7 nights
47 mls (km)
Southern Portugal
Easy to Moderate
Jan to Dec

Discover Sintra’s Extravagant Culture & Dramatic Atlantic Coast

  • Prominent national monuments including the unmissable Palacio de Pena, a beautiful example of Romanticism architecture, idyllic Castelo dos Mouros and the Palacio Nacional
  • Captivating and mystical gardens of Quinta da Regaleira
  • Beautiful Parque Natural de Sintra with its wild and rugged Atlantic coastline and opportunity to visit the austere Convento dos Capuchos convent
  • Cabo da Roca, the most westerly point of mainland Europe
  • Bustling coastal town of Cascais
  • Savour locally sourced, traditional Portuguese cuisine
  • High standard, historic accommodations

Why Choose Our Sintra-Cascais Walking Holiday?

Walking the Sintra and Cascais landscape is an open window into the past, following routes designed to explore the area’s foremost historical and cultural sites. Discover Sintra’s fascinating sights in the morning, before joining hiking routes out into the area’s peaceful surrounding woodland and rural landscapes later on in the day. Starting in the vibrant town of Sintra, discover the town’s extravagant palaces, gardens and manor houses, with the latter half of the walking holiday located on the breathtaking Atlantic coastline, reaching Azenhas do Mar and the fisherman’s town of Cascais – just one hour away from Lisbon by public transport.

Sintra Walking Holiday Map
Our Sintra walking holiday starts in Sintra and finishes in Cascais

The Path

Exploring the castles, palaces and manor houses of Sintra in the morning, you'll find even, well-defined footpaths around the town's palace grounds and surrounding hillsides. As you make your way out into the more rural areas in the afternoon, you follow a more shaded route, under the canopy of the forest along slightly more rugged dirt trails and woodland paths that lead out of the town's historic centre. A combination of circular walks, and sections that follow the established "Costa Atlántica" make up the coastal sections at the end of the itinerary. These routes that lead out of the hillsides to the coast take you through the Sintra-Cascais National Park, a landscape of vibrant colours, beaches and secluded coves.

The footpaths you follow are well way-marked with some steep ascents/descents, designed to accommodate around 4-5 hours walking each day, allowing ample time to experience the traditionally relaxed Portuguese lifestyle in the communities, towns and villages you stay in.

The Accommodation

As you walk out from Sintra to the Portuguese coast, you'll find a range of accommodation that reflects the character of the area you're staying in. You'll spend four nights in Sintra, with a sun terrace overlooking Pena Castle and the Sintra Mountain Range. Out on the Praia Grande, our standard accommodation boasts swimming pools and fantastic views over the neighbouring Atlantic. Our accommodations are selected with great care; high-standard, characterful establishments featuring en-suite rooms and many great places to eat (serving traditional Portuguese food) within a short walking distance.

Our Sintra – Cascais Itineraries

  • Sintra to Cascais
    Distance: 47 miles (75.5km)
    7 Nights, 6 Days
    from £1000 pp
    POR-SNT1 ~ Sintra to Cascais ~ 7 / 6 classic

    or ask us a question
    What's Included:
    6 walking days
    7 nights
    7 breakfasts
    Two sharing ppSolo walkerSingle person (in a group)
    05/01/2024 - 25/03/2024£1,000£1,580£1,490
    26/03/2024 - 25/05/2024£1,185£1,865£1,775
    26/05/2024 - 25/06/2024£1,230£1,950£1,860
    26/06/2024 - 26/09/2024£1,330£2,120£2,030
    27/09/2024 - 31/10/2024£1,185£1,865£1,775
    01/11/2024 - 18/12/2024£1,000£1,580£1,490
    19/12/2024 - 31/12/2024£1,185£1,865£1,775

    • 7 nights’ accommodation on a bed and breakfast basis
    • Luggage transfers
    • Personal transfers where indicated in the programme as a standard arrangement
    • Walk Pack, to include Road Book (route notes/mapping) including directions to your accommodation and destination information.
    • A Sintra Cascais Nature Park map
    • Access to a Travel App
    Price Does Not Include ~
    • Packed lunches (own arrangements)
    • Evening meals (own arrangements). Available in local restaurant or in-house.
    • Travel to Sintra/travel from Cascais.

