Alentejo & Extremadura: A road trip in an MGA from Vintage Tours through a fascinating border region
Your Vintage Tour through the Alentejo and Extremadura
This six-day vintage tour takes you through the charming Alentejo to Extremadura, also known as the ‘region of contrasts’. You’ll pass through cork oak forests and olive groves, which characterise the landscape of the Alentejo and Extremadura. Picturesque villages with whitewashed houses and fortifications stretch as far as the eye can see. You’ll explore unique monuments that bear witness to the influences of different cultures on the Iberian Peninsula. We’ll visit the city of Cáceres, whose palaces and villas from different eras tell the story of its centuries-long history. We’ll also pass through the city of Mérida, a testament to Roman culture in Spain. Our route back to the Alentejo takes us past the impressive Mourão reservoir and through the medieval mountain village of Monsaraz. A visit to the city of Évora, also known as the ‘Queen of the Alentejo’, is another highlight of your classic car tour through the Alentejo and Extremadura. You’ll stay in the historic Pousadas de Portugal and Paradores de España, and dine in traditional local restaurants that will introduce you to the centuries-old culture and typical cuisine of the wonderful Alentejo and Extremadura.
The highlights of your tour
The highlights of your tour
- On the steering wheel of our MGA Roadsters, you’ll travel along unique roads through the lovely Alentejo and Extremadura, also known as the ‘region of contrasts’. Your vintage tour is characterised by endless olive groves and cork oak forests – stretching as far as the eye can see.
- On your classic car tour, you’ll pass through towns such as Estremoz and Vila Viçosa, two of the Alentejo’s most beautiful small towns, where you can experience the history and traditions of the Alentejo first-hand.
- We’ll visit the mountain villages of Marvão and Monsaraz, which offer us stunning views of the vast landscapes of the Alentejo and Extremadura.
- You will visit the world-famous cities of Cáceres, Mérida and Évora, which bear witness to the influence of different cultures on the Iberian Peninsula.
- You will visit the small town of Zafra, with its Plaza Grande and the Alcázar dos Duques de Feira, and pass through Mérida, whose Roman monuments are among the most significant in Spain.
- On your classic car tour through the Alentejo and Extremadura, you’ll stay in the unique historic Pousadas de Portugal and Paradores de España, which bring the history and cuisine of the Iberian Peninsula to life.
- On this classic car tour with our MGA Roadsters, you’ll discover typical villages and unique fortifications that characterise the rolling landscapes of the Alentejo and bear witness to the history of this region bordering Spain.
- This Vintage Tour offers a wealth of scenery and history, allowing you to experience the cultural richness of the Alentejo and Extremadura in a unique way – behind the steering wheel of an MGA Roadster.
Your road trip
Upon your arrival in Lisbon, our transfer service will take us all to our accommodation, the Pousada do Convento de Arraiolos, which is housed in a 16th-century convent and delights art lovers with its chapel adorned with Portuguese tiles. Our perfectly maintained MGAs will be waiting in the courtyard of the monastery complex for a detailed introduction. Over dinner together in the dining room of the Convento da Senhora da Assunção, you’ll get to know the other participants on your Vintage Tour, with whom you’ll be spending the next few days on your classic car journey.
Our journey to Crato takes us through the town of Estremoz, whose medieval fortifications are visible from a distance. We drive into the medieval town centre and stop off at the Pousada de Estremoz, housed in the former castle palace, whose origins date back to the 15th century. From here, there is a unique view across the vast Alentejo countryside and as far as Extremadura. As we continue on our way to Crato, we take in the expansive landscape of the Alentejo. We pass through villages characterised by fortifications and whitewashed houses. In Crato, we stay at the historic Pousada Flor da Rosa, a former 14th-century monastery of the Order of Malta. After an aperitif in the monastery’s unique vaulted cellar, we round off the day with dinner together and reflect on this unique stage of our classic car tour.
On our way to Cáceres, we pass through the Parque Nacional da Serra de S. Mamede. We pass the impressive fortifications of Marvão, a hilltop village from where we have a unique view of the Alentejo stretching as far as Extremadura. After our lunch break in Marvão, we carry on, travelling through unspoilt countryside, endless olive groves and cork oak forests, until we reach Cáceres, one of the best-preserved medieval towns in Europe. A stroll through the "City of 1,001 Coats of Arms“ transports us to another era. We are surrounded by mansions, Renaissance palaces and church towers inhabited by storks, all of which bear witness to different eras. After a thorough exploration of Cáceres’s old town, we return to our hotel, where we enjoy dinner together.
We continue our Vintage Tour through picturesque countryside to Mérida, which boasts one of the best-preserved collections of Roman monuments in the world. Here we’ll stop off to visit the monuments of Roman culture and sample the typical tapas of Extremadura in the bars. We then continue south, travelling through vast oak forests until we reach the town of Zafra, also known as "Little Seville". After a stroll through the picturesque town centre, we’ll check in at the Parador de Zafra, housed in the former Alcázar of Zafra. We’ll enjoy dinner in the Alcázar’s unique courtyard, which is famous, amongst other things, for its Renaissance cloister.
