Difficulty Rating : 5 Start: Arraiolos Finish: Estremoz Terrain: A moderate tour, although not flat is not challenging Daily Average: 43km Weekly Average: 245km Tour Type: Self Guided,Group Teaser: Our Portugese Castles and Wine BIKE TOUR will live up to its name!
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Our Portugese Castles and Wine BIKE TOUR will live up to its name!

Most nights will be passed either in a castle or an old convent, now beautiful charming hotels. Along the way, the great ancient city of Évora, world heritage sites and small fortified hamlets which tell the stories of wars with moors and Spain. The Spanish border is right beside you on the other side of Alqueva, the biggest artificial lake in Europe.

The loveable Alentejo people, the Mediterranean typical gastronomy along with the wonders of cork, marble, olive oil and other crafts will enrich your experience. And the wine… well come and judge for yourself…

All this in safe backroads with some easy bits cycling off the asphalt, with us by your side.

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A downloadable version of the itinery is available from the Resources Tab


Day 1

Arrival to Arrailos

Arrive to Arraiolos ,a medieval village with a beautiful castle. Airport transfer inluded from Lisbon on supported & guided tours and optional transfer from Lisbon Airport for €75.00 for self guided clients. A chance to check into your hotel and relax for the afternoon. At 6 p.m. there is a briefing of your bike tour

Day 2

Arraiolos~ Évora ( 42kms )

The bike tour starts cycling through Arraiolos village with its rich historical entre. Climb to the castle, one of the few round shaped in the peninsula, and conquer its unforgettable views from there.

On the way to Évora its time to visit the Fita Preta winery, located in a medieval property with a 14th century’s palace, recently restored after several years left to apandonment. A lot of prized wines here! Or, alternatively, an aromatic herbs farm, where you will taste delicious teas, honey and olive oil. Distance: 30 km if you sleep in Évora. 45 km if you sleep at our guesthouse.

Day 3

Megalithic Route around Évora

If you are intrigued by the enormity of some Neolithic constructions or wondered about the magical meaning of some pre historical sites, than this cycle is for you. Our Cycle includes visiting the biggest dolmen and one of the most important cromlech in Europe with over 5000 years of history. The ride finishes in Évora, where you will have the chance to wonder around and get immersed in this ancient pre-roman settlement. One of the highlights will be the visit to the surreal XIII century bone chapel.

Day 4

Évora ~ Reguengos de Monsaraz

Leaving Évora a more barren landscape unfolds. The cycle takes you between olive groves to reach the small and traditional village of Nossa Srª de Machede. After a pause for a cold drink or coffee you can a visit to an old working leather factory. After lunch the mysterious castle of Valongo will provide shade while it unveils its Roman past. A cycle through easy backroads sets the tone to the day’s final destination. Before dinner a visit to a local winery where the scent of the brewing clay pots fills the air with the ancient knowledge that makes great wine.
You may cycle 10 kms more and stay at Herdade de S. Lourenço do Barrocal, a charming country hotel with an architecture prize, which produces their wine and olive oil. If you chose this option we recommend that you stay for two nights, and we will adapt your cycling route to Monsaraz.

Day 5


Today’s destination is the fortified village of Monsaraz, an important stronghold in the defence of Portugal, just by the border with Spain. On the way you can visit the famous pottery village of S. Pedro do Corval, where you can see the men making magic with the clay, transforming it into beautiful pots and plates, and the ladies painting them with flowers in an impressive speed.
Then, with Spain in sight, lunch by the biggest artificial lake in Europe, the Alqueva dam reservoir. Finally it’s time to conquer the castle and climb up to Monsaraz!

Day 6

Monsaraz ~ Vila Viçosa

The day’s cycle will lead you to the marble capital of Portugal and one of the biggest in Europe. The marble triangle will mark the landscape for the next tour days. The so called white gold is the main economic driver of the region. Its richness is a constant presence in the wide streets and tall buildings. A visit to an impressive fortified sanctuary with an interesting tale will close the morning. Then a rare sight over distinct coloured lagoons finishing with accommodation in an aristocratic convent.

