Biking past vineyards, and castles on this tour. Photo courtesy of Tour Operator.

Cobbled street in the "white gold" city of Estremoz, Alentejo, Portugal. Photo courtesy of Tour Operator.

Castles and Wine

Portugal Bike Tours

Cycling through Alentejo

This picturesque bike tour in Portugal is all about discovery on two wheels. Your itinerary showcases castles, churches, artisans, wine producers, and typical family owned cafés by day, and accommodations in palaces, convents, castles, or lovely farms by night. The landscape is diverse and varied, from olive groves, vineyards, and cork oaks to granite, schist, and marble.

Your adventure begins in the small village of Arraiolos, famous for its embroidery (Tapetes Arraiolos) and leads you to beautiful Évora, an impressive medieval city classified by UNESCO as a World Heritage Site. You will cycle to Monsaraz, the lovely white castled village with a panoramic view over the biggest artificial lake of Europe, and then through Terena and its impressive sanctuary.

The perfect finish to you vacation is Estremoz, the city of the "white gold", surrounded by an old protective wall.


  • Accomodations in castles, palaces and farmhouses
  • Tastings of Internationally awarded wine
  • Cycling through beautiful landscapes with vineyards, olive groves, cork oaks
  • Évora historical center, classified by UNESCO as World Heritage Site
  • Medieval villages
  • Fantastic gastronomy of Portugal and the Alentejo, always present at our wonderful gourmet picnics and selected restaurants.

You can choose how you want to cycle; guided, supported, or self guided.

A comprehensive list of our bike tours in Portugal can be found here.

Tour Dates

*Guided: March 18, April 8, April 15, May 6, May 13, September 9, October 14, and November 11, 2017
Private guided dates are available for groups of two or more.
**Supported: Arrival possible any day for groups of two or more people 
Self-Guided: Arrival possible any day for groups of two or more people 
(July and August is not recommended as it is very hot!)

*Guided tours: Accompanied by one or two cycling guides and support vehicle. Driver will prepare picnic lunches, transfer luggage, and be available for support if needed.
**Supported tours: Driver (who will also serve as guide) and van will be available at all times for support. The guide will stop at important and interesting places to give explanation or provide some history but will not cycle with group.

Skill Level

This is a moderate bike tour on slightly undulating, mostly paved roads. Average daily distances cycling between 22 and 35 miles (35 and 57 km).

Where You’ll Stay

Lovely pousadas and high quality 3 or 4 star hotels

What’s Included

  • 7 nights’ accommodations including breakfasts
  • Bike rental with front bag, back rack, pannier, and tool kit
  • Luggage transfers
  • Cheese, jam, and liqueur tasting
  • Visit to carriage museum and wine tasting
  • 24 hour emergency contact
  • Route descriptions, maps, and tourist information
  • Souvenir
  • Personal accident insurance
  • VAT tax
  • Supported tour
  • All of the above
  • Transfer on private bus from Lisbon’s airport to Alvito
  • Transfer on private bus from Estremoz to Lisbon’s airport
  • Support Vehicle
  • Water and fruit for the day
  • 2 picnic lunches per person
  • 1 "petisco’s"/snack lunch
  • 3 lunches at regional restaurants
  • 5 dinners with wine
  • 2 wine tastings at wineries
  • Entrance fee at Bones chapel, in Évora
  • Entrance fee at Évora’s cathedral
  • Entrance fee at Vila Viçosa’s Ducal Palace
  • Portugal Best Cycling jersey
  • All the above
  • Cycling guide

What’s Not Included

  • Lunches (Self-guided tour)
  • Dinners (Self-guided tour)
  • Transfer from Lisbon airport to Alvito (Self-guided tour)
  • Transfer from Estremoz to Lisbon airport (Self-guided tour)
  • Entrance fees (Self-guided tour)
  • Bicycle protection
  • 2 dinners (Guided tour)
Length8 days
From719 Rates
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Day-To-Day Itinerary

Castles and Wine Map

Day 1: Individual arrival and transfer to Arraiolos
Day 2: Arraiolos - Evora,  25 or 37 miles (40 or 60 km)
Day 3: Cycling around Evora or Arraiolos to Evora, 28 miles (45 km)
Day 4: Evora - Reguengos de Monsarez, 31 or 35 miles (50 or 57 km)
Day 5: Reguengos to Monsaraz, 22 miles (35 km)
Day 6: Monsaraz to Vila Viçosa, 31 miles (50 km)
Day 7: Vila Viçosa to Estemoz, 22 miles (35 km)
Day 8: Departure 

*All distances are approximate.

