After your arrival in Lisbon, our transfer service will take you to your accommodation, the Pousada do Convento de Arraiolos, which is housed in a 16th century convent and will delight art lovers with its chapel decorated with Portuguese tiles. Our perfectly maintained MGAs are waiting on the forecourt of the monastery complex for a detailed introduction. Over dinner together in the dining room of the Convento da Senhora da Assunçao, you will get to know the participants of your Vintage Tour, with whom you will spend the next few days.

Our route to Crato takes us through the town of Estremoz, whose medieval fortifications are recognisable from afar. We drive into the medieval town centre and stop off at the Pousada de Estremoz, which is housed in the former castle palace whose origins date back to the 15th century. From here, you can enjoy a unique view of the Alentejo countryside. On our onward journey to Crato, we take in the expansive Alentejo landscape. We pass villages characterised by fortifications and whitewashed houses. In Crato, we are accommodated in the historic Pousada Flor da Rosa, a former monastery of the Order of Malta dating back to the 14th century. After an aperitif in the unique vaults of the monastery, we round off the day with dinner together and reflect on the day's unique stage.

On our way to Cáceres, we cross 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 as far as Extremadura. We continue through unspoilt landscapes, endless olive groves and cork oak forests until we reach Cáceres, one of the best-preserved medieval towns in Europe. The tour through the "city of 1001 coats of arms" takes us back in time. We are surrounded by mansions, Renaissance palaces and church towers inhabited by storks that bear witness to different eras. After an extensive visit to the town centre of Cáceres, we set off for Trujillo and can see the enchanting mountain town with its characteristic silhouette from afar. Here we will spend the night in the historic Parador, a 16th century monastery. We will have dinner in the beautiful vaults of the former monastery church.

We continue through picturesque landscapes to Mérida, which has one of the best-preserved Roman monument ensembles in the world. Here we stroll through the city centre and take time to visit the monuments of Roman culture and sample the typical Extremadura tapas in the bars. We then continue southwards and cross extensive oak groves until we arrive in the town of Zafra, also known as "little Seville". After a tour of the picturesque town centre, we check into the Parador de Zafra, which is housed in the former Alcázar of Zafra. We enjoy dinner in the unique inner courtyard of the Alcázar, which is famous for its Renaissance cloisters.

We leave Zafra and cross the Alentejo in the direction of Évora. On our way, we pass the impressive Mourão reservoir, which is characterised by many small sandy beaches. We take a break in Reguengos de Monsaraz and continue our road trip to Évora, the queen of the Alentejo. The historic centre of Évora offers impressive architectural gems from Roman times to the Renaissance. We take time to visit the Roman temple and the Gothic cathedral before enjoying lunch together in the unique pousada in the Convento de Évora. The route then takes us to Beja, one of the southernmost points of the Alentejo. Here we check into the Pousada Convento de Beja and meet for dinner together in the former chapel of the monastery - a unique experience that will stay with you for a long time!

Picturesque roads lead us to Alcácer do Sal, including sections of the famous N2, which - lined with cork oak forests - connects the entire country of Portugal from north to south. At the Convento Alcácer do Sal, we will have a final lunch together. You then have the choice of spending the night at the Convento de Alcácer do Sal or travelling home.