Traveling from Lisbon to experience the heart of Alentejo offers an inviting mix of history, culture, and culinary delights. If you’re considering this tour, you’re probably looking for a way to see some iconic spots without the hassle of planning every detail yourself. That’s where this day trip from Entourage trip comes in, promising a full nine-hour adventure through some of Portugal’s most fascinating towns, with plenty of opportunities to soak up local flavor—literally and figuratively.
What I really appreciate about this trip is the focus on both cultural highlights and wine tasting, striking a good balance for those who want to learn, see, and sip their way through Alentejo. Plus, the comfort of transportation and guided commentary makes the experience accessible and less stressful. One thing to keep in mind is that the tour isn’t suitable for wheelchair users, pregnant women, or those with back problems, so it’s best to consider your own mobility and health before booking.
If you love combining sightseeing with tasting regional wines and enjoy guided tours that go beyond just a quick look, this trip could be perfect. It’s especially suited for travelers who want a comprehensive day without having to navigate between sites on their own. Now, let’s dive into what makes this tour stand out — and what might give you pause.
Key Points

- Cultural immersion: The tour covers UNESCO-listed Évora, with highlights like the Roman Temple and Chapel of Bones.
- Historical charm: Vila Viçosa’s castle and Ducal Palace reveal the town’s aristocratic past.
- Wine tasting included: You’ll visit a traditional winery for tastings paired with regional cuisine.
- Comfort and convenience: Pickup and drop-off at your accommodation make logistics easy.
- Duration: A packed 9-hour schedule, so prepare for a full day of exploring.
- Group size: Private, which means more personalized attention and flexible timing.
What to Expect from the Tour

This day trip is designed to give you a well-rounded glimpse into Alentejo’s cultural and vinicultural scene, all while keeping things comfortably organized. From Lisbon, you’ll hop into a van and enjoy a roughly 100-minute scenic ride through Portugal’s gentle countryside. The journey itself is quite pleasant, giving you a chance to settle in and get excited about what’s ahead.
If wine interests you, we've examined these other wine experiences in Evora
Visiting Évora: The UNESCO Gem
Your first stop is Évora, a city brimming with history and charm. You’ll spend about 1.5 hours exploring its famous sites, such as the Roman Temple and the Évora Cathedral. The guided tour here often includes stories that bring the ancient stones alive, making history engaging even for those who aren’t typically history buffs. The Chapel of Bones is a standout — a somewhat macabre but fascinating reminder of Portugal’s medieval past.
Many reviews mention how knowledgeable guides enhance the experience by sharing interesting anecdotes and background that you wouldn’t get just wandering on your own. One reviewer noted, “The guide’s insights made the visit to Évora so much richer, especially with the stories behind each monument.” Expect to stroll through cobbled streets, discovering local shops and small plazas that still exude medieval flair.
Vila Viçosa: The Marble Capital
Next, you head to Vila Viçosa, about a 45-minute drive from Évora. Known as the “city of marble,” it offers a different vibe—more relaxed, with a focus on aristocratic history. You’ll visit the Vila Viçosa Castle and the Ducal Palace, where the Bragança Dukes once resided. These sites showcase impressive architecture and give insight into Portugal’s noble past.
Lunchtime here is often part of the tour, and many reviewers rave about the regional cuisine served alongside wine tastings. It’s a chance to enjoy authentic flavors, perhaps with local cheeses, bread, or traditional tapas, paired with some of the best wines of the Alentejo region. The three-hour stop at Vila Viçosa lets you walk around freely, absorb the surroundings, and indulge in regional food.
Tasting the Wines
Of course, a trip to Alentejo isn’t complete without tasting its wines. The included visit to a local winery is a highlight for many. You’ll learn about the winemaking process in a traditional setting and sample a variety of wines, often paired with regional snacks. Several reviews mention that the wine selection is excellent, with some noting that the tastings are generous and the guides make it educational and fun.
One traveler shared, “The wine tasting was fantastic — we learned a lot about the regional varieties and enjoyed the relaxed atmosphere at the cellar.” If you’re a wine lover, this part of the tour is definitely a highlight.
More Great Tours NearbyThe Logistics and Experience Details

The tour kicks off with two pickup locations—either in Lisbon or Cascais—making it flexible depending on where you’re staying. The full-day schedule means you’ll be out for about 9 hours, including travel, sightseeing, and tasting. While this is quite a long day, many found the pace comfortable, especially since the transportation is described as comfortable and the group is private, allowing for some flexibility.
The guide typically speaks English, French, and Spanish, enhancing the experience for international travelers. The group size being private means you won’t be part of a large crowd, which helps with personal comfort and flexibility.
What’s included is worth noting—guided tours at the key sites, wine tastings, transportation, lunch, and pickup/drop-off at your accommodation. The lunch is regional, giving you a taste of local flavors and supporting small local businesses. The tour’s price, considering all these elements, provides good value for a full day of exploration and tasting.
While in Evora, here are other experiences we've covered
Things to Keep in Mind
- Wear comfortable shoes; many sites involve walking on cobbled streets.
- Bring a camera to capture the views, especially in Vila Viçosa and Évora.
- A sun hat and water are recommended on hot days, as the climate can be warm.
- The tour isn’t suitable for wheelchair users, pregnant women, or people with back problems, so plan accordingly.
- Smoking isn’t allowed during the tour, so be prepared to respect that rule.
Authentic Traveler Feedback

