Full-Day Sintra, Cascais, and Cabo da Roca Day Trip from Lisbon

Explore Portugal's historic palaces and rugged coastline

The Finer Details
Be mesmerized by the diversity of grand homes and palaces nestled in Sintra's hills and along Cascais beautifully rugged coastline. In the company of a historian, you will spend the morning visiting some of Sintra's historic centre and Pena Palace. Your afternoon will see you road-tripping down the coast to soak up the ambiance of the idyllic town of Cascais. At your final stop, you will meet the ferocious Atlantic at the westernmost point of Continental Europe, Cabo da Roca.

NOTE: This day trip includes a car service that will pick you up at your accommodation. Please tell us your hotel or apartment address in the 'Additional Details' box while adding the tour to your shopping cart. If you are arriving by cruise, please provide the name of your cruise line along with the arrival date and time.

Tour Description

Your guide and driver will pick you up bright and early from your hotel in Lisbon and take you on the scenic route to Sintra to be introduced to this beautiful region. Upon arrival, you will start your day with a visit to the charmingly colorful Pena Palace. Surrounded by 200 hectares of lavishly planted gardens, you can admire a wide mix of architectural styles, an indication of the different tastes of the occupants who have inhabited the castle over time. You will wander through the ornately decorated interior while listening to intriguing stories of the many kings and queens who once walked these halls. Your morning in Sintra will continue with a stroll through the historic center before you embark on a coastal road trip to Cabo da Roca and Cascais.
 
On your way out of town, you will pause for lunch (at your own expense) before making your way to the most westerly point of continental Europe, Cabo da Roca. On your way, you'll drive through Cascais National Park, learning about the beautiful natural scenery around you as you make your way through. At Cabo da Roca, you'll pause to enjoy a sweeping view of the Atlantic and learn about the 18th-century lighthouse (Portugal's first purpose-built lighthouse) perched on the cliff above the ocean. Next, you'll hop back in the car to explore more of the coastal region, stopping off at such charming sites as Guincho Beach or Cascais town to take in the stunning surroundings. Your driver will return you to your hotel safe and sound at the end of the day, leaving you with a greater appreciation for the beauty and history of this special part of Portugal.

For those wishing to focus exclusively on Sintra, please see our Sintra Full-Day Excursion. For a crash course on Portuguese history and architecture, we also recommend our Introduction to Lisbon.

Includes

  • Pena Palace (interior and exterior)
  • Cabo da Roca
  • Cascais
  • 8-hour private tour with a local guide
  • Private car to and from Lisbon
  • Tickets to Pena Palace
  • Afternoon road trip 
Book a Tour
Where You’ll Go

From iconic landmarks to tucked-away local favorites, these are the places you’ll explore and experience firsthand with your Expert.

  • Pena Palace
  • Cabo da Roca
  • Cascais
  • Sintra
What’s Included As Standard
Here’s a look at what your tour covers, plus anything you’ll want to consider arranging separately, so you can plan with confidence.
Included
  • English-speaking expert guide
    Tours led in English, offering you unbroken understanding throughout.
  • Intentionally sized groups
    A smaller group means more time for conversations and questions.
  • Tickets and entrance fees
    All entry tickets included (unless clearly stated otherwise).
  • Headsets
    Headsets are included on tours that need them, so every word can be heard.
Excluded
  • Gratuities
    We encourage tipping as a way to thank your guide after your experience.
  • Food and drink
    Refreshments are only included during a tour when clearly noted.
  • Transportation to and from the meeting point
    Guests organize pre- and post-tour transport themselves - this service can be added by request.
  • Hotel pickup or drop-off
    Unless noted, travel to or from accommodation isn’t included - this service can be added by request.

Make the Most of Your Tour

Some helpful advice for getting the most from your experience, from practical prep to small on-the-day tips.

Dos:
  • Wear comfortable footwear
  • Check the weather and dress appropriately
  • Bring a bottle of water (no glass)
  • Feel free to ask your Expert anything
Don'ts:
  • Bring firearms or weapons
  • Bring sharp objects (e.g. knives, swiss army knives, switchblades, hiking sticks)
  • Dress inappropriately to enter religious sites or sacred monuments
Any questions? You can always contact us.

Frequently Asked Questions

Tours operate rain or shine, but in the case of inclement weather, your expert will modify the tour so more time is spent indoors. It never hurts to be prepared; we encourage keeping an eye on the weather and bringing along an umbrella, sunscreen, water, or a hat as needed. Sintra has its own microclimate and as such tends to be significantly colder than Lisbon even in Summer. You should bear this in mind and dress accordingly for your excursion
This tour is designed as a day trip from Lisbon. However, since it’s a private tour, we may be able to arrange for the guide and driver to meet you elsewhere and start your day there instead. If booking online, please mention this in the notes section so we can adjust your booking.
While we don't cover a large distance on the tour, nor do we take a fast pace, Lisbon is the City of Seven Hills and Sintra is no exception. We will be walking up stairs and on inclines, as well as on cobblestoned streets. We can adapt the route of our private tours based on the ages, needs, and interests of travelers in your party. If you have mobility concerns, please feel free to contact us before booking; we can help you decide on the best tour for your needs.
Book with confidence — see Context's flexible cancellation policy here.

Don’t just take our word for it

68 Reviews

Estela was a wonderful guide! It was a great day!

Estela made it an informative and interesting experience. It was so much easier in her capable hands. We had a delightful day. Our driver, Ricardo was awesome too.

Absolutely fantastic day! Estela was amazing - she has so much knowledge, but, importantly, she is a pleasure to spend the day with! And our driver, Antonio, was wonderful as well!

Photo Shared by Carolyn with their review

Let Your Curiosity Shape Your Journey

Join passionate experts on intimate walking tours that reveal a city’s unique stories, spark conversations, and leave you seeing the world—and yourself—a little differently.

Structured, never scripted

Your interests guide your Expert, leading to stories and perspectives that matter to you.

Crafted for conversation

With ten or fewer guests, ask questions, engage with your Expert, and fully immerse yourself.

Experts, not guides

Explore with 1,200+ Experts—from historians and architects to archaeologists and chefs.