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Discover Portugal's Alentejo with this small group day trip from Lisbon, including visits to Evora, Monsaraz, and a wine tasting at a local vineyard for just $302.

This small group day trip from Lisbon offers an immersive experience into the enchanting Alentejo region for $302.42 per person. Spanning approximately 8 hours, the tour takes you through historic sites, medieval charm, and authentic wine tastings. The journey is designed for those who appreciate personalized attention, as limited to only your group with a dedicated driver and guide.
We like how this tour combines cultural highlights with a relaxed pace, making it ideal for travelers seeking a meaningful escape from Lisbon’s hustle. The inclusion of wine tasting at a local vineyard adds a flavorful touch, perfect for those interested in Portugal’s wine traditions. Keep in mind, this is a fully private experience, so it’s well-suited for families, couples, or small groups wanting an intimate day out.

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The tour begins in Evora’s historic center, where you’ll see the Roman Temple of Diana beside the Evora Cathedral. This site highlights Evora’s long-standing history, dating back to the Roman period. Outside the city walls, the Aqueduct of Agua da Prata, built in the 16th century, stretches across the landscape, with parts still visible inside the city.
As you walk through Evora, you’ll learn how the Arabs shaped its streets in the 11th and 12th centuries. The city once hosted Portuguese kings and was a hub for artistic activity, especially during the Age of Discoveries. The tour offers a two-hour guided visit, allowing ample time to appreciate Evora’s architectural and cultural treasures.

After exploring Evora, the group heads to the medieval village of Monsaraz. This small hilltop town enchants visitors with its narrow stone streets and whitewashed houses. Walking inside the medieval walls, you step back in time, surrounded by plains that extend far beyond and the Alqueva Lake, which marks the border between Portugal and Spain.
The one-hour stop in Monsaraz offers stunning panoramic views of the countryside. The town’s peaceful ambiance and historic atmosphere make it a highlight of the trip, especially for those who appreciate medieval architecture and authentic small villages.

The tour’s final stop takes you to a local winery in the Alentejo region for a wine tasting. The region’s white wines are generally soft and slightly acidic, with tropical fruit aromas, while the red wines are full-bodied, rich in tannins, and feature aromas of wild and red fruits.
The visit to the vineyard is included in the tour price and lasts about an hour and a half. The choice of winery may vary, but Ervideira is often included. You’ll learn about Portuguese wine production and sample some of the region’s best offerings in a relaxed setting.

The tour departs from Lisbon at 9:00am, with pickup options available. Traveling in an air-conditioned vehicle, the group enjoys WiFi onboard, making it easy to stay connected. Bottled water is provided throughout the day.
The small group size ensures that the guide can offer more personal attention and tailored explanations at each stop. The tour ends back in Lisbon, making it a convenient day trip for those staying in the city.
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The guide leads you through each site, sharing insights into Portugal’s history, culture, and wine traditions. The knowledgeable guide enhances the experience, making the visit to Evora, Monsaraz, and the vineyard both educational and engaging.
Guests consistently appreciate the friendly, expert guidance, especially noting the deep understanding of Portuguese history and local customs. The small group setting also allows for questions and a more relaxed exploration.

At $302.42 per person, this tour offers a value-packed experience that includes all transportation, bottled water, guide service, and the wine tasting. The full-day itinerary is designed to balance sightseeing with leisure, and most travelers book about 130 days in advance.
The free cancellation policy provides peace of mind, allowing cancellation up to 24 hours before for a full refund. This flexibility makes it accessible for those with changing plans.

This tour suits history lovers, wine enthusiasts, and small groups seeking an intimate experience outside Lisbon. It’s ideal for those who want to explore less touristy spots like Evora and Monsaraz, with the added bonus of a local wine tasting.
Active walking is involved at Evora and Monsaraz, but the pace remains manageable. The private nature of the tour makes it suitable for families, couples, or friends who prefer a more personalized exploration.
This 8-hour journey offers a well-rounded look into the Alentejo region’s cultural, historic, and vinicultural highlights. The combination of UNESCO-listed sites, medieval charm, and authentic wine tasting makes it a compelling option for those eager to experience Portugal beyond Lisbon.
The small group format and expert guide elevate the experience, ensuring that visitors gain meaningful insights and enjoy a comfortable, personalized day. While the price is higher than some day trips, the all-inclusive nature—covering transportation, guide, and tastings—makes it a worthwhile investment for those wanting a curated experience.
“O primeiro contato a partir do Brasil com o Hugo convenceu-nos de imediato a contratar os serviços da walkborder .O guia Rúben foi fantástico,…”
Is this tour suitable for all physical levels?
Yes, the stops involve walking through historic sites and small towns, but the pace is manageable for most travelers.
Does the tour include lunch?
No, lunch is not included. Travelers should plan to bring a snack or enjoy local dining options afterward.
What is included in the price?
The guided visits, wine tasting at the vineyard, bottled water, air-conditioned transport, WiFi, and personal accidents insurance are included.
Can I cancel the tour?
Yes, free cancellation is available if canceled at least 24 hours in advance.
Where does the tour depart from?
The tour departs from Lisbon with pickup offered at designated locations.
Is this a private tour?
Yes, it is a private experience, meaning only your group participates.
How long is the wine tasting?
The tasting lasts about 1 hour and 30 minutes, providing plenty of time to sample and learn about the wines.
What are the main highlights of the stops?
In Evora, the Roman Temple and Bones Chapel stand out; in Monsaraz, the medieval walls and panoramic views; and at the vineyard, the Portuguese wine traditions.
Is transportation comfortable?
Yes, traveling is in a modern, air-conditioned vehicle with WiFi and bottled water.
Who is the tour provider?
The experience is offered by walkborder, known for creating personalized, small-group excursions around Portugal.