Day 7

Vila Viçosa ~ Estemoz

Today’s cycle is relaxing so you can take this opportunity to taste some local delicacies: Petiscos (Snacks). From tavern to tavern the ride will undoubtedly delight every sense! The rest of the day will be spent in meandering through beautiful countryside until your arrival in Estremoz, the final destination of the journey. The final leg of your journey is to climb up to the marble Donjon tower of the castle where you will sleep!

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Self guided Tours:
€1,090 per person sharing on self guided tours (based on 2 people traveling)
€1,560 single room occupancy (based on 2 people traveling)
€930 per person sharing on self guided tours (based on 4)
€1,400 single room occupancy (based on 4)
High Season - 1st June to 30th September:
€1,160 per person sharing on self guided tours (based on 2 people traveling)
€1,760 single room occupancy (based on 2 people traveling)
€1,000 per person sharing on self guided tours (based on 4)
€1,600 single room occupancy (based on 4)

Supported Tour (support van en route)
Low Season, year round
€2,465 per person sharing ( based on 2 travelling )
€1,845 per person sharing ( based on 4 travelling )
€470.00 single supplement
High Season  1st June to 30th September:
€2,535 per person sharing ( based on 2 travelling )
€1,915 per person sharing ( based on 4 travelling )
€600.00 single supplement

Guided Tour (support van and cycling guide on set tour dates)
Low Season, year round
€2,500 per person sharing
€470.00 single supplement
High Season 1st June to 30th September:
€2,570 per person sharing
€600.00 single supplement

Guided Private Tour (support van and cycling guide on a date of your choice)
Low Season, year round
€2,930 per person sharing (based on 2 travelling)
€2,590 per person sharing (based on 4 travelling)
€470.00 single supplement
High Season 1st June to 30th September:
€3,000 per person sharing (based on 2 travelling)
€2,660 per person sharing (based on 4 travelling)
€600.00 single supplement

Self Guided Tour Information

Tours start on a Saturday year round. 
Non Saturday starts are possible for an €80.00 supplement


How to get to the start point

Lisbon Airport is the closest airport. Airpor transfers are included in supported tours. For self guided tours, its possible to book transfers:

Airport transfer to first hotel: €75
Airport transfer from last hotel: €75


Tonights you are staying in one of two hotels.  
The Pousada de Arraiolos, built in a wonderful 16th century convent, with swimming pool, 2 kms from Arraiolos ( image to the left )
Casa do Plátano, a very charming guest house in the village centre ( image to the right )

Arraiolos image 1Arraiolos image 1


In Evora among the options for tonights accommdation are:
Monte do Serrado de Baixo, our lovely guesthouse, with swimming pool ( image to the left )
Hotel Mar de Ar Muralhas, a 4* hotel in Évora historical center, with a swimming pool

You may upgrade your stay to the 16th century recovered convent, Hotel Mar de Ar Aqueduto ( image to the right )

Evora image 1Evora image 1

Reguengos de Monsaraz

Accommodation tonight is in  Solar de Alqueva, with a swimming pool ( image to the left )

You may cycle 10 kms more and stay at Herdade de S. Lourenço do Barrocal, a beautiful country hotel with an architectural prize ( image to the right ).
If you chose this option we recommend that you stay for two nights, and we will adapt your cycling route to Monsaraz.

Reguengos de Monsaraz image 1Reguengos de Monsaraz image 1


Casa Dona Antónia, is tonights preferred accommoadtion,  a charming bed & breakfast in the medieval castle

Monsaraz image 1Monsaraz image 1

Vila Viçosa

A wonderful opportunity to stay in the Pousada D. João IV, built in a convent, with a swimming pool

Vila Viçosa image 1Vila Viçosa image 1


A final night and staying in another magnificient Pousada Rainha Stª Isabel, built in a palace, with a swimming pool

Estemoz image 1Estemoz image 1

Tour Date Options

Red = booked out / not available, Blue = Limited Availability, Green = available

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Booking Form

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We require you to have Travel Insurance when you book the tour. It is important that you are covered in case of cancellation due to injury as the deposit is non refundable

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For single travellers, we organise accommodation on a twin sharing basis. Please note it may not be possible on all our tours and a single supplement will be applied.

