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Explore Portugal’s Alentejo region on a 7-day guided cycling tour starting from Lisbon, featuring wine visits, historic sites, cork factories, and charming villages.
Discover the Évora: Alentejo Region 7-Day Guided Cycling Tour, a captivating journey through Portugal’s scenic countryside. Priced with flexible booking options, this tour includes 6 nights of accommodation, 3 dinners, and 5 guided cycling routes led by local guides. The tour departs from Lisbon District and offers a well-balanced mix of cycling, cultural visits, and local workshops, making it a compelling choice for active travelers seeking an authentic experience.
Designed for those comfortable on a bike, this tour emphasizes small-group intimacy with a maximum of 10 participants. The flexible itinerary allows for adaptations based on skill level and seasonality, ensuring a tailored experience. While the highlight is the exploration of the Alentejo’s picturesque landscapes, historic towns, and local crafts, travelers should be prepared for some scenic but physically moderate cycling days along peaceful bike lanes and rural paths.


This tour begins in the Lisbon District and features five diverse cycling routes with guidance from local experts. The itinerary offers a mix of cultural visits, countryside rides, and leisure stops, making it suitable for travelers who enjoy both active days and relaxed exploration. The start involves a short ride from the accommodation to nearby sites, with some routes following an eco-trail built on an old railway, providing a peaceful, traffic-free experience.
The flexible nature of the tour means routes can be tailored to different skill levels, making it accessible for most riders. The schedule includes options to visit charming villages, historic castles, and rural workshops, with plenty of opportunities to enjoy the stunning scenery and local life.
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One of the early highlights involves a bike ride from the guesthouse to Arraiolos, a town famed for its rich historical center. The ride follows an eco-trail passing through small farms and scenic landscapes. In Arraiolos, visitors can climb up to the castle to take in panoramic views and explore the well-preserved town, known for its traditional embroidered rugs and charming streets.
This part of the tour introduces participants to Portugal’s rural heritage and offers a chance to enjoy a visit to Fita Preta winery, housed in a medieval property with a 14th-century palace. The winery visit is a significant inclusion, allowing travelers to sample local wines while soaking in the historic ambiance of the estate.

A standout activity of this tour is the visit to a cork factory, where travelers see how cork is transformed into various products. The process is explained in detail, highlighting the importance of cork industry in the Alentejo region. From there, the tour continues to a Prickly Pear plantation and an olive mill, giving insight into Portugal’s agricultural heritage and traditional crafts.
The visits to these local workshops offer a blend of education and hands-on experiences, making them perfect for those interested in regional industries and artisanal skills. These stops are generally season-dependent but are included when available, providing a genuine glimpse into rural production.
A full-day is dedicated to Évora, a UNESCO World Heritage city known for its 13th-century cathedral and surreal Bone chapel. The tour guides lead visitors through the city’s historic streets, revealing architectural marvels and remarkable history. The city’s holly oak forests and meadows set a tranquil backdrop for cycling around its outskirts afterward.
The day features visits to Zambujeiros Dolmen, the largest in Europe, and the Almendres Cromelech, the oldest megalithic monument on the continent. The Almendres Menhir and the Mitras Church are additional stops that combine natural beauty with ancient history. Most of this exploration takes place along a brand-new cycling lane, which provides a serene and traffic-free environment.
More Great Tours NearbyA visit to a cheese factory provides the chance to tour and do tastings of local dairy products, highlighting Portugal’s cheese-making techniques. Afterward, cyclists can explore Évora at their own pace, visiting key monuments and enjoying local cafés. The highlight for many is climbing Alto de São Bento to watch the sunset, offering a scenic end to a busy day.
This combination of cultural, culinary, and scenic activities emphasizes a well-rounded experience of the region’s heritage and flavors.
In the latter part of the tour, participants transfer to Reguengos for a day dedicated to the fortified village of Monsaraz. On the way, travelers stop at the pottery village of S. Pedro do Corval, where men craft pottery and ladies paint vibrant designs with impressive speed and skill. These traditional crafts showcase Portugal’s artisanal talents.
The ride continues to Monsaraz, a historic stronghold on the border with Spain, with lunch by the Alqueva dam reservoir, the largest artificial lake in Europe. After lunch, the group conquers the hilltop castle with a steady climb, rewarded with sweeping views of the surrounding countryside. The peaceful streets of Monsaraz invite leisurely exploration before returning to the accommodation.
Throughout the tour, staying at a traditional farmhouse is a key feature, offering a comfortable and authentic base in rural Portugal. The package includes three dinners, allowing participants to taste regional cuisine in a cozy setting, while additional meals and drinks are not included. The focus on local food enhances the immersive experience.
The accommodation’s peaceful setting complements the active days, providing a relaxing retreat after cycling and sightseeing.
The tour features small-group sizes, limited to 10 participants, ensuring personalized attention from guides. The group is led by knowledgeable guides fluent in English and Portuguese, who help navigate routes and provide insights into local culture and history. Pickup is included, making logistics straightforward.
Participants should bring comfortable shoes, hats, sunscreen, water, and a camera. Routes are adaptable for different skill levels, but some activities are season-dependent, so advance booking for visits like wineries is recommended. The tour is not suitable for anyone unable to ride a bike.
This guided cycling tour offers a compelling combination of active exploration and cultural discovery. The focus on local crafts, historic sites, and regional industries like cork and cheese makes it appealing for travelers who want more than just scenery.
The small group setting fosters a personal atmosphere, and the inclusion of multiple UNESCO sites and ancient monuments enriches the experience. While the physical activity is manageable for most, the tour’s pace and varied stops keep it engaging and well-balanced.
This tour provides an authentic taste of Portugal’s Alentejo region, ideal for those seeking active days combined with culture and scenic countryside.
What is the duration of this cycling tour?
The tour lasts 7 days, with a flexible start date. It includes 6 nights of accommodation and 5 guided cycling routes.
Are the routes suitable for all skill levels?
Yes, routes can be adapted for different skills, and guidance is provided. The tour is not suitable for people who cannot ride a bike.
What activities are included in the tour?
Highlights include visits to Évora, Monsaraz, S. Pedro do Corval pottery village, a cork factory, a winery, and a cheese factory.
Are meals included?
Three dinners are included, but other food and drinks are not. Participants should bring additional snacks or meals if desired.
What should I bring for the tour?
Comfortable shoes, a hat, sunscreen, water, a camera, and comfortable clothing are recommended.
Is transportation provided during the tour?
Yes, transfers are included, including pickup from designated points, and transportation between stops.
How many people are in each group?
The group size is limited to 10 participants to ensure a personalized experience.
Can I cancel this tour?
Yes, free cancellation is available up to 24 hours in advance for a full refund.
Do I need to pre-book activities like winery visits?
Yes, advance booking is required for some activities such as winery visits to ensure availability.
What languages are guides available in?
Guides speak English and Portuguese, providing clear explanations throughout the tour.