If you’re someone who loves history but prefers a relaxed, unique way to experience it, this Megalithic & Medieval Tour of Monsaraz in a Moto Sidecar might just be your next adventure. This three-hour journey takes you through some of Portugal’s most compelling ancient and medieval landmarks, all while riding in a vintage sidecar motorcycle — a fun twist that keeps things memorable and personal.
What really catches our eye about this tour is how it blends scenic landscape riding with storytelling—you’re not just rushing past ruins, but engaging with history as it was laid out across the Alentejo plains. Plus, the personalized experience, with a private guide in a small group, means you’re not lost in a crowd.
On the flip side, a potential consideration is the weather — since it’s an outdoor tour on a motorcycle, rain or snow can cancel the route, which might be a hassle if you’re counting on this experience. Also, it’s not suited for those over 95 or those who need a more sedate pace.
That said, if you’re interested in history, enjoy a bit of adventure, and want something different from the usual walking or bus tours, this ride will likely hit the spot. It’s especially good for travelers who appreciate stories behind the stones and enjoy a personal touch in their excursions.
Key Points

- Unique Transportation: Riding in a vintage moto sidecar makes the journey memorable and offers great views.
- Historical Depth: The tour covers a wide span—from Megalithic sites to medieval castles and Templar legacies.
- Expert Guide: A knowledgeable guide like Paulo adds richness, answering questions and bringing history to life.
- Scenic Landscape: Expect picturesque views of cork oak trees and vineyards typical of the Alentejo region.
- Short but Rich: Just three hours, but packed with diverse sights and stories.
- Weather-dependent: The route may be canceled if it rains or snows, so check the forecast.
A Detailed Look at the Tour

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Starting Point: Monsaraz
The adventure kicks off right in the heart of the medieval village of Monsaraz, a well-preserved hilltop town with narrow, winding streets and whitewashed houses. You’ll find the sidecar motorcycle parked in front of the tourist office, ready for your ride. This stop sets the tone—expect a friendly welcome and a quick briefing before you hit the road.
The Scenic Ride through Alentejo
Once mounted, you’ll start your journey across the Alentejo landscape, which is everything you’d hope for: expansive plains dotted with cork oak trees, lush vineyards, and gentle rolling hills. The guide shares tidbits about the region’s agriculture and history, giving you a feel for what made this area so significant historically and today.
First Stop: Anta Olival da Pêga
Your first visit is to the Anta Olival da Pêga, a megalithic monument that dates back thousands of years. It’s one of the key highlights—this site helps you imagine what life was like in prehistoric Portugal. The guide will explain the relevance of Megalithic heritage, Chromlechs, and Menhirs, helping you understand how ancient peoples used these stones for spiritual or social purposes.
More Great Tours NearbyCromlech Xarez and Menhir Abelhoa
Next, you’ll see the Xarez Cromlech, a stone circle associated with early ceremonial sites, and the Abelhoa Menhir, a single standing stone. These ancient structures are a testament to Portugal’s long-standing human presence and give you a tangible connection to the distant past.
The Medieval Village: Monsaraz
Returning to Monsaraz, you’ll explore its medieval features—the castle, Tower of Homage, and Barbican. These structures reveal the strategic importance of the town during the Templar and Muslim periods. The castle offers panoramic views over the plains, so if you choose to climb up, you’ll get a visual feast of the countryside.
Religious and Fortified Sites
The Stª Catarina Hermitage, 17th-century fortifications, and Ruins of Fortless of S. Bento give a layered look at the town’s spiritual and defensive history. The Hermitage of S. Lázaro and the Church N. S. da Logoa add further depth, illustrating the religious influence over centuries.
Historical Layers: From the Inquisition to Jewish Heritage
One of the tour’s more distinctive features is the visit to the house of the Inquisition, which offers insight into a darker chapter of Portuguese history. The guide discusses the region’s involvement in Inquisition activities and touches on Jewish heritage in the area, adding context and nuance that many historical tours skip.
Artistic Touch: Pottery at S. Pedro do Corval
The tour wraps up in S. Pedro do Corval, known for traditional pottery. Here, you can observe artisans at work, adding a contemporary craft element to your historical journey. It’s a lively, colorful contrast to the ancient ruins, and a great place to pick up a unique souvenir.
What We Loved About the Experience