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Other Information

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Payment Information

If you have been on a previous tour, there is a €50.00 discount on our week long tours in Ireland (unfortunately this discount does not apply to other European trips)

A €250.00 deposit is required for each person booking on a holiday. The Balance payment is required two month prior to the starting date. The deposit is forfeited in the event of a cancellation of your booking. The balancing payment is also non-refundable in the event of the cancellation occuring within 14 days of the tour starting date. All transactions are taken in Euro.

We will contact you to confirm your booking and payment details.

Please ensure that you have read the terms and conditions before proceeding.

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Booking Conditions

Irish Cycling Safaris Ltd (“the Company”) accepts bookings subject to the following conditions:

  • The contract is between the Company and the client, being any person travelling or intending to travel on a tour operated by the company. The contract, including all matters arising from it, is subject to Irish law and the exclusive jurisdiction of the Irish courts. A booking is accepted and becomes definite only from the date when the company sends a confirmation. It is at this point that a contract between the company and the client comes into existence. Before your booking is confirmed and comes into existence the company reserves the right to increase or decrease brochure prices. The company or their agents reserve the right to decline any booking at their discretion.
  • To secure a booking the Company or their agent requires a completed booking form and the necessary deposit. (Full payment if travel within 60 days). The first named client must be over 18 years of age. Clients booking by telephone, by website/E-mail or fax will be deemed to have signed the booking form and read and accepted our terms of booking. The person signing, or being deemed to sign, the booking form warrants that he/she has full authority to do so on behalf of all persons whose names appear thereon, and confirms that all such persons are fully aware of and accept these conditions.
  • The balance of all monies due, including any surcharges applicable at the time, must be paid to the company or their agents not later than 60 days before departure. In the case of non-payment of the balance by the due date the Company reserves the right to cancel your booking and cancellation charges will apply. If any cheque is dishonoured we reserve the right to charge €25 to cover administration costs.
  • Travel Insurance is mandatory for all clients whilst on a tour organised by the Company. Clients are wholly responsible for arranging their own insurance. Clients are responsible for ensuring that they are in possession of private Travel insurance with protection for the full duration of the tour in respect of at least medical expenses, injury, death, repatriation, cancellation and curtailment, with adequate cover.
  • An administration fee of €25 per booking plus any additional costs incurred will be charged if a confirmed booking is changed or transferred to a different departure date or tour, up to 60 days prior to departure. Thereafter all changes will be treated as cancellations and subject to the relevant charges. Changes are subject to availability. For an administration fee of €25 you may request a credit voucher. This must be redeemed within 12 months of issue and must be used against a new booking. The voucher is non transferable and cannot be exchanged for cash. In certain circumstances, which the Company considers reasonable, the booking may be transferred to another suitable person; however the tour arrangements must remain the same and will only be allowed if all suppliers agree to accept the name change. If a transfer is allowed an administration charge of €25 per person will be charged plus any extra charges levied by suppliers.
  • Should the client wish to cancel, cancellation charges will be imposed. These are calculated from the day written notification is received by the company or their agent as a percentage of the total tour price, including surcharges as follows:

    > 60 days before departure – retention of deposit

    60-14 days before departure – 50%

    < 14 days before departure – 100%

  • Clients are responsible for arranging, and must be in possession of, a valid passport and any visas and vaccination certificates required for the whole of their journey. Information about these matters or related items (climate, clothing, baggage, personal items etc) is given in good faith but without responsibility on the part of the company.
  • Should the client have a reason to complain, you must immediately notify our representative and the relevant supplier. If the client’s complaint is not dealt with satisfactorily at the time, they must write to us with full details of the complaint within 28 days of the end of the tour. Failure to notify complaints entirely within accordance of this clause will diminish or extinguish the client’s ability to claim compensation.
  • The company provides all services on a “ground only” basis. The client is responsible for arranging their own travel to the designated start points of each tour. The company cannot accept any liability for any delay/cancellation in your transportation and cannot offer any refunds for lost holiday time.
  • Clients agree to accept the authority and decisions of the Company’s employees, tour leaders and agents whilst on the tour with the company. If in the opinion of such persons the health, level of fitness or conduct of a client at any time before or after departure appears likely to endanger the safe, comfortable or happy progress of a tour the client may be excluded from all or part of the tour without refund or recompense. In the case of ill health the company may make such arrangements as it sees fit and recover the costs thereof from the client. If a client commits an illegal act the client may be excluded from the tour and the Company shall cease to have responsibility to/for them. If you are affected by a condition, medical or otherwise, that might affect you or affect other people’s enjoyment or active participation of the tour, you must advise us at the time of booking. No refund will be given for any unused services.
  • The Company will use its best endeavours to operate all tours as advertised. However, it reserves the right to change any of the facilities, services, prices or itineraries described in our brochure/website. If a major change is necessary or deemed advisable, the company will advise the client as soon as reasonably possible, if there is no time before departure. A major change does not apply to a change of transport or named accommodation, but is usually considered a major change in itinerary or change in duration of a client’s holiday. If advised of a major change before departure, the client will have the choice of accepting changes (at additional cost if applicable), purchasing another available tour from the company, or cancelling the tour with a full refund.

