Vibrant Lisboa, Sintra & Cascais
8 Days / 7 Nights / 2 Days Walking in Lisbon / 3 Days Hiking

Lisbon area
Hiking Nature Cultural Urban walking
8 days
Level 2


Discover at your own pace one of the trendiest European capitals and its romantic surroundings.  Delve into its old and charismatic neighborhoods, experience the nature and cultural landscape of the Sintra – Cascais Natural Park, and enjoy the charming towns of Sintra and Cascais.
Lisbon is a melting pot of cultures, for centuries it has been a cosmopolitan city attracting global trade and people from different parts of the world. Lisbon is also known for its special, natural light, a delight for photo enthusiasts and professionals alike. Immerse yourself into Lisbon´s day and night vibrant atmosphere.
Explore the trails on the enchanted hills of Sintra, feel the romantic ambience of Sintra´s old town and the neighboring palaces and gardens. Enjoy breathtaking hikes along the rugged cliffs of Cape Roca, the westernmost point in continental Europe.
The deligthful town of Cascais has a special holiday atmosphere. Located by the sea, it offers sandy beaches and a rich historical heritage, ideal to explore by foot or by bicycle. Is the perfect place to end this vibrant hiking programme.


  Day   Itinerary  Overnight   Meals 
1 Arrival Hotel 4*  Lisboa Plaza Hotel
2 Discover Lisbon and the historical city center Hotel 4*  Lisboa Plaza Hotel Breakfast
3 Transfer to Sintra Guesthouse  Casa do Valle Breakfast
4 Hike and Visit Sintra Gardens & Palaces Guesthouse  Casa do Valle Breakfast
5 Hike from Sintra to Azoia Hotel 4*  Convento São Saturnino Breakfast
6 Azoia and Roca Cape Loop Hike Hotel 4*  Convento São Saturnino Breakfast
7 Hike from Azoia to Cascais Boutique Hotel  Villa Vasco da Gama Breakfast
8 Departure    Breakfast

1: Arrival

Overnight: Hotel 4*  Lisboa Plaza Hotel

Welcome to Portugal! After your arrival to Lisbon you will be transfer to the hotel, in the city center. One of our representatives will meet you at the hotel for a briefing and handover of tour documentation and equipment. Enjoy the remainder of the day to explore the city center.

2: Discover Lisbon and the historical city center

Overnight: Hotel 4*  Lisboa Plaza Hotel
Meals: Breakfast

We suggest two walks in Lisbon to allow you to discover distinct areas:
One first option is a walk, more central and closer to the hotel that will take you through downtown and up to the Castle (São Jorge). Along the picturesque narrow streets of Mouraria and Alfama, you will find many typical small petiscos (bite-size snack) houses. Fado is very alive in these two neighborhoods, look closer and you may stumble upon a few informal fado bars where locals meet. Enjoy the view points over Lisbon, and advantage of the hills.
The second walk will take you to the Belém district, through the monuments of the Age of Discovery. You will go to the Belém Tower and the Jerónimos monastery, passing by the old Central Tejo power station, a testimony of the industrial era that currently hosts the Electricity museum. There’s also the acclaimed Museum of Art, Architecture and Technology, with a beautiful view from the top, and the waterfront area where you can walk and relax. Don’t leave the Belém neighborhood without tasting the delicious and delicate custard tarts - The famous Pastéis de Belém.
Both walks are to be taken leisurely to enjoy the distinct neighborhoods and the vibrant atmosphere of Lisbon.
HIKE |  8,1 Km | 2H » 4H | +190m | -190m  or HIKE |  6.5 Kms | 2H » 4H | +50m | -50m

3: Transfer to Sintra

Overnight: Guesthouse  Casa do Valle
Meals: Breakfast

The transfer to Sintra is scheduled for the afternoon, allowing another morning to explore Lisboa. You can get the tram 28, visiting the downtown areas of Chiado, Baixa and Praça do Comércio square. At lunch time take the opportunity to try a traditional Portuguese dish, like Bacalhau.
Sintra is only 45 a minutes’ drive from Lisbon. The accommodation is well located, allowing you to easily reach the old city center and visit Sintra`s main monuments. Is a colorful and vibrant ancient town, a UNESCO World Heritage Site since 1995, surrounded by wonderful scenery and monuments. It is famous as a holiday resort, where the Portuguese Royal Family spent their time during the summer. Sintra´s surrounding natural environment and its mountainous outskirts inspires any hiking lover.
Transfer  |  45min

