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Discover Lisbon’s south side with this private luxury 2-day tour, exploring historic sites, natural parks, and wine regions in comfort and style.

The Lisbon & The South Side Wine Regions Private Luxury Tour offers a well-rounded experience combining history, nature, and wine tasting in just two days. Priced at $203.16 per person, this tour is perfect for those seeking a comprehensive yet relaxed exploration of southern Portugal’s key attractions without the hassle of planning or navigating.
This private experience includes luxury transport, a knowledgeable guide, and the freedom to choose between two prominent wine regions: Setubal with Arrabida Natural Park or Alentejo with Évora Medieval City. The tour is spread over two days, providing ample time to enjoy each site without feeling rushed, making it ideal for visitors who prefer a personalized pace.
While food and entrance tickets are not included, the tour offers flexibility and comfort—with pickup and drop-off from your Lisbon accommodation, free Wi-Fi on board, and a captive guide explaining the sights and stories along the way. The tour’s high ratings of 5.0 from four reviews speak to its quality and value.

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This tour begins at 9:00 am with hotel pickup within Lisbon city area, ensuring convenience for travelers staying in the city. The private luxury vehicle is air-conditioned and equipped with free Wi-Fi, making travel between stops comfortable and informative.
The group is private, meaning only your party participates, which enhances both comfort and flexibility. If your accommodation is outside the Lisbon city area, you’ll need to contact the provider for a customized pickup quote. The itinerary may shift slightly depending on traffic or weather, but the overall experience remains well-organized and smooth.

The first day begins with a drive across the Lisbon to the South Side Bridge, setting the scene for the day ahead. The Santuario Nacional de Cristo Rei stands as a major highlight, with its enormous statue of Christ the King—an iconic symbol visible from afar. Built over ten years starting in 1949, the statue’s viewpoints offer sweeping vistas of Lisbon, although admission is not included.
Next, the tour heads to Castelo de Palmela, built on high ground in the Serra da Arrábida. As an important defensive fortress, its strategic location offers spectacular panoramic views. The visit lasts about an hour and includes entry. Visitors appreciate the historical significance and climbing experience.
Following this, the Parque Natural da Arrábida presents a highlight of natural scenery. Located beside the sea, between Setúbal and Sesimbra, the park’s white chalk cliffs contrast sharply with the blue waters and green vegetation. It’s a great spot for photos and appreciating Portugal’s coast’s untouched beauty.
The charming fishing village of Sesimbra completes Day 1. Known as one of Portugal’s oldest fishing villages, it’s a relaxed place to stroll, explore local seafood eateries, and enjoy the sea breeze. The visit is two hours long and free of charge.
The day concludes with a wine tasting at Jose Maria de Fonseca, the region’s most famous winery. The 1 hour 30-minute experience includes sampling some of the best wines from Setúbal, with admission included. Guests often praise the variety and quality of the wines, and the expert guidance provided during tasting.

Day 2 focuses on Évora, a UNESCO World Heritage Site with roots dating back to Roman times. The 1-hour visit gives an overview of this musem-city, known for its 16th-century architecture and royal history. Admission is free, but the highlighted sites require additional tickets if visitors wish to go inside.
The Aqueduto da Água de Prata is a structure rebuilt in 1537, designed to bring clean water into the city. Its 10-minute stop is a brief but interesting look at Renaissance engineering.
The Muralhas de Évora, the fortified city walls, take about 20 minutes to explore. Walking along the well-preserved ramparts offers views of the city’s layout and history.
The Cathedral of Évora (Se Catedral) is a key monument, sitting on the highest point of the city. Its one-hour visit showcases architecture from different eras, although entrance tickets are not included.
Next, the Templo Romano de Évora (Diana Temple) provides a 30-minute glimpse into Roman influence, with admission included. Its well-preserved columns are a major draw for history buffs.
The Praca do Giraldo is the lively city center, where visitors spend about 30 minutes soaking in the local vibe and taking photos.
One of the more unique stops is the Chapel of Bones, built in the 17th century to remind visitors of human fragility. A 1-hour visit here is both contemplative and historic, and admission isn’t included.
The tour then visits one of the most famous wineries in Alentejo, where travelers can choose which winery to explore. The 1-hour visit includes wine tasting, with admission included, highlighting regional varieties that visitors often find delicious and memorable.

Throughout the tour, a local guide and driver provide personalized narration about each location’s history, architecture, and culture. The private nature of the experience allows for customized pacing and the opportunity to ask questions freely.
The spread over two days means guests don’t need to rush through sites, making it suitable for those who prefer a leisurely exploration. The hotel pickup and drop-off make the experience stress-free, especially after long flights or busy travel days.
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The tour costs $203.16 per person, with no food or entrance tickets included, so travelers should budget accordingly for meals and optional entry fees. The tour is suitable for most travelers, with moderate walking involved, so comfortable shoes are recommended.
The itinerary is flexible and might change due to traffic or weather, but the core experience remains consistent. The tour’s high ratings reflect its reliability, friendly guidance, and well-organized structure.
This experience appeals to history enthusiasts, wine lovers, and those wanting a luxurious, private feel during their exploration of southern Portugal. It suits travelers who appreciate personalized attention and slow-paced sightseeing without sacrificing key highlights.
While it doesn’t include guided interior visits of monuments or meals, the optional flexibility and insider knowledge make it a valuable introduction to the Lisbon south side and its wine regions.

This 2-day private tour offers a balanced combination of natural beauty, historic sites, and wine tasting, all in comfort and style. Its highly positive reviews underscore the quality of the guides and the experience.
Ideal for small groups or individual travelers seeking a personalized, hassle-free way to discover the region, this tour delivers value and depth without the complexity of planning. The focus on relaxation and education makes it a good choice for those eager to explore Portugal’s southern gems at a comfortable pace.
While not including meals or entry tickets, the flexibility and luxury transport compensate, offering a well-rounded and enjoyable experience. This tour is best suited for those who want to combine culture, scenery, and wine in a private setting.
“What a fantastic day! Joao was our guide and picked us up promptly on time and dragged two tired and jet lagged adults and one sleepy thirteen year…”
Is this tour suitable for all ages?
Yes, most travelers can participate, but moderate walking is involved, so comfortable shoes are recommended.
What regions can I choose to visit?
You can select between Setubal with Arrabida Natural Park or Alentejo with Évora.
Are guided tours inside the monuments included?
No, the tour does not include guided visits inside monuments or buildings; guides will explain the sites outside.
How long is each day’s activity?
The first day covers approximately five stops over about six hours, and the second day includes five stops over about five hours.
Is food included in the tour price?
No, meals are not included, but there are stops where you can enjoy local cuisine.
Can I customize the itinerary?
Yes, the itinerary may change depending on weather or traffic, and the guide can adapt to your interests within the general plan.
What’s the maximum group size?
Since it’s a private tour, only your group participates, ensuring personalized service.
Do I need to pay for entrance tickets?
Some sites include admission, but inside monuments, entrance fees are typically not included—check the individual sites for details.
What should I bring?
Comfortable shoes, a camera, and any personal essentials. Bottled water is provided.
How do I book this tour?
You can reserve through the provider, RM CESAR, with confirmation sent upon booking.
This private, two-day experience offers a rich taste of Lisbon’s southern attractions, wine culture, and scenic beauty—an excellent choice for those seeking a relaxed yet comprehensive trip.