We loved the personalized storytelling from a guide like Paulo, who’s clearly passionate and well-versed. Several reviews mention how detailed and engaging the explanations are, making history accessible and interesting. The combination of riding and sightseeing offers a fun twist — it’s not common to see this kind of hybrid experience, and it makes the trip stand out.
The scenic landscape is another highlight; the views of cork oak forests and vineyards are peaceful, and the open-air ride lets you absorb the surroundings without distractions. Plus, the stops at ancient megalithic sites are truly special—they’re not just ruins but stories carved in stone that you can get close to and really appreciate.
Practical Details and Considerations

The tour lasts around three hours and is conducted as a private group, making it ideal for travelers seeking a more intimate experience. The guide speaks English, Portuguese, and Spanish, which covers most language needs.
The cost is worth considering when you think about what’s included: you’ll get expert guidance, private transportation, and access to multiple key sites. It’s a bit of a premium experience, but given the personalized nature and the novelty of the sidecar, many find it to be a good value.
If you’re visiting during the rainy season, keep in mind that the route can be canceled with short notice — so flexibility is key. Also, if you have mobility issues or are over 95, this might not be suitable.
Group Size and Booking
Since it’s a private group, your experience is tailored and relaxed, with plenty of opportunities to ask questions. Booking is straightforward, and with the option to reserve now and pay later, you can keep your plans flexible.
Who Should Consider This Tour?

If you’re a history buff, curious about Portugal’s ancient and medieval past, or just looking for a fun, offbeat way to see Monsaraz and its surroundings, this tour fits well. It’s perfect for travelers who enjoy a bit of adventure, don’t mind being outdoors, and want a memorable way to learn about the region’s heritage.
It’s also suitable if you’re traveling with a small group or partner who appreciates a personalized touch over crowded bus tours. For those with mobility issues or over 95, it’s probably best to look for other options. And if the weather forecast shows rain or snow, be prepared for possible cancellations.
Final Thoughts

This Megalithic & Medieval Tour in a Moto Sidecar offers a distinctive combination of scenic riding and culture. It stands out for its personalized approach, knowledgeable guides, and the way it blends different historic eras into one seamless experience. The stops at prehistoric sites, medieval fortifications, and local pottery workshops give you a broad perspective on the region’s heritage, all wrapped in a fun and memorable ride.
It’s best suited for travelers who want more than just sightseeing — who are eager to connect with history in an engaging way, enjoy small-group intimacy, and don’t mind a bit of outdoor adventure. If you’re after a relaxed yet intriguing outing that’s different from typical tours, this one deserves a spot on your itinerary.
Megalithic & Medieval Tour of Monsaraz in a Moto Sidecar
FAQ

Is this tour suitable for children?
The tour is designed for adults and is not specifically family-friendly. Due to the outdoor riding element and the nature of the stops, it’s best suited for older children or adults.
What languages does the guide speak?
The guide is available in English, Portuguese, and Spanish, making it accessible for most travelers.
Can I cancel the tour if the weather is bad?
Yes, you can cancel up to 24 hours in advance for a full refund. The route will be canceled if it rains or snows, so keep an eye on the weather forecast.
How long is the tour?
The experience lasts approximately three hours, including stops and sightseeing. It’s an ideal length for a relaxed but rundown.
What is the starting point?
The tour begins in Monsaraz right in front of the tourist office, where the sidecar motorcycle is parked. Coordinates are 38.45185470581055, -7.384072780609131.
Is this a private experience?
Yes, the tour is conducted as a private group, ensuring a more personalized and intimate adventure.
What should I wear or bring?
Since it’s an outdoor ride, dress comfortably and appropriately for the weather. A light jacket or hat might be helpful, especially if it’s sunny or windy.
Are there any age restrictions?
The tour isn’t suitable for those over 95 years old. Safety and comfort are priorities, so check with the provider if you have specific concerns.
If you’re craving a blend of history, scenery, and fun, this sidecar tour offers an experience you’ll likely remember long after you’ve left Portugal.
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