A classic car road trip through the golden Alentejo
5 Tage 4 Nights

Discover the Alentejo: a classic car road trip through Portugal's golden landscapes

Your Vintage Tour through the picturesque Alentejo

This Vintage Tour takes you from Lisbon to the Alentejo, which forms the centrepiece of Portugal. The region is characterised by gently rolling hills, alternating between cork oak forests, olive groves and vineyards. Indomitable fortresses and picturesque towns with their white city walls characterise the image of your road trip. You drive along carefully selected routes and pass whitewashed villages that tell of Portugal's origins. You will visit the city of Évora with one of the best-preserved Roman temples on the Iberian Peninsula. You will also visit the fortified town of Elvas, which is a UNESCO World Heritage Site with its bastion fortifications. These are the unforgettable highlights of your historical journey through the picturesque Alentejo. In selected traditional restaurants, you will also gain an insight into the cooking skills and excellent wine culture of the Alentejo. 

Let yourself be enchanted by the beauty of the Alentejo, a region that inspires with its unspoilt nature, historical treasures and culinary delights. Every kilometre of your Vintage Tour through the picturesque Alentejo reveals new highlights, from breathtaking landscapes and historic towns to the delicious flavours of the local cuisine and wines. This journey is not just a discovery tour, but a tribute to Portugal's rich culture and tradition.

With carefully selected routes on picturesque roads that take you through the vastness of the Alentejo, we promise you an experience that will immerse you deep into the heart of Portugal. Prepare yourself for a journey that will revitalise your senses and leave you with unforgettable memories.

The highlights of your tour

The highlights of your tour

  • On your road trip along picturesque roads, you will experience the lovely landscape of the Alentejo, which is characterised by cork oak forests and olive groves as far as the eye can see.
  • You visit the city of Évora, which is also known as the Queen of the Alentejo and is a witness to Roman culture on the Iberian Peninsula.
  • You will visit picturesque villages and fortifications that tell the story of the Alentejo and give you a picture of this unique border region with Spain. In addition to an overnight stay in Beja, this also includes a visit to the town of Elvas, which is a UNESCO World Heritage Site with its bastion fortifications.
  • You will spend the night in the unique historic Pousadas de Portugal, which offer you an insight into the history, culture and cuisine of this unique and endearing region and combine history with modernity in their architecture.
  • On your Vintage Tour, you will drive on carefully selected roads and enjoy the landscapes and the vastness of the Alentejo. Maximum driving pleasure is guaranteed in our MGAs.

Your road trip

After your arrival in Lisbon, we start our transfer to Alcácer do Sal, the western gateway to the Alentejo. The route takes us across the impressive Vasco da Gama Bridge, which spans the River Tagus and connects Lisbon with Setúbal to the south. We reach Alcácer do Sal, which is characterised by the gentle lagoon of the River Sado and rice cultivation and whose history goes back centuries. Here we check into the impressive Pousada Castelo Alcácer do Sal, a former fortress that combines centuries of history with modernity. Our perfectly maintained MGAs will be waiting for you on the forecourt of the pousada. A detailed introduction to the handling of the vehicles also takes place here. Over dinner together in the cloister of the Castelo de Alcácer do Sal, you will get to know your fellow travellers on your Vintage Tour.  

On the second day of our Vintage Tour, we set off towards Beja and immerse ourselves in the endless cork oak forests of the Alentejo, which accompany us until our arrival in Beja. On our way, we drive along winding roads and are impressed by the colourfulness and diversity of the landscape. We stop off at a typical quinta and then continue on to Beja, the cultural centre of the southern Alentejo. From the mighty 13th century castle, we catch a unique view over the vast plains of the Alentejo with its grain fields and olive groves. After a tour of the town, we have dinner together in the former chapel of the Convento de Beja and enjoy this unique atmosphere with a typical Alentejo menu. The cloister of the former monastery, where we will also spend the night, invites you to linger afterwards.

In the morning, we head north to visit the city of Évora, which has a unique cultural heritage and is a UNESCO World Heritage Site. On the way there, we take a section of the famous and beautiful N2 national road that runs through Portugal from north to south. This section is characterised by winding roads that are alternately lined with cork oak forests, vineyards and olive groves. In Évora, we take time to visit the Roman temple and the Gothic cathedral and enjoy a typical lunch in the unique cloister of the Convento dos Loios. We then continue in the direction of Crato. On our way, we pass old Entejan villages with their whitewashed houses and fortifications. Once again, we cycle along selected routes through picturesque landscapes characterised by rolling hills and cork oak forests, the symbol of the Alentejo. In the late afternoon, we arrive at the Pousada Flor da Rosa, which is housed in an impressive former monastery of the Order of Malta from the 14th century. We also have dinner together here.

On the journey to Vila Viçosa, we pass Campo Maior and Elvas. The landscape is characterised by an endless expanse and offers a view of the fortified villages that hint at the history of this border region. The fortified town of Elvas, with its bulwark fortifications, is a hidden gem of the Alentejo and invites you to visit the town centre as well. After a lunch break in Elvas, we make our way to Vila Viçosa and again pass through impressive landscapes. Here we spend the night in the Pousada Convento Vila Viçosa, which is located in a former monastery from the 14th century. Here we enjoy a typical local dinner in the chapter house of the monastery, which is decorated with frescoes from the 16th century.

