Private Tour Alentejo, Evora, Monsaraz, Mourão-Medieval Times Lunch&Wine Tasting

Exploring Alentejo: A Detailed Look at the Private Tour from Lisbon

If you’re considering a day trip that combines history, stunning scenery, and a taste of Portugal’s famous wines, this private Alentejo tour might catch your eye. Offered by Knight Riders Tourism, it promises a personalized experience visiting some of the region’s most picturesque villages and historic sites, with the bonus of a traditional lunch and wine tasting. It’s a full-day adventure that’s designed to take the hassle out of planning and give you a genuine taste of rural Portugal.

What’s particularly appealing about this experience? First, the private transportation means you won’t be stuck with a large, noisy group — your driver/guide will just be with your own party. Second, the inclusion of a local meal and wine tasting gives it a more immersive feel than just sightseeing from afar. That said, one consideration is the cost, which is a bit higher compared to group tours, but you’re paying for exclusivity and comfort.

This tour is best suited for travelers who want a relaxed, flexible day exploring the Alentejo’s highlights without the stress of planning every detail. It’s especially good if you enjoy history, scenic views, and wine, and prefer the comfort of private transport. If you’re traveling with family or friends and value a curated experience, this could be a solid pick — but keep in mind the price point.

Key Points

• Private, personalized experience, with pickup and drop-off in Lisbon, Cascais, or Sintra
• Visit four key sites: Monsaraz, Mourão, Évora, and the Chapel of Bones
• Authentic local lunch and wine tasting included, offering a genuine taste of Alentejo
• Comfortable transport in an air-conditioned van with a driver/guide
• Flexible itinerary with some free time at each stop to explore at your own pace
• Cost reflects the private, curated experience, but might be pricier than group alternatives

The Itinerary in Detail

Monsaraz – The Medieval Gem

Your day begins in Monsaraz, a place that seems frozen in time. The village’s whitewashed houses and cobblestone streets evoke an old-world charm that draws visitors looking for that postcard-perfect moment. The highlight here is the castle, offering panoramic views over the Alqueva Dam — Europe’s largest artificial lake. We loved the way Monsaraz whispers stories from the past, and it’s easy to see why many reviewers describe it as magical. One traveler said, “Monsaraz maintains the magic from ancient times like few others in the world.”

You’ll spend around two hours here, which allows time to wander through narrow alleys, snap photos, and soak up the atmosphere. It’s a quiet, scenic spot ideal for those interested in history and architecture, plus it’s free to walk around, making it an affordable pause in your day.

Mourão – A Riverside Haven

Next, you’ll head to Mourão, a peaceful village perched on the Guadiana River’s banks. With about an hour to explore, you’ll get a glimpse into traditional Alentejo life. Mourão’s natural beauty is a major draw, and its location near the border with Spain makes it a noteworthy stop for its serene landscape and laid-back vibe. While there’s no entry fee, you’ll find that its tranquility and views are what make it worth the visit, especially if you’re after a quiet moment away from busier tourist spots.

Évora – A UNESCO Heritage Site

The highlight for many is Évora, often called a treasure trove of history. Founded by Romans and later fortified by Moors, it boasts centuries of influence reflected in its architecture and streets. Your guide will take you on a tour of the main attractions, which might include the Roman Temple, the Cathedral, and other significant sites. We particularly appreciate that this part of the tour includes a visit to the Chapel of Bones, which is a must-see for its macabre charm. It’s not for everyone, but it’s definitely memorable. One review called it “a fascinating chapel with a very macabre atmosphere,” so it’s worth considering if you’re comfortable with that kind of experience.

You’ll have around two hours to explore Évora at your own pace, which provides a chance to walk through the historic center, browse local shops, or just sit back and people-watch.

Chapel of Bones – An Eerie but Intriguing Stop

The Chapel of Bones is a short visit, around 30 minutes, but it’s a striking experience. Its walls are lined with skulls and bones, a reminder of Portugal’s historical approach to mortality. It’s included in the tour, so you won’t need to pay extra, but be prepared for a somewhat unsettling atmosphere. Many find it fascinating, though some might find it a bit unsettling — definitely an experience for the curious.