4: Hike and Visit Sintra Gardens & Palaces

Overnight: Guesthouse  Casa do Valle
Meals: Breakfast

Your walking options for today give you the opportunity to hike in the most beautiful scenarios of the region, to explore its most secret paths, to reach incredible castles and palaces, offering a combination of enjoyable climate, tasty food and great cultural richness. You can easily find Lord Byron´s Sintra - Heaven on Earth.
There are plenty of beautiful mountains views and castle visits. You will be amazed with the fantasy of the Pena Palace and its forested grounds and exotic gardens, expressions of a lost Eden. The Pena Palace and Park are a notable example of the Portuguese romantic architecture. Attractions, like the Moorish ancient castle, are sights that you can visit during the hikes. The day ends in the picturesque town center where you can go for dinner at a traditional Portuguese restaurant, explore the old quarter or go for a stroll along narrow cobbled streets.
HIKE |  5.9 Km | 2H » 4H | +340m | -340m or HIKE | 8.6km | 2H » 4H | +400m | -400m

5: Hike from Sintra to Azoia

Overnight: Hotel 4*  Convento São Saturnino
Meals: Breakfast

Today you will hike along the mountain range of Sintra, also know as the Moon Hills after the Celtic goddess Cyntia whose name means moon. On the way, you will follow ancient paths crossing old farms; some have been here for centuries. In the Colares Valley, you will reach the amazing palace of Monserrate, well worth a visit. Its design was influenced by Romanticism and Mudéjar Moorish revival architecture with Neo-Gothic elements, the palace is an inspiring monument for any traveller.
Later, hidden deep in the mountain, you will find the Convent of Capuchos, also known as the Cork Convent. Take some time to visit and after follow the path through a green dense forest until it reach the outstanding scenario of the Peninha chapel with a 360º view to the ocean and to all the Sintra mountain range. A few kilometers ahead, you will arrive at the cozy hotel near Roca Cape that will be your accommodation for the next two nights.
HIKE |  15.9 Km | 4H » 5H | +580m | -580m
Luggage transfer

6: Azoia and Roca Cape Loop Hike

Overnight: Hotel 4*  Convento São Saturnino
Meals: Breakfast

After a delicious breakfast, get ready to start the hike towards the tip of continental Europe. The coast of Sintra, also called "the cliffs of the end of Europe", presents you with small beaches and wonderful views. Enjoy the sea breeze, take your time to put your feet in the ocean, take some photos at the Ursa beach, and use the lighthouse as your guide until you finally reach the cape. The inscription of a famous Portuguese poet marks that exact point “Here….where land ends….and the sea starts…” Return to your accommodation and enjoy the beautiful location and relax by the pool.   
HIKE |  15.8 Km | 4H » 5H | +500m | -500m

7: Hike from Azoia to Cascais

Overnight: Boutique Hotel  Villa Vasco da Gama
Meals: Breakfast

Today you will hike a coastal path from the peaceful village of Azoia to the bustling and glamorous town of Cascais. The views to the ocean from above the granite cliffs of the Sintra mountain are impressive. From afar you can see Guincho, a large golden sandy beach and its dunes system. Look closer and you will be able to see a number of fortresses that defended the coast from pirates and invading foreign troops since early 17th century. From Guincho to Cascais the trail goes along the cycle path that follows the jagged coastline. Optionally, you can take a bus to Cascais allowing you more time to enjoy Cascais and its lively holiday atmosphere.
HIKE |  19.3 Km | 5H » 6H | +170m | -380m
Luggage transfer

8: Departure

Meals: Breakfast

The transfer to Lisbon airport will pick you up at the hotel according to your flight schedule. Optionally, you can extend your tour in Cascais or Lisbon.

Dates & Prices
Dates Prices



  • Transfers specified in the itinerary
  • Luggage transfers as specified in the itinerary
  • Welcome briefing
  • GPS for navigation
  • Booklet with detailed information for your tour, including maps
  • Portuguese mobile phone
  • Phone assistance 24/7 during tour
  • 7 nights lodging on Superior accommodations on BB basis
  • Liability and personal accident insurance

• Lunch and dinner
• Transfers not specified in the itinerary
• Presence support during hikes
• Personal expenses.
Optional services

• Lunch box.
• Dinner reservations.
• Extra nights before, after or during your hiking.
• Optional transfers.
• Hotel room upgrade on request.
For these and other options please contact us.

09ºWest is a brand name of PAPA-LÉGUAS, Viagens e Turismo, Lda. Rua Conde de Sabugosa, 3F 1700-115 Lisboa Portugal
Phone: + 351 21 8452689/90 . RNAVT: 2275 . RNAAT 67/2014