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Sintra to Cascais Walking Tour

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Sintra to Cascais Walking Tour
From $675USDBook Now
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8 days from $675USD
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Sintra to Cascais Walking Tour
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The 8-day Sintra to Cascais Walking Tour is a spectacular adventure that will sweep you up in a fascinating whirlwind of Portuguese history while immersing you in the natural beauty of the Portuguese Riviera. This mesmerizing walking tour in central Portugal will guide you from regal Sintra to sun-kissed Cascais, inviting you to explore the region's coastal trails and breathtaking landscapes at your own pace.

For decades the families of Portuguese nobility flocked to Vila de Sintra (Sintra), spending their summers in opulent royal palaces and majestic medieval castles. Today, the area is still populated by some of Portugal's most wealthy, but the historic center of Sintra has now become an exceptional place to explore on foot.

Declared a UNESCO World Heritage Site, Sintra is famous for its nineteenth-century Romanticist architecture on full display in its multitude of historic estates, villas, and gardens. You'll visit Sintra's three most prominent monuments on this tour, taking in the beauty and splendour of the Castelo de Mouro, the Palacio da Pena, and the Palacio Nacional.

Leaving the glitz and glamour of Sintra behind, you'll enjoy scenic routes through vineyards, pine forests, and charming fishing villages along the coast. Enjoy overnight stays in Sintra and at lovely seaside accommodations in Colares and Cascais.

If luxurious palaces, beautiful natural landscapes, and a cool sea breeze sound like your ideal setting for an epic walking adventure, then the Sintra to Cascais Walking Tour won't disappoint. Book your spot on this tour today!

Portugal, Europe
Happiness promise

Sintra to Cascais Walking Tour

Discover the palaces and beaches of the Portuguese Riviera on this 8-day walking tour
4.80
(85 reviews)
8 days from $675USD
Easy quote
Duration
8 days
Season
Jan-Dec
Activity
Walking
Type
Self-guided, Private
Accommodation
Hotels
Difficulty
Easy (2/5)
From $675USD (see prices for this tour)
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National Geographic
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Sintra to Cascais Walking Tour
Personalized Service
Let our experienced travel advisors plan your perfect adventure

The 8-day Sintra to Cascais Walking Tour is a spectacular adventure that will sweep you up in a fascinating whirlwind of Portuguese history while immersing you in the natural beauty of the Portuguese Riviera. This mesmerizing walking tour in central Portugal will guide you from regal Sintra to sun-kissed Cascais, inviting you to explore the region's coastal trails and breathtaking landscapes at your own pace.

For decades the families of Portuguese nobility flocked to Vila de Sintra (Sintra), spending their summers in opulent royal palaces and majestic medieval castles. Today, the area is still populated by some of Portugal's most wealthy, but the historic center of Sintra has now become an exceptional place to explore on foot.

Declared a UNESCO World Heritage Site, Sintra is famous for its nineteenth-century Romanticist architecture on full display in its multitude of historic estates, villas, and gardens. You'll visit Sintra's three most prominent monuments on this tour, taking in the beauty and splendour of the Castelo de Mouro, the Palacio da Pena, and the Palacio Nacional.

Leaving the glitz and glamour of Sintra behind, you'll enjoy scenic routes through vineyards, pine forests, and charming fishing villages along the coast. Enjoy overnight stays in Sintra and at lovely seaside accommodations in Colares and Cascais.

If luxurious palaces, beautiful natural landscapes, and a cool sea breeze sound like your ideal setting for an epic walking adventure, then the Sintra to Cascais Walking Tour won't disappoint. Book your spot on this tour today!

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Read about our scale for Tour Difficulty Ratings.
Trip highlights

Discover impressive UNESCO sites as you explore the Sintra-Cascais Natural Park on foot.

Be swept up in the charm of Sintra as you admire its towering mountains, beautiful forests, and noble palaces.

Navigate scenic coastal trails and Mediterranean woodlands, stopping off at monasteries and castles along the way.

Enjoy gorgeous seaside accommodations in Colares and Cascais, ending your days with a cool dip in the Atlantic Ocean.