Monsaraz Castle and Walls – Panoramic Views

Your final stop is the Monsaraz castle and walls, where you’ll spend about an hour. The view of the Alqueva Dam from here is spectacular and worth the visit. This spot is a favorite for photographers and anyone wanting to end the day with a scenic vista. The castle area is also a good place to pick up some souvenirs or simply enjoy the peaceful surroundings.

The Practical Side: What’s Included and How It Fits

The tour includes private transportation in an air-conditioned van, which makes for a more comfortable experience, especially in Portugal’s warm climate. The guide is a driver/guide, so you’ll get local insights along the way, enhancing the visit with historical context and answers to your questions.

The lunch is a highlight, offering an authentic regional meal, paired with Alentejo’s signature wines for tastings. This is a rare opportunity to enjoy local flavors without the hassle of searching for good spots on your own. The wine tasting is included, which adds value, especially if you’re a fan of Portuguese wines.

Pickup and drop-off are available at hotels and apartments in Lisbon, Cascais, and Sintra, making logistics straightforward. You’ll also get insurance and taxes covered, so there are no extra fees to worry about.

Price and Value

At $469.50 per person, this experience skews toward the premium side. It’s not cheap, but the price reflects the private service, curated itinerary, and included meals and tastings. If you’re after a personalized, relaxed day with a knowledgeable guide, many travelers find it worth paying for that peace of mind and comfort.

The Reviews

Out of four reviews, the overall rating is 4 stars. One reviewer, Niki, expressed disappointment due to last-minute cancellations from the guide, highlighting that sometimes unforeseen circumstances occur. On the flip side, Rebecca praised the guide Hugo, calling him personable, knowledgeable, and friendly — clearly making the experience stand out for positive travelers.

Who Should Consider This Tour?

This private tour is perfect for those who prefer a more leisurely, customized experience over large group excursions. It suits travelers with a moderate budget who value comfort, local authenticity, and insider knowledge. If you enjoy historical sites, scenic views, and wine, you’ll likely appreciate how this tour combines those elements seamlessly.

It’s also well-suited for couples, friends, or small groups who want a special day out without the noise and rigidity of larger tours. Families with older children might enjoy it if they’re interested in history and don’t mind walking around historic sites.

Final Thoughts

This private Alentejo tour offers a well-rounded day exploring some of Portugal’s most beautiful and historic villages, with comfortable transport and expert guidance. The inclusion of a traditional lunch and local wine tasting elevates the experience beyond simple sightseeing, giving you a taste of regional life.

While the price may seem high to some, the private nature, personalized service, and access to hidden gems make it a worthwhile choice for those seeking comfort and authenticity. The stops are thoughtfully chosen to showcase the best of Alentejo’s landscape, history, and culture — and the views from Monsaraz and Évora alone make it worth considering.

If you’re after a relaxed, insightful, and scenic day with a knowledgeable guide by your side, this tour is a solid pick. Just be aware of the occasional last-minute change or cancellation, and plan accordingly.

FAQ

Is transportation included? Yes, the tour includes private, air-conditioned transportation with pickup and drop-off in Lisbon, Cascais, or Sintra.

What’s the duration of the tour? The entire experience lasts about 8 hours, giving plenty of time to enjoy each stop without feeling rushed.

Are meals and wine tasting included? Yes, you’ll enjoy an authentic local lunch and wine tastings as part of the tour package.

Can I cancel this tour? Yes, cancellations are free up to 24 hours before the tour date for a full refund.

How many people will be in the group? Since it’s a private tour, only your group will participate, ensuring a personalized experience.

Is this tour suitable for families? The tour is generally suitable for most travelers, but it’s best for those interested in history and comfortable with walking around historic sites.

What are the main highlights? Expect visits to Monsaraz, Mourão, Évora, the Chapel of Bones, and Monsaraz Castle, along with scenic views and wine tasting.

What should I wear? Comfortable shoes for walking are recommended, and don’t forget sun protection if it’s a sunny day.

Is there any special equipment or supplies I need? Not really — just bring your curiosity, camera, and a sense of adventure!