    Provided that the major change is not as a result of situations outside the company’s control or consolidation, compensation will be paid as follows:

    Notification Period Given / Compensation Per Person

    More than 30 days: Nil

    14-30 days: €40

    Less than 14 days: €50

  • Force Majeure. We regret we cannot accept liability or pay any compensation where the performance or prompt performance of our contractual obligations is prevented or affected by reasons of circumstance amounting to “force majeure”. In these conditions “force majeure” means any event which we the supplier of services in question could not, even with all due care, foresee or avoid. Such events include war or threat of war, riot, civil strife, industrial dispute, terrorist activity, natural or nuclear disaster, fire or adverse weather conditions, epidemics or health risks and all similar events outside our control.
  • The company reserves the right to cancel a tour in any circumstances but will not cancel a tour less than 4 weeks before departure except for “force majeure”, consolidation, or the client’s failure to pay the final balance. Unless the client fails to pay the final balance, the company, upon cancellation will return all monies paid to it, or offer the client an alternative holiday of comparable standard if available (if less expensive than original we will refund the difference, if more expensive, the client will have to pay the difference). Compensation will not be payable (1) where the company is forced to cancel as a result of unusual and unforeseeable circumstances beyond our control, the consequences of which we could not have avoided even with all due care or (2) where an insufficient number of people book the clients chosen holiday and we notify we are cancelling for this reason not less than 28 days before departure. In all cases our liability is limited to offering the above choices and the compensation payments (where applicable) set out in clause 11. No compensation is payable if we notify you of cancellation more than 8 weeks before departure. We cannot be held responsible for any costs or expenses you may have as a result of cancellation.
  • Client’s bookings are accepted on the understanding that they appreciate the risks inherent in adventure travel and that they undertake the tours featured in our programme at their own volition. Our obligations, and those of any suppliers providing any service or facility involved in any travel arrangements you book with us, are to provide services and facilities with reasonable care and skill. Facilities will be provided to the realistic minimum standard recommended by the regulatory authorities responsible.
  • Bike Hire: The equipment including all accessories supplied is let out on hire. The equipment remains the property of the company and the Client will not sell, hire out or otherwise part with the possessions thereof.

    The Client undertakes not to misuse the equipment and to return it with all accessories in the same condition as when received (ordinary wear and tear accepted). The company shall be entitled to charge the client for any damages caused to equipment during the period of hire. In event of a breakdown, other than a result of the Clients misuse, the company will use its best endeavours to repair or procure repair of the equipment.

    The company will not be liable for any damage or loss whatsoever, through breakdown or other defect in the equipment or other circumstances beyond the company’s control. The Client shall indemnify the company with respect to all costs, claims, expenses and demands suffered or incurred which arise directly or indirectly out of the use of the equipment during the period of hire. The company reserves the right to charge the client for partial or full settlement of any claim. In the event of the equipment being stolen or lost, the company reserves the right to call upon the client to indemnify the company the replacement of the equipment. However, should the equipment subsequently be returned in a satisfactory condition, the company undertakes to refund the clients indemnity within 14 days.

    The Client will ensure that the equipment is adequately secured when not in use, will not use the equipment whilst under the influence of drink or drugs and will immediately notify the company in the event of breakdown or loss of equipment.

  • Clients bringing their own bikes do so on the proviso that their equipment is in a suitable condition for participation in a tour. Responsibility for maintenance of bicycles brought by clients rests with the client. The company will endeavour to accommodate such clients, but cannot guarantee that correct tools and spares will be available, given the wide range of possibilities that exist.