 53 km / 33 miles

Day 3: Cycle to Aldeia do Juizo along backroads with beautiful landscapes

At the beginning of the day, cycle around the Serra da Marofa mountain range. Experience stunning views over the Iberian Plateau and from the top you can also see the Douro river system (which, beyond this river, includes Coa and Agueda rivers), to the East. Continue on to Aldeia do Juizo, a rural village with 2 chapels, several wineries and a community oven that is surrounded by vineyards, olive groves and almond orchards. On the banks of the river, there are vegetable-gardens, where the locals produce a wide variety of agricultural products. Stay in a delightful village house, part of a rural tourism complex of restored houses, all with private bathroom facilities.
Distance covered: 30 km / 19 miles

Day 4: Cycle through the historical villages of Marialva, Meda and on to Penedono

On the ride today you cycle through two historical villages, Marialva and Meda before your approach to Penedono, with views of its almost hexagon castle, perched on an outcrop. After the first 10 km you will be able to see the Castle of Marialva. When you reach the village, explore the streets, lined with buildings that have stood the test of time and which lead to the citadel surrounded by ancient walls. The next highlight is Meda - in medieval times this village was essentially a border town and the setting for hard-fought skirmishes between Christians and Muslims. The watchtower was one of the most important strategic defence points in the region and combined with the castles of Marialva and Longroiva. Today the village is quiet and the main activity is farming and wine-making. Continue on to Penedono and its medieval castle, a unique example of military architecture that dominates the surrounding countryside.
Distance covered: 39 km / 24 miles

Day 5: Ride to the UNESCO World Heritage listed vineyards of the Douro Valley

The Alto Douro winemaking region is most famous for its Port wine, but the region also produces world-famous wines from the Touriga grape. The terraced vineyards are so typical of the region that they are listed a UNESCO World Heritage site and are a delight to behold. The neatly-kept wine estates rise proudly amidst the vineyards, their names clearly visible to everyone who passes.The last stop is at the town of Peso da Regua. The town's name originated from the name of a Roman house that once stood here - the 'Villa Reguela'. Its great development only began however after 1756 with the creation of the Real Companhia Geral da Agricultura das Vinhas do Alto Douro (Royal Company of Vine-Growers from the Alto Douro Region), which set up the world's first-ever demarcated region for wine production.
Distance covered: 60 km / 37.5 miles

Day 6: Peso da Regua Loop

Today you cycle to Lamego, a picturesque town that seamlessly blends history, natural beauty and cultural charm. This enchanting city boasts a rich historical heritage that dates back to Roman times. Its well-preserved historic centre, characterised by narrow cobbled streets and centuries-old churches, offers a glimpse into Portugal's past. The city is graced by the imposing Sanctuary of Our Lady of Remedies, a Baroque masterpiece perched on a hill and accessed by a grand staircase decorated with intricate azulejos (tiles). Lamego is also renowned for its role in the production of Portugal's famous wines, particularly Port. We recommend you have lunch in Lamego before heading back towards Peso da Regua.
Distance covered: 34km / 21.5 miles

Day 7: Transfer back to the airport, or choose to spend extra time in the cosmopolitan city of Porto

This morning you check out from your hotel and are transferred back to Porto; here you can choose to spend some time in this cosmopolitan city, or go straight back to the airport for your flight home. Extra nights in Porto can be requested at the time of booking.

Where you stay

During your holiday you stay at the following hotels. If you'd like to extend your time at any of these or, if you'd like to enhance your stay with an upgraded room, just let us know at the time of booking.

To find out more call our sales team on 0044 1606 720199, use our live webchat or email sales@headwater.com


Find out more on the hotel website.
Read customer reviews on Tripadvisor.

Casa da Cisterna, Castelo Rodrigo

Swimming Pool IconHair dryer icon

For the most of us, living in a luxury condominium means living within a modern infrastructure with a selected and closed environment that should include a swimming pool. But for Ana and António, two biologists who came from Lisboa fascinated by the rural charms, the luxury condominium concept is a bit different: in Castelo Rodrigo, the beautiful fortified village they live in, the walls have centuries of history and are opened to whoever wants to come in. The people in the neighbourhood always stand a smile and the swimming pool is a monument – the ancient cistern that once served as water reservoir for the village and now gives name to Casa da Cisterna. Different perspectives, different rhythms of life...