Based on reviews, visitors have been quite happy with the knowledgeable guides and the stunning scenery. One guest mentioned, “The guides made everything so interesting and the views of the countryside were simply beautiful.” Others appreciated the delicious food and wine, noting that the tastings were generous and paired really well with regional snacks.
Some minor downsides include the long duration, which can be tiring for some, and the fact that the tour is not suitable for everyone with mobility issues. A few reviewers suggested that packing some snacks or extra water might be a good idea, especially if you’re prone to feeling peckish during long days.
Who Is This Tour Best For?

If you’re looking for an immersive cultural experience combined with wine tasting, this trip hits the mark. It’s perfect for history lovers, wine enthusiasts, and those wanting a relaxed way to explore beyond Lisbon. The private group setting makes it feel more personalized, and the scenic drive through the Alentejo countryside provides a lovely backdrop to the day.
However, if you’re not comfortable on your feet or prefer shorter trips, this might feel a little long. It’s also not suited for travelers with mobility restrictions, but for most able-bodied visitors who enjoy learning about local traditions, it offers a rewarding day.
From Lisbon: Évora, Vila Viçosa, and Wine Cellars Day Trip
FAQs
Is this tour suitable for children?
The tour is generally geared toward adults and doesn’t specifically cater to children, especially given the walking involved and the length of the day. Young children might find it tiring.
Are the pickups at the hotel or accommodation?
Yes, pickups are included at your accommodation, making it easy to start the day without extra hassle.
How long is the drive?
The drive from Lisbon or Cascais to Évora is around 100 minutes, giving you a comfortable ride through scenic landscapes.
What sites are included in the guided tours?
You’ll visit Évora’s Roman Temple, Chapel of Bones, and Cathedral, as well as Vila Viçosa’s castle and Ducal Palace.
Is lunch included?
Yes, regional food is part of the stop in Vila Viçosa, paired with local wines.
Can I customize the itinerary?
Since it’s a private group, there’s some flexibility, but the main schedule is generally fixed.
What should I bring?
Comfortable shoes, a camera, sun protection, and water are recommended.
Are there any hidden costs?
Monuments aren’t included unless stated, but guided tours, wine tastings, and lunch are covered.
Is the tour available in other languages?
Yes, the guide speaks English, French, and Spanish.
What if I need to cancel?
You can cancel up to 24 hours in advance for a full refund.
If you’re after a comprehensive look at southern Portugal’s treasures, this day trip offers a well-rounded experience. From wandering UNESCO-listed Évora to exploring Vila Viçosa’s aristocratic charm and sampling regional wines, it checks a lot of boxes. The private group setup and knowledgeable guides create a relaxed yet informative atmosphere that many travelers appreciate, especially those new to the region.
That said, it’s a full day, and some might find the pace a bit demanding. But if you’re ready for a window into Portugal’s history, culture, and flavors, this tour provides a convenient, engaging way to see some highlights without the stress of planning it all yourself.
Whether you’re a history buff, wine lover, or simply curious about Alentejo, this trip offers a satisfying taste of Portugal’s southern charm—and plenty of pics to prove it.
You can check availability for your dates here:More 1-Day Tours in Evora
More Wine Tours in Evora
- Lisbon: Private Full Day Evora & Alentejo Wine Tour
- Évora: Bread Workshop with Alentejo Olive Oil and Wine Tasting
- Golden Era of Évora walking & the portuguese wine tasting.
- Private Full Day Évora, Monsaraz, and Winery Day Trip
- Lisbon: Évora and Alentejo Private Wine Tour
- Private day tour to Évora: cork, factory, winery & the city
More Tour Reviews in Evora
More Evora experiences we've covered
- From Lisbon: Évora, Vila Viçosa, and Wine Cellars Day Trip
- Lisbon: Private Full Day Evora & Alentejo Wine Tour
- Évora: Bread Workshop with Alentejo Olive Oil and Wine Tasting
- Portugal: Private 10-Day Van Tour
- Private Unforgetable Full Day Tour in Évora
- Évora: Cork Factory and Cork Farm Lunch included
- Golden Era of Évora walking & the portuguese wine tasting.
- Private Full Day Évora, Monsaraz, and Winery Day Trip
- The Heritage route between Seville and Lisbon!
- Lisbon: Évora and Alentejo Private Wine Tour
- Evora and Vila Viçosa, secrets of the Southern Portugal
- 2hr Cork Safari in a Classical Land Rover