Day 1: Individual arrival and transfer to Arraiolos
Upon arrival to the airport, you will be transferred to Arraiolos, a lovely medieval village with a gorgeous castle. At 6 pm, you will have a tour briefing. For those who have booked a supported or guided tour, you will enjoy a welcome drink and dinner. Accommodations are according to level booked, either in a charming guest house (standard) or a 16th century convent (charm).

Day 2: Arraiolos - Evora,  22 or 26 mi. (35 or 42 km)
Your destination today will be Arraiolos village, with its rich historical center and famous for its carpets and the delicious Pastéis de Toucinho. There will be an opportunity to visit a cheese farm and a winery for lunch. Riding past small farms through idyllic landscapes you will reach your final destination, finally riding in the ecotrail, a green lane built on top of an old railway.  From the hilltop castle in Evora,  you can see for miles! There are two possibilities for accommodations this evening. One is in a lovely guesthouse outside of Evora. Distance then will be 35 km. Another possibilities is a 4 star hotel in the historical center of Evora. Cycling distance will then be 42 km. Total ascent, 400 m.

Day 3: Cycling around Evora, 28 miles (45 km)
Today you will have the opportunity to visit some of the most important megalithic monuments of the region. The landscape is lovely and filled with holm oak and cork trees. You will learn about the cork extraction and about the people that inhabited the region more than 5,000 years ago. Also, visit the Dolmen of Zambugeiro, one of the largest stone tombs in Europe. Also among the highlights are 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. End the day with wine tasting in the Évora Wine Tour Shop. If your accommodations are the guesthouse, you will have a transfer in the beginning of the day. Total ascent, 500 m.

Day 4: Evora - Reguengos de Monsarez, 31 or 35 miles (50 or 57 km)
Cycle along 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 when in season, an olive mill to see how olive oil is made. Also cycle past Castle of Valongo and visit a cheese factory in Reguengos de Monsaraz. Arriving to Reguengos de Monsaraz, you still have plenty of time for some wine tasting in a gorgeous traditional winery where they still store their wine in old clay pots. If accommodations are the guesthouse, distance will be 57 km. Total ascent, 500 m.

Day 5: Reguengos to Monsaraz, 22 miles (35 km)
Today, visit the famous pottery village of S. Pedro do Corval. Here, you can see the men working the clay, transforming it into beautiful pots and plates, and the ladies painting them with flowers. Conquer the climb to the gorgeous village of Monsaraz, built in a castle on top of a hill. Monsaraz a beautiful view over the lake of the Alqueva dam, the largest artificial lake of Europe. After a hard climb, you can relax by the lake and enjoy a picnic lunch. Total ascent, 380 m.

Day 6: Monsaraz to Vila Viçosa, 31 miles (50 km)
Today you leave behind the schist land and discover the marble kingdom. The route begins with a gentle rolling hills. Along the way, visit the impressive sanctuary of Nossa Srª da Boa Nova and the flowery village of Terena. You will pass the marble quarries of Bencatel area with its moon-like landscape. From here, the white gold was extracted to build gorgeous cities such as Estremoz and Borba. We arrive at Vila Viçosa, a favorite resting place for many kings whose noble subjuects built beautiful manor houses in the area. Total ascent, 680 m.

Day 7: Vila Viçosa to Estemoz, 22 miles (35 km)
The day begins with a visit to the marble museum in Vila Viçosa, and the ducal palace, followed by pedaling to Borba. In Borba, you can visit one of those typical local cafés where the wine served is produced in the clay pots that also decorate the space. All of the wine served is locally produced. You will ride through some typical villages where you can stop for traditional "petiscos" (local snacks) for lunch. The route then leads to Gloria, where you will visit the Church of Nossa Srª dos Martires, a marble gothic church. Arriving to Estremoz, you will be impressed by the beautiful architecture and the imposing tower of the castle which will be your accommodation for the night! Theres is a possibility to eliminate some of these climbs by paying a small supplement fee. Total ascent, 680 m.

Day 8: Departure 

Check out this video to see some of the breath-taking sights Portugal has to offer! 

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