Extra nights: Please contact us for details.


Find out more on the hotel website.
Read customer reviews on Tripadvisor.

Casas do Juizo, Aldeia Do Juizo

Swimming Pool IconHair dryer icon

Located in the centre of the village of Juizo, Casas do Juízo - Turismo Rural is a rural tourism complex of 8 rustic houses. Houses have been fully recovered maintaining their original characteristics and each can accommodate 1 to 8 people. Each feature private bathroom facilities and are equipped with flat-screen TV with 30 channels, sofas, fireplace, wardrobe and dining areas. Guests staying at Casas do Juízo - Turismo Rural will be able to prepare their own meals since each house includes a fully equipped kitchen. In addition Taberna do Juiz can serve meals upon previous request. The complex where Casas do Juízo - Turismo Rural are set includes a greenhouse, a vegetable garden, fruit trees, werehouses, garages, a glass-covered terrace, 2 fountains and a waterwell. Guests can enjoy the tranquillity and unique landscapes of Beira Alta.


Find out more on the hotel website.
Read customer reviews on Tripadvisor.

Hotel Medieval de Penedono, Penedono

Hair dryer icon

Located in the heart of one of the most beautiful and traditional villages of Portugal, Hotel Medieval® de Penedono**** offers you an elegant and cozy atmosphere with a stunning view of Penedono’s Castle. It is this combination of modern and traditional that gives the hotel its identity and unique charm. Housed in a historic building whose original facade was maintained, Hotel Medieval® de Penedono**** invites you to discover the beauty of this historical region where Douro meets Beira Alta.


Find out more on the hotel website.
Read customer reviews on Tripadvisor.

Hotel Regua Douro, Peso da Regua

Swimming Pool IconHair dryer icon NEARBY:

The hotel is located on the bank of the River Douro, in Peso da Regua, at the entrance of the Douro Region. The restaurant and pool look out over the river.

Travel

Call now to speak to our specialist team at 0044 1606 720199 or email us at sales@headwater.com for enquiries or to book your trip.

Reviews

Everyone who goes on a Headwater holiday will be emailed a link to our post-holiday questionnaire where they can give us an honest assessment of all aspects of their holiday - everything from how quickly we answer the phone to how clean the hotels were - plus an overall rating and comments about their holiday.

Any feedback collected is posted to our website, so that people can make an informed decision based on past experiences before heading off on holiday. We don’t edit the reviews, the only thing we do is proofread them and alter any typos, where necessary, to ensure they are easy to read for everyone. All reviews will be published (except in certain extreme circumstances), and a member of the Headwater team will respond to any constructive criticisms/comments under the reviews, at their discretion. So, for the real tales, twists and turns of our holidays, look no further than the reviews from our previous travellers.


Jennifer Rubenstein, 08/06/2023


LACEY, 18/05/2023

A beautiful trip through some stunning scenery. You visit very remote and isolated parts of Northern Portugal that you would never normally get to see. The hotels are small and you are looked after extremely well by the hosts. The people we met were friendly and helpful. Overall it was a fabulous holiday


Mrs Kilpatrick, 27/04/2023

Excellent cycling trip exploring some very quiet areas of Portugal. The accommodation was of a vey high standard.


Mrs Princep, 21/05/2022

We had a wonderful holiday in the Douro Valley. The route was really scenery was beautiful and the choice of accommodation excellent. We felt well supported by staff and the high quality of equipment. Although the trip was graded challenging, it wasn't impossible but taking into account the length and steepness of the climbs we consider it to be accurate. Would highly recommend this holiday to people who cycle regularly.


Mrs Elphick, 21/05/2022

You start in an unspoilt, beautiful part of NE Portugal and gradually work your way down to the Duoro valley. The wildflowers in May are stunning. There are some challenging climbs but it is worth it.



