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Alentejo Cycling Holidays!

Welcome to our Alentejo Cycling Holidays packages! In Alentejo you will admire the natural landscape while cycling through plains covered with cork oak trees. The Alentejo covers a large proportion of Portugal, but is mainly agricultural. It is a fantastic spot for cycling with a dramatic unspoiled coastline and inland rolling farmland. Visit ancient orchards and wide plains dotted with villages and medieval towns!

You will certainly travel in time! Firstly, discover historical sites from prehistory to the renascence! Then explore churches, temples and some abandoned places! We offer a variety of Alentejo cycling holidays to fit your needs, and can tailor any tour to your specifications!

Contact us for full itineraries and prices!

Don’t have enough time for a full Alentejo Cycling Holiday? Check out our Alentejo Bike Tours and Day Trips!


The Alentejo is a region with an abundance of culture, amazing food and world class wines. It is a place that will take you back to another era, with castles and monuments galore! The flat lands are ideal for biking, and you will enjoy accommodation in Historic Hotels, like ancient Convents, Castles or Museum Hotels, surrounded by beautiful gardens and important monuments that will make your journey even more memorable!

If you’re a wine lover, this is the tour for you! Alentejo will surprise with its aromas, colors and heritage. Get ready for an amazing cycling experience over gentle hills and unspoiled golden landscapes. Discover ancient megalithic sites, medieval villages and historical cities. Visit and stay on several Castles, Palaces, Monasteries, Convents and feel like the Queen or King of Portugal! Find traditional handcraft arts like tiles, pottery or tapestries. Taste delicious gastronomy and the best wine of all times!

Duration: 7 or 9 days

Tour Grade: Easy

Price: from 1050eur pp

A relaxing cycling program through the beautiful golden rolling hills of the Alentejo Region, where you can admire the natural beauty of the plains covered with cork oak trees, offering stunning views along the way. You will discover historical sites, from different eras (from pre-history to the Renaissance), small churches and temples and abandoned train stations, which remind us of the time when these plains cultivated wheat and cereal! Évora is the highlight of the tour and there you will have time to admire, visit, smell and taste the delights of the city!

Duration: 7 days/6 nights

Tour Grade: Easy

Price: from 1000eur pp

The Costa Vicentina is the home of amazing beaches and breathtaking scenery! These beaches are excellent for nature lovers who value peaceful settings in areas where man lives in harmony with the fauna and flora of Europe’s best preserved coastline.

 The most outstanding of these is Odeceixe, at the mouth of the Odeceixe River on the border with the Alentejo region.  This beach is surrounded by cliffs,  wide sandy beaches with both sea water and fresh water forming small lagoons at low tide – perfect for calm bathing and peaceful walks to neighboring beaches!

You will explore traditional fishing villages, like Porto Covo, that combines the fishing tradition with fantastic beaches of fine sand, bathed by the transparent waters of the Atlantic and framed by stunning cliffs. The best pat of this tour is the delicious cuisine, the barnacles, the grilled fish, and the amazing wine!

An incredible tour that will make you want to come back and see Portugal again! Ride along the most beautiful coastline of our country, from Sesimbra to the south-westernmost point of Europe, where you will admire the natural beauty of different scenic backdrops, and cross two natural Reserves, discovering small fishing villages with abandoned fortresses, as well as medieval and countryside towns full of interesting people and tasty traditional food. The trip ends at Cape Saint Vincent which adds a dramatic and historical full stop to this wonderful trip!

Duration: 7 days/6 nights

Tour Grade: Intermediate to Hard

Price: from 900eur pp

An incredible route program along the most beautiful coastline of Portugal. Starting in Santiago do Cacém and finishing in Sagres and its westernmost point, Cape Saint Vincent, many magical places will offer stunning views of the coast for you to enjoy, while  crossing the natural reserve of the South West Alentejo. Discover small fishing villages and abandoned fortresses which take us back to a time when this coast was ravaged by pirates! A sunny and stunning beach city here and there, some delicious traditional food, served by welcoming faces of our people, will ensure this trip is an unforgettable one!

