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Explore Alentejo with this private full-day tour from Lisbon, visiting Monsaraz, Mourão, and Évora, including a medieval lunch, wine tasting, and iconic landmarks.

This private tour offers a full-day journey into the heart of Portugal’s Alentejo region, for $469.50 per person. With an approximate 8-hour duration, it provides a well-paced exploration of Monsaraz, Mourão, and Évora, all with hotel pickup and drop-off in Lisbon, Cascais, or Sintra. The experience is designed for those who prefer the comfort and personalized attention of a private vehicle, equipped with air conditioning, and guided by a knowledgeable driver/guide.
A standout feature of this tour is the inclusion of lunch and wine tasting, allowing guests to indulge in authentic local flavors without any worry about designated drivers. While the tour has generally received positive feedback, it’s worth noting that one review mentions a last-minute cancellation due to guide sickness, highlighting the importance of flexible plans or booking well in advance. This tour appeals to travelers seeking a comprehensive taste of Alentejo with a focus on history, scenery, and regional cuisine.

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This private tour begins with hotel pickup in Lisbon, Cascais, or Sintra, making travel seamless. The van, equipped with air conditioning, ensures a comfortable ride across the Alentejo countryside. The driver/guide is responsible for both navigation and commentary, providing a personalized experience without the constraints of a large group. The return drop-off is conveniently at the same location, saving guests from taxi lines or public transport.
The private nature of the tour means you’ll have flexibility for stops, photos, or questions along the way. The inclusion of gas, tolls, insurance, and taxes simplifies costs, so the focus remains on enjoying the sights rather than logistics.

The first stop is Monsaraz, a medieval village that exudes a timeless charm. Built from lime and schist, its narrow streets and ancient walls seem to whisper stories from the past. The Monsaraz Castle and Walls are among the key attractions, offering panoramic views of the Alqueva Dam, Europe’s largest artificial lake.
Guests typically spend about two hours here, wandering through the historic lanes, admiring the castle, and absorbing the scenic vistas. The admission to Monsaraz is free, allowing more time for exploration and photography. The village’s well-preserved architecture provides a genuine glimpse into Portugal’s medieval history, making this stop a highlight of the tour.

Next, the journey takes visitors to Mourão, a peaceful riverside village on the left bank of the Guadiana River. Situated near the border with Spain, Mourão offers great natural beauty and a tranquil atmosphere. This village gives a different flavor from Monsaraz, with its relaxed pace and scenic river views.
Spending around one hour at Mourão allows for a leisurely walk through its quiet streets and along the riverbank. The admission is free, making it a perfect spot for moments of reflection or scenic photos. The overall calm of Mourão provides a peaceful contrast to the more historic and fortified sites.

The tour’s third major stop is Évora, a UNESCO World Heritage City with layers of history dating back to Roman times. Guests explore its walled old town, visiting main attractions such as the Roman Temple, Cathedral of Évora, and other historic sites. The city’s development through Moorish occupation and later prosperity in the 15th century makes it a treasure trove of architectural and cultural interest.
Approximately two hours are spent here, giving ample time to walk through the narrow streets, appreciate the well-preserved buildings, and learn about Évora’s past. The city’s lively atmosphere, combined with its historical significance, makes it an essential stop on this tour.
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One of the tour’s most distinctive attractions is the Chapel of Bones (Capela dos Ossos). Located within the Church of St. Francis in Évora, this small chapel features walls decorated with human skulls and bones, creating a macabre atmosphere. It’s a striking reminder of mortality and the region’s historical approach to remembrance.
The 30-minute visit gives guests a chance to experience this unusual site, which is among Évora’s most visited. The admission fee is included, and the visit is best suited for those comfortable with somewhat eerie but culturally significant sights.

The Monsaraz Castle and Walls offer more than just history; they provide spectacular views of the Alqueva Dam, Europe’s largest artificial lake. The castle remains a key spot for panoramic pictures, and the one-hour visit includes exploration of the fortress.
From this vantage point, travelers can appreciate the vast water expanse and the surrounding countryside. The admission is included, allowing unhurried time to take in the scenery and learn about the castle’s strategic importance throughout history.

A major highlight of this tour is the wine tasting, which showcases Alentejo’s signature wines. Though specifics are not detailed, the tasting is described as an opportunity to sample local varieties that exemplify the region’s vinicultural excellence.
Paired with the wine, guests enjoy an authentic local lunch, served in a setting that emphasizes regional flavors and traditions. This combination provides a delicious break from sightseeing, letting visitors indulge in the gastronomic delights of Alentejo.
This tour is designed with safety and comfort in mind, operating with a private vehicle that is disinfected after each use, with hand sanitizer and masks available for guests. The certification from Turismo de Portugal ensures adherence to hygiene standards, and COVID-19 safety protocols are actively followed.
The tour is suitable for most travelers, with pickup and drop-off at various addresses, making it accessible for those staying in Lisbon, Cascais, or Sintra. Cancellation is free if made at least 24 hours in advance, offering flexibility in planning.
While the overall experience is highly positive, potential guests should note that one review mentions a last-minute cancellation due to the guide calling in sick. This indicates the importance of booking early and having flexible expectations in case of unforeseen changes. The tour duration of approximately 8 hours may be intensive for those with limited mobility but is generally well-paced for most visitors.
The admission to specific sites, such as Monsaraz, Mourão, and Évora, is free, but the Chapel of Bones and Monsaraz Castle require included tickets. Travelers should plan for walking and some uneven terrain at the stops.
This private day trip offers a comprehensive and comfortable way to explore Alentejo’s historic towns, scenic landscapes, and cultural landmarks. The inclusion of lunch and wine tasting adds a satisfying culinary dimension, making it more than just sightseeing.
The personalized service and expert guidance make this tour appealing to those who value flexibility and in-depth local insights. While there are some risks of last-minute changes, overall, the experience provides a well-rounded view of this lesser-known Portuguese region.
Perfect for history enthusiasts, wine lovers, and those seeking a relaxed escape from Lisbon, this tour combines scenic beauty, cultural richness, and regional flavors into a memorable day trip.
“I booked two tours with this Vaitor and both cancelled. One did contact me, gave me a heads up with an explination and did try to offer other solut…”
Is hotel pickup included in this tour?
Yes, hotel pickup and drop-off are included in the package, with private transfers from Lisbon, Cascais, or Sintra.
How long does the tour last?
The tour is approximately 8 hours from start to finish, including all stops and meals.
Are the site admissions included?
Yes, the admission to Monsaraz, Mourão, Évora, the Chapel of Bones, and Monsaraz Castle are included in the tour price.
What about safety measures?
The tour operates under strict safety protocols, including vehicle disinfection, masks, hand sanitizer, and adherence to hygiene standards certified by Turismo de Portugal.
Can I cancel this tour?
Yes, cancellations are free if made at least 24 hours in advance.
What is the main highlight of this tour?
The combination of medieval villages, UNESCO-listed Évora, and scenic views of the Alqueva Dam, along with wine tasting and authentic regional lunch, makes this tour stand out.
Is this tour suitable for children or elderly guests?
Most travelers can participate, but consider the walking involved at sites like Monsaraz Castle and Évora’s historic streets.
How does this tour compare to other experiences?
It offers a private, personalized approach with a focus on cultural sites, scenic vistas, and regional cuisine, making it ideal for those seeking an intimate and flexible day trip.