Dates and prices

You can be confident that our pricing includes all the standard requirements of your holiday and many additional extras. Always ensure that you are comparing like for like when booking your holiday.

This 6 night self-guided cycling holiday includes:

Hotel-to-hotel accommodation in a mix of and hotels

All breakfasts and one evening meal.

Bike fitting and briefing at the start of your holiday

Headwater navigation app for your smartphone

Bike hire

Luggage transfers between hotels

Visit and wine tasting on day 5

Airport transfers


How to book:

To book this holidays speak to our sales team on 0044 1606 720199 or click on the appropriate 'book now' or 'check availability' button below.

To book this holiday call our sales team on 0044 1606 720199 or click on the appropriate 'Book now' or 'check availability' button below.

  • Apr 2024
  • May 2024
  • Jun 2024
  • Sep 2024
  • Oct 2024
DepartingTour only Prices   Single supplement
11th Apr 2024 US$2750 US$450 Tour only: US$2750
Single supp: US$450
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18th Apr 2024 US$2750 US$450 Tour only: US$2750
Single supp: US$450
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25th Apr 2024 US$2750 US$450 Tour only: US$2750
Single supp: US$450
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DepartingTour only Prices   Single supplement
2nd May 2024 US$2765 US$450 Tour only: US$2765
Single supp: US$450
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9th May 2024 US$2765 US$450 Tour only: US$2765
Single supp: US$450
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16th May 2024 US$2765 US$450 Tour only: US$2765
Single supp: US$450
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23rd May 2024 US$2765 US$450 Tour only: US$2765
Single supp: US$450
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30th May 2024 US$2765 US$450 Tour only: US$2765
Single supp: US$450
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DepartingTour only Prices   Single supplement
6th Jun 2024 US$3125 US$450 Tour only: US$3125
Single supp: US$450
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13th Jun 2024 US$3125 US$450 Tour only: US$3125
Single supp: US$450
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20th Jun 2024 US$3125 US$450 Tour only: US$3125
Single supp: US$450
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27th Jun 2024 US$3125 US$450 Tour only: US$3125
Single supp: US$450
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DepartingTour only Prices   Single supplement
5th Sep 2024 US$3125 US$450 Tour only: US$3125
Single supp: US$450
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12th Sep 2024 US$3125 US$450 Tour only: US$3125
Single supp: US$450
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19th Sep 2024 US$3125 US$450 Tour only: US$3125
Single supp: US$450
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26th Sep 2024 US$3125 US$450 Tour only: US$3125
Single supp: US$450
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DepartingTour only Prices   Single supplement
3rd Oct 2024 US$2765 US$450 Tour only: US$2765
Single supp: US$450
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10th Oct 2024 US$2765 US$450 Tour only: US$2765
Single supp: US$450
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17th Oct 2024 US$2765 US$450 Tour only: US$2765
Single supp: US$450
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The prices quoted for each individual departure supercede those published in our current brochures. Air prices are subject to change and we advise early booking to obtain the best prices. Please see our Planning your holiday and What's included in the price? pages for additional information.

Holiday details

Solo travellers
Please call for details and prices

Children
This holiday is unsuitable for children.

Holiday type
Self-guided cycling Managed by Headwater rep.

Departures
Thursdays from 11th Apr 2024 to 17th Oct 2024, for 6 nights. All dates are subject to availability, please contact us to check.

Meals
All breakfasts and one evening meal.

Electric bikes
It is possible to hire electric bikes for this holiday at a supplement of £164 per person. As these are available on a first come first served basis, we recommend early booking to avoid disappointment.

Tailor-made travel

Tour only
Standard transfers can be arranged for all flights arriving before 14:20. Standard transfer on the return can be arranged for all flight departures after 14:00.

How to book

To book this holidays speak to our sales team on 0044 1606 720199 or click on the appropriate 'book now' button above.

If you need further information before you book simply complete our Holiday Enquiry Form and a member of our sales team will get back to you.

To book this holiday call our sales team on 0044 1606 720199 or click on the appropriate 'Book now' or 'Check availability' button below.

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