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Looking for a shorter hiking tour that still has stunning landscapes? Then this 5-day walking tour in the Sintra-Cascais Natural Park is the perfect playground for a beautiful hiking tour!
Located close to Lisbon, this walking tour starts in Cabo da Roca, the westernmost point of Continental Europe, and continues along its blue coastline.
As you head north, you will pass through wide bays of golden sand and breathtaking cliffs. Experience inland hiking, crossing the Sintra forest and its hilltops capped by luxuriant vegetation. You will also explore charming hotels, delicious gastronomy, and incredible UNESCO World Heritage sites.
Sintra 5-day Walking
Looking for a shorter hiking tour that still has stunning landscapes? Then this 5-day walking tour in the Sintra-Cascais Natural Park is the perfect playground for a beautiful hiking tour!
Located close to Lisbon, this walking tour starts in Cabo da Roca, the westernmost point of Continental Europe, and continues along its blue coastline.
As you head north, you will pass through wide bays of golden sand and breathtaking cliffs. Experience inland hiking, crossing the Sintra forest and its hilltops capped by luxuriant vegetation. You will also explore charming hotels, delicious gastronomy, and incredible UNESCO World Heritage sites.
Hike to Guincho, a charming place known for its wineries and special vines planted in sandy soils and maritime climates.
Walk to the Cape Roca - the westernmost point of mainland Europe.
Visit the incredible Franciscan Capuchos Convent that stands out for its simplicity. Built-in the rock and lined up with cork.
Visit Monserrate Palace, a neo-gothic mansion revealing a brilliant example of the romantic period that left such an imprint in Sintra.
Trip map
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Why book with 10 Adventures?
We know adventure
Founded by experienced travellers, active and adventure vacations are all we do.
Experience the trip of a lifetime organized by a team of travel specialists who combine knowledge and passion for adventure travel.
Self-guided specialists
With over 600 tours across 30+ countries, we specialize in self-guided tours.
Combine the freedom of travelling on your own with the confidence that all of your logistics are taken care of.
Packed with value
Get everything you need for your next vacation with one easy booking.
We take care of accommodations, luggage transfers, gear rentals, and more - so you can focus on making memories.
World Class support
Get unbeatable support at every step of your journey.
Whether you are planning or travelling, no matter what your question, a real human is always a call or click away.
Hassle free bookings
Have peace of mind for when travel plans change.
Explore our flexible booking, payment, and cancellation options, as well as our Lifetime Deposits program.
This self-guided tour is always run as a private tour for your group only, where the pricing depends on your travelling dates, as well as the types of rooms that you need.
2025 Departures:
The departures are available daily, from January 4th to December 15th, 2025.
- Single room: from $1,475USD*
- Sharing a double room: from $950USD*
*-Pricing for this tour depends on the dates of your trip. Please click the booking button below to get the exact pricing for your trip dates. The prices listed are per person.
Meals
4 breakfasts are included.
Accommodations
Accommodations for 4 nights are included. Accommodations before the tour are not included but can be added as a supplement.
Transportation during the Tour
This tour includes airport pickup and drop-off, luggage transfers from hotel to hotel and short transfers mentioned in the itinerary.
Also included
- Welcome briefing in English
- Digital Information Book delivered before the tour
- Smartphone App & GPS tracks
- Local Support Number (Free to call 24h/day)
- Pre-departure Information Pack (checklist, general travel information)
- Tour Information (description of daily stages & profiles)
Not included
- Any personal transport
- Flights
- Meals, drinks, or snacks not previously mentioned
- Tips
- Gratuities for tour guides or other staff if desired
Optional Extras
- Additional nights before or after the tour
- GPS Device (Garmin Oregon)
- Different arrival & departure transfers
- Tickets for Pena Palace, Monserrate Palace, Moorish Castle and Capuchos Convent
Accommodation for Sintra 5-day Walking
This tour is mostly based in charming and superior accommodation. All rooms will have private washrooms.
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. You can pay a supplement to have a private room in a hotel where possible. Solo travellers may be required to pay a supplement.
How hard is the Sintra 5-day Walking?
We rate the difficulty of this tour as a 3 / 5. Although the terrain is not challenging, you will be walking up to 20 km daily. If you do this in July and August the heat can make this a very challenging walk.
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 5-day Walking?
4 breakfasts included.
Do I need insurance?
Yes, it is mandatory to have health and medical insurance to join this trip, and your insurance should cover walking. Get your travel insurance.
How do I get to Praia Grande to start this tour?
Fly into Lisbon. From there you will be picked up and driven to your first hotel.
Where does the Sintra 5-day Walking end?
The tour ends in Sintra and you will be transferred to Lisbon Airport.
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.