Sintra – A fairytale town in Portugal and UNESCO World Heritage Site

This tailor-made Sintra, Cabo da Roca and Cascais full-day private tour is a memorable way to kick-start your trip to Portugal or an unforgettable day during your vacation in Portugal.

Explore the UNESCO World Heritage town of Sintra, enjoyed by kings, nobles and poets; visit romantic period Palaces and gaze at cottages and manor houses embedded in lush vegetation.

Visit Cabo da Roca and admire the westernmost point of continental Europe.
Enjoy the beaches and town of Cascais – Lisbon’s aristocracy hideout.

This bespoke Sintra and Cascais full-day private tour is a great way to visit must-see attractions near Lisbon before your driver drops you off back at your accommodation.

All our tours can be customized to best suit your travel ideas and itinerary.
Feel free to check our suggestion below for additional inspiration.

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Suggested Tour Program

Sintra + Cabo Da Roca + Cascais 01

Get picked up from your accommodation and start your Sintra, Cabo da Roca and Cascais private tour by spending the morning in Sintra, visiting the Pena Palace. This colorful castle is located on top of the hill, so it’s best to start here and move your way down towards the town center.

After visiting the romantic Pena Palace, you can walk through the beautiful Pena gardens to the lower entrance of the park called Pena Park.

Next stop, you can choose between the Moorish Castle, the National Palace or Quinta da Regaleira . After this, your driver can suggest a delicious lunch with ocean views.

Sintra + Cabo da Roca + Cascais 02

In the afternoon, continue your Sintra, Cabo da Roca and Cascais private tour towards Cabo da Roca – a breathtaking Cape located at the westernmost point of continental Europe where you can enjoy a panoramic view over the Serra de Sintra and the coast.

Sintra + Cabo da Roca + Cascais 03

Approaching the end of your private tour, arrive in Cascais for a walk along the bay. Traditionally a fishing village, Cascais transformed into a very fashionable summer resort, visited by monarchs and celebrities. Nowadays, Cascais still preserves its aristocratic atmosphere and is very much worth a visit.

Sintra + Cabo da Roca + Cascais 04

Time permitting, you can also visit the Casa das Historias Paula Rego that was designed by the architect Eduardo Souto de Moura.

The building makes use of certain aspects of the region’s historical architecture, which is here reinterpreted in a contemporary way. It can be immediately recognized thanks to its two pyramid-shaped towers and the red-colored concrete used in its construction.

This will complete your Sintra, Cabo da Roca and Cascais private tour.

We are proudly committed to the idea of not being strict to timings or specific plans and instead be flexible so that you can fully enjoy the day during your private tour.

  • Details
  • Duration: 8 Hours
  • Pick-up and Drop-off: Your Accommodation or other at your choice
  • Included
  • A reliable and competent driver
  • Bottle of Mineral Water
  • Luxury Fleet
  • Wi-Fi inside the vehicle
  • Not included
  • Entrances in Monuments
  • Meals
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    Great customized service.

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    Holisticluxury - September 15, 2022
    A fantastic experience with great, customized service. I wanted to squeeze in a trip to Monchique from the Algrave. Ricardo was responsive and accommodated my schedule. Miguel was a fabulous guide and was professional and kind. I love being able to support a small business while receiving excellent service. Customized luxury at its best. I will rebook with them when I return.
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    Exceptional in every way!

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    judinewyork - October 1, 2022
    What started off as a transfer from Lisbon to Porto turned into a dream vacation! I first contacted 4u2enjoy in 2019 and booked a driver for a transfer from Lisbon to Porto stopping along the way. Unfortunately, our trip was for 2020 and we had to cancel...4u2enjoy canceled our booking without any difficulty. Because of this hassle free experience, when we were ready to try again we contacted 4u2enjoy to make arrangements for a 2022 trip.

    After talking with Ricardo, what started as just a transfer became transfers, tours and hotels! Everything he suggested and every arrangement was spectacular! From the beautiful boutique hotels, winetastings, sailing trips and each driver was beyond our expectations! Each experience and location was special and unique.

    The only "kink", which really wasn't a kink was using a credit card....this was an issue on our side. Ricardo was great figuring things out and problem solved!

    Ricardo went above and beyond! Every detail was taken care of. This vacation, starting in Lisbon, then to Porto, Douro Valley and ending in Cascais was truly made exceptional by the hard work of Ricardo. I wouldn't hesitate in recommending 4u2enjoy!

    Ricardo....thank you! I look forward to my next 4u2enjoy (aka, designed by Ricardo) holiday.
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    Family Trip to Portugal

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    Mary C - October 15, 2022
    Ricardo helped us preplan a wonderful itinerary. Jose Anthony, our driver, was knowledgeable, pleasant, accommodating and flexible. He introduced us to people and places during our 3 days spent with him, sharing with us the history and culture of Portugal. My adult son, daughter and I thoroughly enjoyed the trip and would reach out to Ricardo and Jose Anthony in the future.
  • Because Ricardo was so great at planning our entire trip, we went to different places and loved every single one.

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    plataoro - November 18, 2022
    Our favorite experience was VISITING PORTUGAL., Loved how friendly people were, loved specially how safe we felt everywhere we went.
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    star rating  
    inievesm - November 3, 2022
    Punctuality, well planned, friendliness, well adjusted for our needs and expectations of the places visited, excellent vehicles, great restaurant suggestions were important factors that made us enjoy the whole experience. Since the beginning when we contacted the agency, Ricardo managed to arrange our trip and tours according to our needs. Our tour guide, Carlos, was knowledgeable in almost every aspect of Portugal history as well as the country's folklore. He tried to please everyone in our group making a perfect balance in the activities we performed. We have traveled in Europe, Australia, Africa, South and Central America as well as United States. Comparing the overall experience of 4U2Enjoy with other companies that we have been in contact, this has been one of the best!!!


We’d love to hear from you!

If you have any questions about our tours or need assistance creating your own, please don’t hesitate to get in touch.

Our friendly and knowledgeable team is available and will respond within 24 to 48 hours to help you plan your dream trip.

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