A Perfect Day Trip from Lisbon: Évora, Monsaraz, and Alentejo Wines
If you’re craving a taste of Portugal beyond Lisbon’s busy streets, this tour offers an inviting escape into the heart of the Alentejo region. From historic monuments and medieval villages to exquisite local wines, it promises a well-rounded experience packed into just over eight hours.
What we love about this trip is its blend of cultural sights, like Évora’s UNESCO-listed old town, with breathtaking landscapes and authentic wine tasting. The small-group setup ensures you’ll get personalized attention, and the expert guides share insights that make these ancient sites come alive.
That said, with a full itinerary packed into one day, some travelers might find the pace a bit brisk — especially if you want to linger longer at each stop. Still, for those who prefer a curated, insightful taste of Alentejo with minimal hassle, this tour hits the sweet spot. Perfect for history buffs, wine lovers, and anyone looking to experience Portugal’s rural charm without the fuss of self-driving.
Good To Know
- Small group size (max 8) ensures personalized attention
- Expert guides provide detailed background and local insights
- Includes important sites such as Évora Cathedral, Chapel of Bones, and Roman Temple
- Optional visit to Monsaraz with stunning lake views and medieval charm
- Genuine Alentejo wine tastings at local wineries
- Comfortable air-conditioned transportation with flexible pickup options
Exploring Évora: A UNESCO World Heritage Gem

The journey begins in Évora, a city practically dripping with history. To say it’s a highlight would be an understatement. The guided tour kicks off with a visit to the Chapel of Bones, where the walls lined with human skulls and bones leave an indelible impression. While small, it’s a powerful reminder of Portugal’s medieval past and the region’s traditional macabre humor.
Next, the Évora Cathedral offers Gothic majesty and panoramic views from its roof terrace. The guide’s explanations make the architecture and history accessible and engaging — as one reviewer noted, “I appreciated the mini history lessons Rafael shared.”
The Roman Temple of Diana stands as a testament to Évora’s ancient roots. It’s fascinating to see how these ruins blend seamlessly into the city’s lively streets today, providing a tangible link to Portugal’s past.
The guided visits are complemented by free time, giving you a chance to wander through narrow cobblestoned streets, browse local shops, or indulge in regional specialties like black pork or queijadas. The options for lunch, though not included in the price, come highly recommended, with plenty of typical Alentejo dishes to try.
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The Charm of Monsaraz: Medieval Village and Lake Views

For those who opt for the “with Monsaraz” extension, the experience takes a scenic turn. About 45 minutes after lunch, the group heads to Monsaraz, a tiny fortified village perched on a hilltop. The views here are truly eye-catching, with sweeping vistas over Lake Alqueva, the largest artificial lake in Western Europe.
The village’s well-preserved medieval walls and narrow alleys make it feel like stepping back in time. Monsaraz Castle offers an impressive vantage point, and wandering through its ancient streets feels almost cinematic.
One reviewer described Monsaraz as “one of the most charming destinations in the Alentejo,” highlighting its authentic atmosphere and breathtaking landscape. You’ll have an hour to explore independently, absorb the quiet charm, and take postcard-worthy photos.
Authentic Alentejo Wines: A Tasting Experience

No visit to Alentejo would be complete without sampling its wines, and this tour doesn’t disappoint. At a local winery, you get to taste regional labels and learn about the winemaking process from passionate producers.
While no snacks are included, the experience is more about appreciating the wines’ unique flavors — some reviews mentioned that the wines had a “unique flavor,” though they felt it might be a bit complex for less experienced palates. The guide’s explanations help demystify regional nuances and give you a deeper appreciation for the region’s viticulture.
Transport and Overall Experience

Transportation is by comfortable, air-conditioned van, making the long drives between sites manageable. The entire day is well-paced, with about 80 minutes from Lisbon to Évora, and 45 minutes to Monsaraz, followed by a roughly 110-minute return trip.
The small group setting (up to 8 participants) allows for a more intimate and flexible experience. The tour starts promptly at 9:00 a.m. from the HF Fénix Hotel in Lisbon, with pickup options available, making it easy to join whether you’re staying centrally or meeting at the designated point.
Guides, like Rafael and Guilherme, receive high praise for their knowledge and friendly demeanor. Multiple reviews mention how guides shared engaging stories and mini history lessons, making the experience more than just a sightseeing checklist.
More Great Thing To Do NearbyValue for Money

At $93 per person, this tour offers a balanced mix of history, scenery, and wine tasting. The entrance fees to Évora’s key sites and the wine tasting are included, which adds to the overall value. Since lunch isn’t part of the package, travelers can choose a local spot and enjoy regional cuisine at their own pace, further customizing their experience.
Given the personalized guide, well-chosen sites, and the chance to taste regional wines, many find this trip to be a solid investment in a memorable day that captures the essence of Alentejo.
Who is This Tour Best For?

This tour is ideal for travelers who enjoy cultural explorations, historic sites, and wine tasting — all in a manageable, small-group setting. It suits those who want a guided experience that balances structure with free time to explore.
It’s perfect if you prefer not to drive, value insightful guides, and are happy to spend a full day immersed in Portugal’s rural charms. While it does involve some walking and a busy schedule, the pace is generally comfortable, making it suitable even for those with moderate mobility.
FAQs

- Is transportation included? Yes, the tour provides comfortable, air-conditioned transportation from Lisbon and back.
- Can I choose to do the Monsaraz extension? Yes. You must select the “with Monsaraz” option when booking; the choice cannot be changed later.
- What sites are visited in Évora? The tour includes Évora Cathedral, Chapel of Bones, Roman Temple of Diana, and free time to explore the city.
- How long is the visit to Monsaraz? You get about one hour to explore the village and visit the castle.
- Are wine tastings included? Yes, a tasting at a local winery is part of the experience.
- Is lunch included? No, lunch is not included, but there are many local options recommended for a regional meal.
- What is the tour duration? Approximately 8 hours, starting at 9:00 a.m. and returning around 5:00 p.m.
- What languages are guides available in? Guides speak English, Italian, Portuguese, Spanish, French, and German.
- Is this tour suitable for children or seniors? While the tour involves some walking and sightseeing, it generally suits most with moderate mobility — always check with the provider for specific needs.
- What should I bring? Comfortable shoes, sun protection, a camera, and some cash for personal expenses or optional lunch.
This day trip from Lisbon offers a tasteful slice of Portugal’s rural soul, blending history, landscapes, and local flavors. Whether you’re a history buff, a wine enthusiast, or just looking for a scenic escape, it’s a thoughtfully curated way to experience the Alentejo’s authentic charm — all without the stress of planning or driving.
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Looking for something different? Other Lisbon activities we've written about
- Évoras UNESCO Sites and the Enchanted Village of Monsaraz
- Exclusive Sunset Cruise (for your group of 2-8 people) with wine and snacks
- Excursion from Lisbon: ÉVORA + MONSARAZ and Alentejo Wines
- Excursion from Lisbon: SERRA DA ESTRELA and MONSANTO
- Experiência de Surf em Lisboa / Costa de Caparica
- Explore Belém and Monsanto
- Explore Lisbon on a Tuk Tuk Tour: History & Viewpoints
- Fado: Guided Historical Tour with Local Dinner
- Fado Half Day Guided Tour with Dinner & live Show in Lisbon
- Lisbon: Private Night Tour with Fado Dinner Show
- Fátima, Alcobaça and Nazaré Full Day Private Tour
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