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Day by day itinerary
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Day 1
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Arrive
Your tour begins in Sintra, where you’ll be welcomed at your pleasant family-run hotel, just outside the historic town center. After you’ve settled in, enjoy views of Sintra and the surrounding rolling hills from the hotel’s peaceful terrace and perhaps set out on a little walk to acquaint yourself with the whimsical town.
Distance None
Overnight Location Hotel in Sintra
Included Meals None
Day 2
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Explore the Sintra Palaces
Prepare to be awe-struck, as today’s walk will introduce the former summer getaways of Portugal’s royals and nobility. Up first, a steep ascent leads you to the Castelo de Mouro (eighth to twelfth-century), an impressive Moorish castle that lords over Sintra, built strategically on a rocky outcrop. Next, you’ll explore the Palacio da Pena, followed by the Palacio Nacional. You may find yourself in a daze of luxury following the palace visits, so enjoy some fresh air as you explore the vast palace grounds, home to remarkable gardens. A final descent via Vila Sasseti will guide you back into the center of town.
Distance 4.5 hours, 9km, 150m of ascent, 400m of descent
Overnight Location Hotel in Sintra
Included Meals Breakfast
Day 3
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Convento dos Capuchos and Azoia
This morning, following a short transfer, you’ll kick off the day with a visit to the Convento dos Capuchos. In this sixteenth-century Franciscan monastery, you’ll appreciate the tranquillity of the serene setting. Next, you’ll navigate magical Mediterranean woodlands leading you to a final descent to Azoia. From Azoia, catch the bus back to Sintra.
Distance 5 hours, 11.5km, 425m of ascent, 500m of descent
Overnight Location Hotel in Sintra
Included Meals Breakfast
Day 4
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Explore the Sintra Manor Houses
Like so many other countries in Europe, the nineteenth and twentieth centuries in Portugal were influenced by the sweeping winds of the Romantic era. Today, you’ll see this fact on full display as you explore the luxurious interiors of some of Sintra’s romantical style mansions, built by nobles and the wealthiest merchants. Some of the homes are still occupied by residents today, while others have been converted into super-luxe hotels.
Distance 3 hours, 4.5km
Overnight Location Hotel in Sintra
Included Meals Breakfast
Day 5
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Walk Northbound to Arribas via Azenha do Mar
Say farewell to the wealth and romance of Sintra this morning as you head north through sprawling fields, vineyards, and pine forests toward the dramatic coast. Reaching the pretty fishing village of Azenha do Mar, you’ll join the GR-11, taking it south to your seaside hotel in Colares. Enjoy a dip in the hotel’s gigantic saltwater pool to top off an exciting day on foot.
Distance 5 hours, 15km, 225m of ascent, 485m of descent
Overnight Location Hotel in Colares
Included Meals Breakfast
Day 6
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Praia Grande Loop
Set out from your hotel this morning, joining the long-distance walking path GR-11, also known as <em>Costa Atlantica</em>. The gorgeous coastal path will guide you south as you trace ancient fishermen’s trails until you reach the village of Ulgueira. The trail continues, granting you beautiful views of the Cabo de Roca and the beach-lined coast as you continue the loop back to Praia Grande, via the village of Almoçageme.
Distance 4 hours, 11km, 50m of ascent, 650m of descent
Overnight Location Hotel in Colares
Included Meals Breakfast
Day 7
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Bound for Cascais
Your final day of walking begins with a transfer to Azoia, inviting you to pick up the GR-11 again and follow it along the coast. On the way, you’ll encounter the seventeenth-century fortress of Fortaleza de Guincho, which has since been converted into a luxury hotel. You have the option to end today’s walk after 8 kilometres, taking a bus to Cascais instead of walking the full 17.5-kilometre route. Once in Cascais, enjoy this lively beach town, where you’ll have no trouble finding a suitable spot for tonight’s farewell dinner and drinks!
Distance 5 hours, 17.5km, 275m of ascent, 475m of descent
Overnight Location Hotel in Cascais
Included Meals Breakfast
Day 8
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Depart
This morning, your walking tour comes to an end. Check out of the hotel and head to the airport to depart.
Distance None
Overnight Location None
Included Meals Breakfast

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Combine the freedom of travelling on your own with the confidence that all of your logistics are taken care of.

