Planning a day trip from Lisbon that combines history, culture, and some delightful wine tasting? This small-group tour to Évora and the Alentejo countryside might just be what you’re looking for. It’s a well-rounded experience that covers some of Portugal’s most iconic sites, paired with local wines and scenic views.
What immediately draws us in is the personalized feel of the tour — with a maximum of 8 guests, it promises a more intimate experience than the typical large bus crowd. Plus, the opportunity to visit the haunting Chapel of Bones and sip regional wines at a family-run winery really piqued our interest.
That said, one thing to keep in mind is the length of the day — it’s a 10-hour journey, which can be a bit long if you prefer more leisurely or flexible travel. Also, it’s not designed for those with mobility issues, given the walking involved and some hill climbs.
This tour seems best suited for history buffs, wine lovers, or anyone wanting a taste of authentic Portugal outside Lisbon — especially if you’re okay with a full day’s adventure.
Key Points

- Small-group experience ensures personalized attention and fewer crowds.
- Visit iconic sites like the Chapel of Bones, Roman Temple, and Évora Cathedral.
- Enjoy scenic views from Montemor-o-Novo Castle, overlooking the plains.
- Taste regional wines at a family-run Alentejo winery with guided commentary.
- Flexible free time in Évora allows for exploring hidden gems at your own pace.
- Comfortable transport in an air-conditioned minivan makes the long day easier.
An Honest Look at the Évora, Chapel of Bones & Alentejo Wine Tour

If you’re considering a day trip out of Lisbon that blends history, culture, and a bit of indulgence, this tour ticks many boxes. It’s a relatively affordable way to get a rich taste of Portugal’s interior, with a good mix of guided insights and free time.
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The Itinerary: A Well-Structured Journey
The tour kicks off early at the Living Tours office in Lisbon, where we’re greeted by our guide and the small group. The first leg—about 1.5 hours in a cozy, air-conditioned minivan—takes us through the scenic Alentejo countryside. Traveling in a small group really works in your favor here, as it allows for more relaxed conversations and flexibility.
Our first major stop is Évora, a UNESCO World Heritage city that’s brimming with history. Walking through its narrow, cobbled streets, you’ll get a sense of old Portugal. The visit to the Chapel of Bones is undoubtedly the highlight — it’s a site that’s both startling and thought-provoking. The bones arranged in intricate patterns are meant to remind visitors of mortality, and it’s a powerful experience. Our guide explained its history and significance, making the visit more meaningful.
Next, we visit the Évora Cathedral and Roman Temple, both iconic structures that give you a window into Portugal’s layered past. The cathedral’s impressive architecture and the Roman temple’s ancient stones are perfect spots for photos and pondering history. The guide allowed us some free time here, which we appreciated — it’s nice to wander at your own pace and soak in the atmosphere.
After some exploration, the group boards the van again for a short drive to Montemor-o-Novo Castle. Sitting atop a hill, the castle offers sweeping panoramic views of the plains — a quiet moment to appreciate the landscape and imagine medieval life. The castle’s straightforward visit was brief but worthwhile, giving us a sense of Portugal’s medieval defenses.
The Wine Tasting Experience: A True Highlight
The afternoon takes us to a family-run winery, a highlight for many. Walking through the vineyards, we get to see how the region’s grapes are cultivated, and the guided tasting of four regional wines is an absolute treat. We loved the way the guide explained the nuances of each wine, pairing them with local cheeses and chorizos, which added to the tasting experience.
According to reviews, the winery is a friendly, welcoming spot, with guides who are knowledgeable and engaging. One traveler even noted, “The guide at the winery was lovely,” which sums up the mood here. This part of the tour is not just about tasting wine — it’s about understanding the local culture and craft behind these regional favorites.
Practicalities and Comfort
The entire journey is comfortably managed, with a small group making the experience more intimate and flexible. The 10-hour schedule might seem long, but the stops and scenic drives keep it engaging. The tour is conducted in multiple languages, including English, which is helpful for international travelers. Just remember, the tour isn’t suitable for those with mobility impairments or wheelchair users, mainly because of the walking involved and uneven terrain.
More Great Tours NearbyWhat the Reviews Say
The overall rating of 4.6 out of 5 based on nine reviews reflects strong satisfaction. Guests praise the knowledgeable guides, with comments like “Sophia is super nice and caring,” and “Rafael made the trip the best.” Many also loved the stunning views and the quality of the wine tasting, calling it “very interesting” and “delicious.”
Some travelers mentioned wanting more time in Évora or more explanations about certain sites, but most agree the personalized approach and scenic stops made the day worthwhile. One review highlighted how the tour balanced historical sites with wine tasting, giving a well-rounded experience.
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Value for Money
At $100 per person, the tour offers a good balance of guided visits, transportation, and tastings. The entry tickets to the Chapel of Bones and Montemor-o-Novo Castle, along with the wine tasting, are included, which adds value. While meals aren’t included, there’s ample opportunity to grab a Portuguese lunch in Évora, if you’re hungry.
Who Should Consider This Tour?

This experience is perfect for travelers who enjoy history, culture, and wine. It’s a great way to see the Portuguese countryside without the hassle of self-driving, and the small group setup makes it more personal. If you’re looking for a comprehensive day trip that combines outdoor scenic views, historical sites, and regional flavors, this tour covers all bases.
However, if you’re not comfortable with a full-day itinerary or have mobility issues, you might find the walking and hill climbs challenging. Also, if you prefer more free time or customization, this structured tour might feel a bit rigid.
Final Thoughts

This From Lisbon: Évora, Chapel of Bones & Alentejo Wine Tour offers a well-rounded experience for those wanting a taste of Portugal’s interior, with good historical insights and delicious regional wines. The small-group setting, knowledgeable guides, and scenic stops make it a strong choice for curious travelers who want to learn and indulge comfortably.
While it is a full day and not suited for everyone, those who enjoy immersive, culturally rich experiences will find it a rewarding way to spend a day outside Lisbon. It’s a genuine opportunity to see Portugal’s countryside, learn about its past, and enjoy some excellent wines — all in one memorable outing.
From Lisbon: Évora, Chapel of Bones & Alentejo Wine Tour
FAQ

How long is the tour?
It lasts about 10 hours, starting early in the morning and returning in the evening.
What is included in the price?
Entry tickets to the Chapel of Bones, Montemor-o-Novo Castle, a guided winery visit with wine tastings of four regional wines, and transportation in a small, air-conditioned minivan.
Are meals included?
No, meals are not included. There is free time in Évora to find a local restaurant for lunch.
Is the tour suitable for children?
The tour involves walking and some hill climbing, so it’s not ideal for people with mobility issues or very young children.
Can I customize the tour?
Since it’s a guided group experience, customization isn’t possible, but the small group size allows for some flexibility during free time.
What languages are available?
The tour is conducted in English, with some additional languages possibly used depending on the group.
How big is the group?
A maximum of 8 guests, creating a more personalized experience.
Is it worth the price?
Considering the included site entries, wine tasting, and comfortable transport, it offers good value for those interested in the highlights of Évora and Alentejo.
What should I bring?
Comfortable shoes, hat, camera, sunscreen, and water. No smoking allowed.
Is there any cancellation policy?
Yes, you can cancel up to 24 hours before the tour for a full refund.
If you’re looking for a day that blends history, scenic views, and regional flavors, this tour offers a well-balanced, friendly, and engaging way to experience Portugal beyond Lisbon.
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