We leave Zafra and drive through the Alentejo towards Vila Viçosa. On the way, we pass the impressive Mourão reservoir, which is dotted with many small sandy beaches. We stop for a break in the medieval hilltop village of Monsaraz. From here, a breathtaking view opens up across the vast expanses of the Alentejo and Extremadura. We then continue our classic car journey to Vila Viçosa. After arriving at the Pousada de Vila Viçosa, there’s still time to explore the historic centre. We round off this memorable day’s drive through the stunning landscapes of the Alentejo with dinner in the monastery’s former refectory. An experience you’ll remember for a long time to come!
The final day of our Vintage Tour takes us to Évora, the ‘Queen of the Alentejo’, whose historic centre boasts impressive architectural gems dating from Roman times right through to the Renaissance. On our guided tour of Évora, we’ll explore the Temple of Diana, amongst other sights, before having lunch in the cloister of the Monasterio dos Lóios.
We will then set off for Arraiolos, where our classic car tour comes to an end. Here, you have the option of heading back to Lisbon or spending another night at the Pousada de Arraiolos.
Services
Your Vintage Tour includes the following services
These services are not included
- Travelling to Lisbon
- Overnight stay in a single room (can be booked individually)
- Dinner and overnight accommodation on the final day (can be booked separately)
Available dates
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Not Available Available PackagesMondayOct 19, 2026SaturdayOct 24, 2026€4,350Not AvailableFully booked
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Available Available PackagesMonday25 October 2027Saturday30 October 2027€4,3508Available
FAQs
General
The Vintage Tours journeys are designed to give you plenty of time to enjoy the wonderful scenery and explore the cultural highlights we have selected for you at your leisure. On your road trip through the Alentejo and Extremadura, you’ll cover around 180 km each day in your classic car along picturesque roads, usually half in the morning and the other half after lunch. Overall, this road trip is aimed at participants who enjoy covering longer distances in a classic car.
Your classic car tour through the Alentejo and Extremadura is brought to life by the unique landscapes you’ll explore along picturesque roads. But it’s also enriched by history, culture and a unique culinary experience. With visits to the historically significant cities of Cáceres and Évora, we bring centuries of Portuguese and Spanish history to life for you. You’ll drive through typical villages of the Alentejo and Extremadura and pass through impressive small towns such as Estremoz, Vila Viçosa and Zafra. On your Vintage Tour, you’ll also visit medieval hilltop villages such as Marvão and Monsaraz, which bear witness to the long history of this border region and offer breathtaking views of the vast countryside.
The trips in our classic cars last around three hours in the morning and three hours in the afternoon. Along the way, we stop at places of particular interest – where you can admire the wonderful countryside, explore historical highlights and visit impressive castles and fortresses.
A selection of restaurants serving traditional local dishes awaits you for your lunch break. We’ll provide plenty of drinks for the journey in our MGA Roadsters.
The daily stages of our classic car tours are planned so that, at the end of each stage, there is time to explore individual sights at the destination at your own pace before we meet up for our group dinner.
For your overnight stays during our classic car tour through the Alentejo and Extremadura, we have selected, amongst others, the most beautiful historic Pousadas de Portugal and Paradores de España for you. Each of these accommodations allows you to immerse yourself in the history and culture of the region and brings them to life in a truly impressive way. These include, amongst others, the Pousada Flor da Rosa in Crato. This is housed in a former 14th-century monastery of the Order of Malta, which has been impressively restored and converted into a hotel. A stay at the Parador de Zafra, housed in the former Alcázar of Zafra, is also one of the highlights of this Vintage Tour.
This Vintage Tour through the Alentejo and Extremadura features some longer driving stages, which we undertake so that we can experience the diversity of these regions in our MGA Roadsters. However, it also requires a certain amount of stamina from both the driver and the passenger. Nevertheless, we also invite classic car enthusiasts with little driving experience to take part in this Vintage Tour and enjoy the unique landscapes of the Alentejo and Extremadura in our MGA Roadstern – perhaps this will be a wonderful introduction to a new passion for you!
On the first day of your Vintage Tour, you’ll receive a comprehensive briefing on our MGA Roadster and will also have the chance to get used to our classic cars during a short test drive and prepare for your Vintage Tour.
We’ll take care of transporting your luggage between the individual stages – so you can tackle the day’s stages in your classic car with just a small piece of hand luggage.
Our MGA Roadster vehicles offer protection from the weather – so we’ll try to go ahead with the tours as planned even in bad weather – because the classic car tour is well worth it!
Our MGA Roadsters are over 60 years old and need to be treated with care – this is our express request to you!
The group is limited to a maximum of 12 participants. This allows us to cater much better to your individual needs and gives you the opportunity to chat with your fellow travellers – if you’d like.
The total distance of this classic car tour is around 750 km. This means that this Vintage Tour is aimed particularly at participants who enjoy driving.
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