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Dates and prices
👇 Prices below are per person

Solo Traveller

Single Room (2+)

Double Room

Twin Room

Triple Room

2 Double/Twin Rooms

DatesSolo TravellerSingle Room (2+)Double RoomTwin RoomTriple Room2 Double/Twin Rooms
Jan 1, 2025 to Mar 25, 2025$1,275USD$1,175USD$725USD$775USD$850USD$725USD
Mar 26, 2025 to Apr 12, 2025$1,650USD$1,550USD$925USD$950USD$1,025USD$925USD
Apr 13, 2025 to Apr 19, 2025$1,725USD$1,625USD$975USD$1,025USD$1,050USD$950USD
Apr 20, 2025 to May 25, 2025$1,650USD$1,550USD$925USD$950USD$1,025USD$925USD
May 26, 2025 to Jun 11, 2025$1,725USD$1,625USD$975USD$1,025USD$1,050USD$950USD
Jun 12, 2025 to Sep 30, 2025$2,050USD$1,950USD$1,125USD$1,175USD$1,175USD$1,125USD
Oct 1, 2025 to Oct 31, 2025$1,650USD$1,550USD$925USD$950USD$1,025USD$925USD
Nov 1, 2025 to Nov 28, 2025$1,275USD$1,175USD$725USD$775USD$850USD$725USD
Nov 29, 2025 to Dec 31, 2025
Optional Extras:
Transfer from Cascais to Lisbon Airport:$95USD
Transfer from Lisbon Airport to Sintra:$75USD
Changes to itinerary after the confirmation (per person):$50USD
*Please note that the prices depend on the size of your group
What’s included

Meals

7 breakfasts are included on this tour.

Accommodations

Accommodations for 7 nights are included on this tour.

Transportation during the Tour

All transfers according to the itinerary are included on this tour. Luggage transportation according to the itinerary is included on this tour on Days 5 and 7. Airport transfers are not included, but can be arranged in advance as a supplement.

Also Included

  • Detailed route maps
  • GPS tracks and waypoints
  • 24-hour phone assistance

Not included

  • Flights
  • Extra transfers
  • Visas if required
  • Meals or drinks and snacks not previously mentioned
  • Tourist taxes if applicable
  • Travel insurance

Optional Extras

  • Activities and excursions unless otherwise mentioned as included
  • Single room supplements
  • Airport transfers

Accommodation for Sintra to Cascais Walking Tour

This tour is based in 2-star and 3-star hotels. All accommodations offer private rooms with ensuite bathrooms and basic amenities.

In some cases, the accommodation listed below may need to be substituted for other comparable accommodations.

Single Rooms and Solo Travellers
Rooms are double occupancy. The price for a single room or solo traveller is as indicated above.

Frequently asked questions

How hard is the Sintra to Cascais Walking Tour?

We rate this tour a 2 / 5. The tour is comprised of moderate day walks 3 to 5 hours long, excluding breaks. Roads can sometimes be stony, and walkers will traverse hilly or mountainous routes, but they are always well maintained.

Do I need a visa to travel to Portugal?

Check with your local country about visa requirements. You could also try this website, though you should verify with your government.

Are meals included on the Sintra to Cascais Walking Tour?

7 breakfasts are included on this tour.

Do I need insurance?

Yes, it is mandatory to have health and medical insurance to join this trip, and your insurance should cover any activities you plan to do, including walking and hiking. Get your Travel Insurance.

How do I get to Sintra to start this tour?

The nearest airport to Sintra is Lisbon Airport (LIS). From Lisbon Airport, you can reach Sintra by public transport, which takes approximately 1 hour. Alternatively, you can book a private transfer from the airport to Sintra in advance as a supplement during the booking process or arrange your own private transfer.

Where does the Sintra to Cascais Walking Tour end?

The tour ends in Cascais. From Cascais, you can reach the Lisbon Airport (LIS) by public transport, which takes approximately 1.5 hours. Alternatively, you can arrange a private transfer to the airport in advance as a supplement during the booking process or arrange your own private transfer.

Do I need special vaccines to travel to Portugal?

Check with your family doctor.

Are there any travel restrictions for Portugal?

Please check with your local government about travel restrictions before you book your tour. This map from the US Department of State provides an overview of the current status in countries around the globe. The UK‘s Foreign Office and Government of Canada also provide advice on foreign travel. Note that the travel advice may change depending on your nationality.

When is the best time to travel to Spain for this tour?

The best time to travel to Portugal for this walking tour is during the spring, summer, and fall when the weather is at its best. This tour is available year-round.

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Why travellers choose this tour
At 10Adventures, it’s easy to make memories with the following six optional inclusions on this tour:
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