Discovering Portugal in Style: A Detailed Look at the 2-Day Private Sintra & Lisbon Tour
If you’re planning a trip to Portugal and want to maximize your time exploring some of the most iconic sights, this 2-day private tour from Lisbon might be exactly what you’re looking for. Designed to offer a flexible, personalized experience, it takes you through the enchanting hills of Sintra and the vibrant streets of Lisbon—all in two days.
What we love about this tour is how it combines key UNESCO sites like Pena Palace and the Moorish Castle with immersive city experiences, all while providing the comfort of private, air-conditioned transport. Plus, the familiarity and ease of having your guide tailor the stops to your preferences make it feel less like a rushed group tour and more like a day out with a knowledgeable friend.
That said, one thing to consider is the price point—at over $300 per person, it’s on the higher side, but the value lies in the convenience, private transportation, and expert guidance. It’s best suited for travelers who want to see a lot without the stress of navigating alone or being part of a large group. Whether you’re a couple, a small family, or a small group of friends, this tour caters well to those who appreciate a curated experience without sacrificing flexibility.
Key Points

- Private, personalized experience means flexible timing and tailored stops based on your interests.
- Comfortable transport with air conditioning, Wi-Fi, and bottled water enhances the journey.
- Rich itinerary covering UNESCO World Heritage sites like Pena Palace, Sintra National Palace, and Lisbon’s historic neighborhoods.
- Expert guides (like Filipe) are praised for their friendliness and knowledge, making the experience engaging and informative.
- Good value for money considering the private transportation, multiple stops, and extensive sightseeing planned over two days.
- Optional tickets and meals not included—so plan your budget accordingly, especially for entrance fees at popular sites.
An In-Depth Look at the Tour Experience

This 2-day private journey is particularly appealing if you’d like to avoid the hassle of figuring out logistics on your own. Starting each day at 9:00 AM in Lisbon, the tour kicks off with pickup from your accommodation or agreed-upon meeting point. From there, you’ll hop into a comfortable vehicle equipped with Wi-Fi and bottled water, setting the tone for a seamless experience.
Prefer personalized experiences? Here are other private options we've covered in Sintra
Day 1: Exploring Sintra’s Mystical Sites
The first day is all about Sintra, a fairy-tale town perched among hills filled with castles, palaces, and lush greenery. Your guide will take you at your preferred pace, but the planned stops promise a rundown of Sintra’s highlights.
Moorish Castle:
One of the first stops is the Moorish Castle, dating back to the 8th century. Skirting the mountain ranges, this fortress offers a glimpse into Portugal’s Moorish past. Its walls have witnessed centuries of history, and the recent renovations during the Romantic period in 1860 have added a picturesque touch. Expect to walk around the ramparts and enjoy sweeping views of Sintra’s landscape—perfect for photos and a sense of stepping back in time.
Pena Palace:
Next, you’ll visit the Pena Palace, perched atop Monte da Pena. Built on the site of a former monastery, this colorful palace is an epitome of 19th-century Romantic architecture. Surrounded by gardens and offering panoramic vistas of the mountains and coast, Pena Palace is a must-see. The interior’s intricate rooms and terraces allow you to soak up the fairytale atmosphere. Note: Entrance tickets are not included, but your guide can help with timings and options.
Sintra Village & Palaces:
Strolling through the Centro Historico de Sintra gives you a feel for this UNESCO World Heritage site. The charming streets are lined with cafes, shops, and historic buildings—it’s a lively contrast to the serenity of the palaces. The Sintra National Palace is another highlight, famous for its distinctive twin chimneys and richly decorated interiors, revealing Portugal’s royal past.
Quinta da Regaleira:
A short drive takes you to Quinta da Regaleira, hailed as one of Sintra’s most mysterious sights. Built in the early 20th century, its castles, tunnels, and lush gardens are filled with esoteric symbolism and Gothic Revival style. It’s a favorite among travelers who enjoy exploring less conventional, myth-laden sites.
Additional Spots:
Depending on your interest and pace, your guide might suggest visiting Monserrate Palace or exploring more of Sintra’s scenic parks, like the Romantic Monserrate Park, which offers tranquil nature walks.
Day 2: Lisbon’s Historic Heart and Coastal Landmarks

After a good night’s rest, the second day shifts gears to Lisbon, Portugal’s vibrant capital and one of the oldest cities in Western Europe.
Mosteiro dos Jerónimos:
The day begins with a visit to the Manueline masterpiece, the Jerónimos Monastery. Built in the early 16th century, it’s an icon of Portugal’s Age of Discoveries. The intricate stonework and maritime motifs are awe-inspiring, and the nearby Belém area is filled with history and local flavor.
Torre de Belém:
A short walk brings you to the famous Belém Tower, a UNESCO World Heritage site. Its ornate design and strategic location on a basalt island make it a symbol of Portugal’s maritime dominance. Expect to marvel at the craftsmanship and imagine the ships that once guarded the river entrance.
Pastéis de Belém:
No trip here is complete without tasting the legendary Pastéis de Belém. Your guide might recommend grabbing a quick snack, and you’ll understand why these custard tarts are celebrated across the world.
Discoveries & Vista Points:
Moving along, the Padrão dos Descobrimentos monument commemorates Portugal’s explorers, while Parque Eduardo VII offers a peaceful spot with sweeping city views. From there, you can stroll through the historic neighborhoods of Alfama, with its narrow alleys and colorful houses, or enjoy the city’s viewpoints like Miradouro da Senhora do Monte for picture-perfect vistas of Lisbon’s rooftops and the river.
Lisbon’s Main Squares & Churches:
A walk through Rossio Square and the Lisbon Cathedral completes the experience, illustrating how history, architecture, and everyday life blend in this city. You’ll likely find that your guide shares stories about Lisbon’s resilience after the 1755 earthquake and its vibrant street life.
Practical Details and What to Expect