Duration: 7 days/6 nights

Tour Grade: Intermediate

Price: from 950eur pp

An incredible route along the most beautiful coastline of Portugal. Starting in Vila Nova de Milfontes and finishing in Sagres, at Europes south-westernmost point, Cape Saint Vincent, you will cross magical places will offer stunning views of coast, while crossing the natural reserve of the South West Alentejo. Explore small fishing villages and abandoned fortresses that will take you back to a time when this coast was ravaged by pirates! Sunny and stunning beach cities here and there, with delicious traditional food, served by welcoming faces of our people, will ensure this trip is an unforgettable one!

Duration: 7 days/6 nights

Tour Grade: Easy to Medium

Price: from 950eur pp

If you are looking for the perfect bike holiday package, but are on a budget, this section is for you! We offer amazing cycling holidays in the Alentejo at affordable rates, and not letting you miss out on a thing!

This tour is available as a guided or self-guided tour and you can choose between a 3,
4 or 7 night holiday. Located in a pastoral paradise where you will find everything you
need for complete relaxation, our guest house is a genuine Monte, a traditional
Alentejan farm, spacious, comfortable and thoroughly welcoming. There is an orchard,
an organic vegetable garden, pasture where sheep graze and an ancient olive grove,
where huge cork oaks and holm oaks grow among big granite boulders. Along its
pathways, you will find beautiful flowers blossoming among the rocks that make you
feel like staying to indulge in conversation, to observe the birds or simply to let your
thoughts wander.

Depending on the length of your holiday you could ride all or some of the routes below.
If you choose a 3 night holiday this will be route 1 and 2 unless otherwise arranged.

Route 1: Megalithic Monuments – The trail goes through beautiful Holm oak forest and grazing land. You will see cattle and sheep, and in season you may see calves/lambs. You will visit the Dolmen of Zambugeiro – the biggest in Europe, the Cromelech of Almendres, probably the oldest megalithic monument in Europe and with a beautiful view over Évora, the Menhir of Almendres, the Church of Mitra and the Roman Ruins of Nossa Srª da Tourega. A rich morning with plenty to see along the way! In the afternoon we cycle in the city of Évora and discover the amazing history of this beautiful city. We visit the surreal bone’s chapel and the impressive cathedral, originally from the 13th century. We finish with a wine tasting in the Évora Wine tour shop.

Route 2: The Famous Carpets – Cycling from the farm to Arraiolos and back to the farm.
We take the eco trail, a green lane built on top of an old railway. We ride along it through small farms, eventually reaching Graça do Divor, a beautiful white and blue village very well preserved. Good place to stop for a drink and try the delicious meat pies of Mrs Ilda! On the way we’ll visit the Aldeia da Terra a giant clay representation of the traditional Portuguese way of life. From here we’ll ride to the Arraiolos village, with its beautiful historical centre, the famous carpets and the delicious Pastéis de Toucinho. The views from this castle are unforgettable. It’s now time to visit a winery if desired where there is also a fantastic private collection of carriages and, a few kms later, a cheese farm where they also produce local liqueurs. Delicious! If you want to do a tasting of their produce, there is an additional charge per person.

These last two are medium difficulty options and make for a long day including the

Route 3: Conquest of Valongo Castle – We will start on a road with plenty of olive groves, gently going up and down until Nossa Senhora de Machede. We will visit a traditional leather factory and, during season (October/November), an olive oil mill. Out of season we may be able to arrange it for you, any way (subject to availability). We then follow to Valongo to visit the outside of its surreal castle built in the middle of nowhere. From here we invite you to discover the country side at its best, following a dirt road until the gorgeous Moinho do Alcaide (a water mill) and then following along the river side passing by several mills until we reach the main road. We can visit a winery in the end of the tour.

Route 4: The Mediaeval village – Monsaraz area is very unique. The schist rock marks the landscape and the architecture, and the vines seem to grow almost everywhere! We will visit several megalithic monuments and the gorgeous village of Monsaraz, built in a castle on top of a hill. Framing the windows and doors you will see the schist rock, and the walls are so
white that sometimes you can’t look at them directly! We will have wonderful views over
the Alqueva lake (biggest artificial lake of Europe), which colours of blue the landscape
around the castle of Monsaraz. Another highlight is the famous pottery village of S. Pedro do Corval.

Route 5: The Wine and Cork route – We leave the farm cycling through the countryside in the direction of Igrejinha, a little white village where all houses have different coloured stripes giving a great painting look to the place. Here there is a very beautiful winery you can visit. From here cycle to the cork factory, which will surely be the highlight of the day. See how cork is transformed and learn about all you can do with it! Nearby there is a wonderful sanctuary with paintings covering all its walls, from floor till ceiling! From here ride to S. Miguel de Machede, another small country side village where you should stop for a drink at a local café. A visit to one of its many dolmens is a must!

