Family Cycling Holidays

Cycling Holidays in Portugal

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Self Guided Cycling Holidays in Portugal - Castles and Wine

Welcome to Hooked on Cycling Holidays and our beautiful self guided cycling holidays in Portugal. Our bike vacations are based in the unexplored region of Alentejo midway between Faro and Lisbon. This region takes you away from the tourists region of the Algarve and into stunning countryside and coastal scenery. This is a cycle tour is a combination of cycling and discovery, you can be sure to leave Portugal with a much richer knowledge of our region! On your bike rides you will visit castles, churches, artisans, vineyards and typical family owned cafés. The landscape changes from olive groves to vineyards and cork oaks, from granite to schist and to marble. The accommodation is mostly in renovated palaces, convents, castles or lovely farms. Roads are mostly undulating. This means that you rarely have big climbs, but go slightly up and down several times. We mix some dirt roads with asphalt, but most of the tour is on asphalt. The dirt road connections give the tour a special link to nature.

Cycling holiday in Portugal

Available daily March to November
Level 2 self guided tour.

Day 1 Arrival to Alvito
Arrival to Lisbon airport and transfer to Alvito. Welcome drink and first briefing at around 6pm.

Day 2 Hamlet’s Route cycling from Alvito to Évora 25 miles 40 km.
We start by riding through Alvito, famous for its several buildings with manueline architecture. We pass through several tiny lovely hamlets, where life goes by at the slow Alentejo pace, and then ride to the village of Viana do Alentejo, well know for its pottery, the majestic castle with a mother church inside and the impressive Church of SenhoBking vacation in Portugalra de Aires. The local «tasca» (typical café) is totally genuine and the atmosphere very serene. We continue cycling to Évora, classified by UNESCO as World Heritage Site.

Day 3 Megalithic Route - cycling around Évora 28 miles 45km
Today you´ll visit some of the most important megalithic monuments of the region. The landscape is lovely, with a lot of holm oak and cork trees. You will learn about the cork extraction and about the people that inhabited the region more than 5000 years ago. You will visit the Dolmen of Zambugeiro, the biggest in Europe, the Cromlech of Almendres, and the roman ruins of Tourega. In the afternoon you cycle in the city of Évora and discover the amazing history of this beautiful city. You can visit the surreal Bone’s chapel and the impressive cathedral, originally from the 13th century. You can finish with a wine tasting in the Évora Wine Tour Shop.

Day 4 The Valley of the Degebe River cycling from Évora to Reguengos de Monsaraz 30 miles 50 km
You ride between olive groves to reach the small and traditional village of Nossa Srª de Machede. Here you should stop at a local café for a drink, visit the leather factory and an olive mill (when in season). Then you will pass the Castle of Valongo and visit a cheese factory in Aldeias de Montoito. Arriving to Reguengos de Monsaraz you still have plenty of time for some wine tasting in a gorgeous winery where they still have a room with the old clay pots to keep the wine.Bike tour in Portugal

Day 5 Conquest of the Castle of Monsaraz Cycling from Reguengos to Monsaraz 19 miles 35 km.
You can visit the famous pottery village of S. Pedro do Corval, where you can see the men working the clay, transforming it into beautiful pots and plates, and the ladies painting them with flowers. We recommend that you have lunch by the lake (take a picnic), with a beautiful view over Monsaraz. Then it is time to conquer the gorgeous village of Monsaraz, built in a castle on top of a hill. From Monsaraz you’ll take in the beautiful view over the lake of the Alqueva dam, the biggest artificial lake of Europe.

Day 6 The Sanctuary Route Cycling from Monsaraz to Vila Viçosa 30 miles 50 km.
Today you leave the schist land and discover the marble kingdom. Start with a gentle rolling morning ride and then visit the impressive sanctuary of Nossa Srª da Boa Nova and the flowery village of Terena. After comes the moon like landscape of the marble quarries of Bencatel area. From here the «white gold» was extracted to build gorgeous cities such as Estremoz and Borba. We arrive at Vila Viçosa, a favourite resting place for many kings who were followed by many noble people who built beautiful manor houses in the area.

Day 7 - The Marble Route cycling from Vila Viçosa to Estemoz 19 miles 35 kmCycling holiday in Portugal
You start by visiting the fabulous Ducal Palace of Vila Viçosa, and then follow to Borba. In Borba, you can visit one of those typical local cafés where the wine served is produced at the clay pots that decorate the space. It’s the local «hand made wine». You visit a marble quarry and then follow to the Church of Nossa Srª dos Martires, a marble gothic church. Arriving to Estremoz you’ll be impressed by the beautiful architecture and the imposing tower of the castle where you will sleep!

Day 8 Departure
You can depart after breakfast.

Typical accommodation ( subject to change)
Standard Residential Varanda upgrade Pousada do Alvito, built in the castle with pool.
Standard Best western Santa Clara, upgrade Hotel Mar de Ar Muralhas, in Évora, a nice manor house with swimming pool
Vila Planicie with pool
Standard Solar dos Mascarenhas, a manor house in Vila Viçosa, with swimming pool, upgrade  Pousada D. João IV, built in a palace.
Standard Hostal D. Dinis, upgrade Pousada Rainha Stª Isabel, built in a palace with a pool.

What is Included

  • 7 Nights Bed and Breakfast
  • Luggage Transfers
  • Route Instructions
  • Information pack.
  • Welcome meeting


  • Rental Cycle
  • Cost before and after tour
  • Flights
  • Upgraded accommodation
  • Extra Nights
  • Airport transfers
  • Travel Insurance

Tariff 2014


Price per person based on two persons sharing double cabin , standard / upgrade

£694 , £806

Single Room


Return airport transfers based on minimum of 2 persons


Rental Cycle per person


GPS Rental

Book your cycling holiday now

How to get there
To Lisbon airport where you travel by train or bus to Alvito or book a return private transfer.