On the last day of our tour, we head south from Vila Viçosa to visit the impressive fortifications of Monsaraz. We drive through cork oak forests and vineyards as far as the eye can see. From Monsaraz we have an impressive view of the vastness of the Alentejo and the Alqueva reservoir to the south, which forms the border with Spain and is one of the largest reservoirs in western and central Europe. We then start our return journey to Arraiolos. You have the option of spending a night at the Pousada Convento de Arraiolos or travelling home.

Services

Your Vintage Tour includes the following services

  • Transfer Lisbon Airport - Alcácer do Sal
  • Transfer Arraiolos - Lisbon Airport
  • Meals and lunch as described
  • Overnight stays incl. breakfast as described
  • Museum visits and wine tastings as described
  • Trip in MGA (two people) incl. insurance and petrol
  • Road book and welcome gift
  • CO2 compensation with myreforest
  • Multilingual tour guide (German, English, French, Spanish, Portuguese)

These services are not included

  • Travelling to Lisbon
  • Overnight stay in a single room (can be booked individually)
  • Dinner and overnight stay in Arraiolos on the last day (can be booked individually)

Available dates

  • Guaranteed Available Packages
    Sunday
    Aug 31, 2025
    Thursday
    Sep 4, 2025
    €3.175
    10
    Available
  • Guaranteed Available Packages
    Sunday
    Oct 5, 2025
    Thursday
    Oct 9, 2025
    €3.175
    10
    Available
  • Guaranteed Available Packages
    Monday
    Feb 23, 2026
    Friday
    Feb 27, 2026
    €3.175
    10
    Available
  • Guaranteed Available Packages
    Monday
    Mar 9, 2026
    Friday
    Mar 13, 2026
    €3.175
    10
    Available
  • Guaranteed Available Packages
    Monday
    Nov 23, 2026
    Friday
    Nov 27, 2026
    €3.175
    10
    Available

FAQs

How long are the daily distances?

Vintage Tours' tours are designed to give you plenty of time to enjoy the wonderful landscapes and cultural highlights that we have prepared for you. On your road trip through the Alentejo, you will cover around 150 kilometres each day in your vintage car, usually half in the morning and the other half after the lunch break.

What are the special sights on this tour?

Your road trip through the Alentejo is characterised by its unique landscapes. By visiting the towns of Beja, Elvas and Évora, we bring centuries of Portuguese history to life. You will also pass through typical Alentejan villages on your vintage tour, which welcome you with their whitewashed houses and fortifications.

How long do the journeys take each day?

The trips take around two and a half hours in the morning and afternoon. On the way, we stop at places that are particularly worth seeing - there you can visit the wonderful countryside, original villages and also impressive castles and fortresses.

What is the catering like on the way?

Selected restaurants await you for your lunch break, serving typical local dishes. We provide sufficient drinks for the journey.

Is there enough time for individual activities?

You will receive a road book at the start of the tour, in which the routes are described in detail. This gives you the opportunity to set your own pace on the sections of your vintage tour and linger where you particularly like it.

What is the accommodation like during the tour?

For overnight stays during the tour, we have selected four historic pousadas that bring Portuguese culture to life. In addition to the pousadas in Alcácer do Sal, Beja and Vila Viçosa, these include the Pousada Flor da Rosa in Crato. This is located in a former Maltese monastery from the 14th century. The impressive building is one of the best-preserved Gothic-style buildings in the whole of Portugal. Here, modern architecture meets history and makes the history of Portugal tangible.

Is the tour also suitable for inexperienced classic car drivers?

Our vintage tours are selected so that drivers with less driving experience can also enjoy these road trips. We cover medium distances on the tour through the picturesque Alentejo. We therefore also invite less experienced vintage car fans to take part in our tours and enjoy the special flair of our MGAs - perhaps this will be a wonderful introduction to a new passion for you!

What does the instruction in the MGAs look like?

After your arrival at the hotel, you will receive a comprehensive introduction to our MGAs and also have the opportunity to familiarise yourself with the car on a short test drive and get ready for your vintage tour.

How is luggage transported?

We take care of the transport of your luggage between the individual stages - so you can cover the day's stages with a small amount of hand luggage.

What is the alternative in bad weather?

Our MGAs offer weather protection - so we will try to organise the tours as planned even in bad weather - because the tour is worth it!

Are there any special requirements for the drivers?

Our MGAs are more than 60 years old and require a careful hand - this is our express wish for you!

What is the maximum group size?

The group size is a maximum of 10 participants. This allows us to respond much better to your individual needs and gives you the opportunity to exchange ideas with your fellow travellers - if you like.

What is the total distance travelled on this Vintage Tour through the picturesque Alentejo?

The total distance of this road trip is around 650 kilometres.

Map

Please send us your enquiry

Discover Alentejo: A classic car road trip through Portugal's golden landscapes
  • Classic car tour
  • September, October
  • Lisbon
  • Pousadas de Portugal
  • Full catering included, typical local food
  • German, English, Spanish, French, Portuguese
  • Road book, individual guided tours of places of interest
  • 6-10
  • 25
From €3.175
/ person

Similar trips in this country

en_GBEnglish (UK)
WordPress Cookie Notice by Real Cookie Banner