Prices (min 2 people):

Duration Self Guided Guided
3 days from 400eur pp from 560eur pp
4 days from 520eur pp from 700eur pp
5 days from 600eur pp from 820eur pp
6 days from 820eur pp from 1020eur pp
7 days from 870eur pp from 1080eur pp

This Alentejo cycling tour promises easy and relaxing cycling days with lots of time to
stop to explore, take a swim in the sea or enjoy a cold beer and a picnic on some of the
most beautiful beaches in Portugal. The tour takes you through four different nature
reserves, dramatic unspoilt landscapes and tiny blue and white fishing villages, over
towering sea cliffs with fantastic views, to lagoons, cork oak and pine forests, rice fields
and sleeping country towns. Everyday is different and new and everyday is special.
This tour is available as a guided or self guided 7 night holiday staying in different
villages every night, starting in Sesimbra and finishing in Odeceixe, a small village on
the border with Algarve. You’ll cycle between 29 and 43km per day on mostly flat or
gently rolling roads and a few dirt tracks. We have suggested accommodation- it may
be possible to change this if you would prefer simpler or more luxurious options.

Duration: 7 days/6 nights

Tour Grade: Easy

Price: Guided from 2780eur pp

Self Guided from 1080eur pp

Discover why the Alentejo is one of the best regions to cycle in Portugal!
The days are relaxing and easy. We do between 35 and 50km. Roads are mostly
undulating. This means that we 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 roads give the tour a special link to nature.
We start in the small village of Alvito, very famous for its manueline architecture, and
from there cycle to Évora, impressive city classified by UNESCO as World Heritage
Site. In Évora we explore the megalithic monuments. We continue to Monsaraz, the
lovely white castled village with a panoramic view over the biggest artificial lake of
Europe, and cycle through Terena and its impressive sanctuary. The tour then goes to
Vila Viçosa, where we visit the famous Ducal Palace, and finishes in Estremoz, the city
of the «white gold» (marble).

Duration: 7 days/6 nights

Tour Grade: Easy

Price: Self Guided from 890eur pp

Guided from 2700eur pp

New to our Cycling Programs in Alentejo, this tour combines the excitement of cycling through the amazing Alentejo region, while experiencing the best of its gastronomy!

The tour explores the Natural Park of Serra d’Aires e Candeeiros and the beautiful region of Évora, a city classified by UNESCO as World Heritage Site. We will then cycle to  the gorgeous natural park of Norte Alentejano e Costa Vicentina, for a dramatic change of landscape.

Due to the tough profile of the climbs in Serra d’aires e Candeeiros we can offer this section of this tour in e-bikes, so as to ensure you make the most of your day! But be aware that if you chose a normal bike you may find it quite a challenge!

Your evenings will be spent with Chefs or local people. In our cooking classes you will learn delicious and simple Portuguese food. At each location, you will be given a little book with the recipe of what you cooked so that you can wow your friends back home with your newfound culinary skills!

Duration: 7 days/6 nights

Tour Grade: Easy

Price: Guided from 1840

Self Guided  from 2700

Also new to our bike holidays, for those of you who like to mix it up a bit, we offer a multi activity package! This 8 day Cycle ride will take you through some of the most wild and beautiful Portuguese landscapes between pristine natural parks and the cool blue waters of the Atlantic Ocean, taking some easy dirt roads occasionally. This is our most challenging bike tour!

Experience the irresistible Portuguese gastronomy with awarded Alentejo wines and enjoy a picnic, in the sands of secluded beaches…there is nothing quite like it!

Learn and live the traditions and culture of our heartwarming people, learning about olive oil, cork extraction and its many uses, rice fields, pine forests, the dictatorship and many other intriguing historical facts.

Safe routes with a challenge here and there will make for a relaxing and fun ride while you live the present, learn the past and discover the future of one of the oldest and sunniest country in Europe. Sleep in an array of historical buildings, charm hotels and agro-tourisms.

Duration: 8 days/7 nights

Tour Grade: Intermediate to Hard

Price: Guided from 1280eur pp

Self Guided from 2800eur pp

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