The tour’s price of around $318 per person reflects the convenience of private transportation, guide expertise, and the ability to customize stops. The vehicle is air-conditioned and equipped with Wi-Fi, making the long drives comfortable and more engaging.
Since tickets for sites like Pena Palace, Sintra National Palace, and Quinta da Regaleira are not included, you should budget extra for entrance fees if you wish to explore inside. The tour provides a flexible schedule, so your guide can adjust timing at each site based on your pace and interests—the kind of personal touch that makes a big difference.
The reviews highlight how helpful and friendly guides like Filipe are, making the experience enjoyable and informative. Travelers appreciated how they could see many sights in a short period while still feeling well taken care of.
Who Is This Tour Best For?

This private tour is ideal for travelers who want a comprehensive but relaxed itinerary without the hassle of navigating public transport or large groups. It’s particularly suited for those who value expert guidance and a customizable experience—whether you’re interested in palaces, castles, or Lisbon’s lively neighborhoods.
It’s a good choice if you’re okay with paying a bit more for convenience and personalized service. The tour’s pace and structure make it suitable for most ages, especially those comfortable with walking and exploring historic sites.
Final Thoughts

If you’re after a well-rounded, private introduction to Sintra and Lisbon, this tour offers a blend of history, architecture, and scenic views, all handled by knowledgeable guides. The flexibility to tailor stops and the comfort of private transportation make it a standout option for those looking to make the most of a short visit.
While the price might seem steep compared to public tours, the added comfort, privacy, and dedicated attention often justify the expense. It’s especially appealing for travelers who prefer a seamless experience, detailed explanations, and the ability to customize their day.
For anyone eager to explore Portugal’s cultural gems without the stress of planning every detail themselves, this tour delivers a thoughtfully curated adventure that captures the essence of both historic Sintra and lively Lisbon.
2 Tours Private / Tour SINTRA / Second Day Tour LISBON
“We had an excellent time on our tours! Felipe was our guide and he was friendly and informative. We saw so many wonderful places in a very short …”
FAQ

Is this tour suitable for families or children?
While the description doesn’t specify family friendliness, the tour involves walking around historic sites and some uphill paths, so it’s best suited for older children or teenagers comfortable with walking.
What is included in the price?
The price covers private transportation, Wi-Fi, bottled water, and the guide’s services. Entrance tickets to sites like Pena Palace are not included, so plan accordingly.
Can I customize the schedule or stops?
Yes, the tour is flexible. The guide can adjust timing and possibly some stops based on your preferences to make the day more personalized.
How long is each day’s driving?
While exact durations aren’t specified, you can expect several hours of travel time over the two days, with stops at key sites along the way.
Are meals included?
No, meals and snacks are not included, but your guide may recommend local spots or you can explore cafes during the stops.
Is the tour suitable for people with mobility issues?
Since some sites involve walking and climbing stairs, it’s best to check with the tour provider if you have specific mobility needs.
How far in advance should I book?
Most travelers book around 48 days ahead, indicating good availability but also suggesting to reserve early to secure your preferred dates.
What is the cancellation policy?
You can cancel up to 24 hours in advance for a full refund, giving some flexibility if your plans change.
If you’re looking for a comprehensive, personalized experience of Sintra and Lisbon that balances sightseeing with comfort, this private tour could be just the ticket to unlock Portugal’s magic without the overwhelm.
More Private Tours in Sintra
More Tours in Sintra
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- Lisbon: Sintra, Cascais & Pena Palace Tour with Lunch
- Private Tuk Tuk Tour around Sintra
- Full Day Private Tour in Sintra on a Tuk Tuk or Car
- Private Tuk Tuk Tour around Sintra and Beaches
- Sintra: Epic Full-Day 4×4 Off-Road Adrenaline Tour in Sintra
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More Sintra experiences we've covered
- Lisbon: Sintra, Cascais & Pena Palace Tour with Lunch
- Private Tuk Tuk Tour around Sintra
- Full Day Private Tour in Sintra on a Tuk Tuk or Car
- Sintra: Castle of the Moors Skip-the-Line Ticket
- 2 Tours Private / Tour SINTRA / Second Day Tour LISBON
- Private Tuk Tuk Tour around Sintra and Beaches
- Lisbon: Sintra – Pena & Quinta da Regaleira Full Day Group
- ÉVORA Megalithic Almendres Cromlech
- Sintra: Epic Full-Day 4×4 Off-Road Adrenaline Tour in Sintra
- Private Tuk Tuk Tour around Magical Sintra and Coastline
- Your Sintra, Cabo da Roca & Cascais
- Private Tour Lisbon:Pena Palace, Sintra+Obidos/Nazare/Fatima