    You choose which day you would like your holiday to start on. We will book your holiday in accordance with your requirements.

    Our Sintra – Cascais holidays are available to walk January to December.

    The best time to visit Sintra would be Spring and early Autumn. The days are bright and temperate, and the summer crowds have long since decamped. During the high season, the town's historic centre can get quite busy from midday onward, and the heat can make progress that much more difficult.

    Travel arrangements for arrival/departure:

    You are responsible for booking your travel to Portugal and to your accommodation in Sintra and return from your accommodation in Cascais.

    The nearest airport is Lisbon Airport (LIS) www.ana.pt/en/lis/home


    You may take the Metro from Lisbon Airport to Rossio train station in the city centre

    • · Metro Vm Red Line from Aeroporto (direction Sao Sebastiao) to Alameda stop
    • · Metro Vd Green Line from Alameda stop (direction Cais do Sodre) to the Rossio stop

    Location of Rossio Station: https://rail.cc/en/lisbon/lisbon-rossio-station/l508

    Train from Lisbon-Rossio train station to Sintra.

    Frequent services throughout the day, travel time is 40 minutes. For more information, please go to the Comboios de Portugal official website: https://www.cp.pt/passageiros/en


    You can take a train or bus back to Lisbon. Trains run frequently throughout the day and the journey takes 35 to 40 minutes. This train stops at the Cais do Sodre Station. https://rail.cc/en/lisbon/cais-do-sodre-railway-station/l1081

    From Cais do Sodre Station, you can take the bus, shuttle or metro to the airport. https://www.aeroportolisboa.pt/en/lis/access-parking/getting-to-and-from-the-airport/public-transportation

    We can organise additional nights/rest days, as well as transport options. Please contact us to discuss how we can help you with your specific requirements. Call one of our helpful team on +44 (0)1291 689774 or e-mail us here.

    Sintra – Cascais Client Reviews

    5/5 based on 5 reviews
    Detailed & helpful in every way. Although we did not have any trouble (missed connections, etc.), we felt confident that we could contact you if we needed your help. The trust factor matters a lot!
    - May 2023
    Well organised tour with relevant information about what I could see and visit. West Highland Way next.
    - April 2023
    This is our third trip with Celtic Trails. They are well organised, excellent communication and information, interesting and varied walking, very nice accommodation, local providers dependable. This is a wonderful way to experience a country and its cul
    - May 2022
    I haven't felt this good in a while - both in body and spirit. The feeling of connection to the land was overwhelming. The people were incredibly warm and friendly. Did I mention the wonderful hospitality and food? A tough choice between Portugal and Tuscany. May yet do Tuscany with this company.
    - March 2019
    Thoroughly enjoyed the experience - shall book with you again. Thank you.
    - December 2018
    Leave your own review of your Sintra – Cascais Walking Holiday with us - add review.
    Booking Request - Sintra – Cascais
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    What Happens Next?

    We will check your details and come back to you within two working days with a personalised estimate based on your requirements. We will then formally request a deposit of £150 per person (£100 per person for a single centre break) and book all your arrangements - find out about our full booking process here.

    Please note this does not constitute a booking confirmation, we kindly ask you to refrain from booking any travel until we have confirmed all your arrangements.

    Still Have Questions?

    If you are still unsure on any of your requirements, please do enquire with us first and one of our friendly team will be happy to help you with any queries you have.

    Enquire About Sintra – Cascais
    +44 (0)1291 689 774
    Our lines are open: 9am to 5pm (GMT), Monday to Friday
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    Sample Accommodations

    Please note: exact accommodation booked will depend on availability.