Praia do Guincho
©D.R. | | Praia do Guincho
©D.R. | |

The paths of Cascais: the best trails and walks

These self-guided walking routes, from Guincho to Estoril, along the coast or through nature, promise to show you a different side of the region.

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We’ve got nothing against lying in the sun or filling up on seafood. But there’s so much more to do in Cascais, in the perfect balance between history, nature, and fun. These self-guided walking routes, from Guincho to Estoril, along the coast or through nature, promise to show you another side of the region. For the more adventurous, the following information will be more than enough. And the next time you’re bored at home or complaining about not getting enough exercise, remember that the solution might be right here. All you need to do is put on some comfortable clothes and shoes, pack a bag with what you need (i.e., snacks, water, phone, and camera), and hit the road.

Nature routes

There’s a miracle that happens once or twice a year in Cascais: a perfect day at Guincho. And when it happens, oh, it’s like seeing a unicorn. The whole town heads to the beach, and even the growing queues for parking, which get longer by the hour, can’t deter the locals. The phenomenon floods social media – causing a serious case of FOMO for those watching on their phones but unable to enjoy it for whatever reason. There’s no wind, and the normally choppy sea looks like a huge swimming pool. But what many don’t know, not even the true locals, is that Guincho has much more to offer than just beach days or bike rides.

There are two walking routes – Litoral Guincho and Cabo Raso – that take you along the coastal area, and a third, Aldeias, that invites you to admire the scenery from a distance. All three offer a different perspective of the coast, providing an unforgettable encounter with its wildlife and geological features. Still within the realm of nature, there’s the Rota das Quintas, which presents the region’s interior, following the southern slopes of the Sintra mountains, with historical landmarks along the way. Before setting off, be aware that these aren’t your typical guided tours. The walks, while easy to follow, do require a bit of stamina. Stay on the path, make sure your camera is charged, and make the most of the fresh air.

Guincho Coastal Route

Located in the heart of the Sintra-Cascais Natural Park and the Natura 2000 Site of Sintra-Cascais, this trail stands out for its stunning, rugged coastline, with the Sintra Mountains in the background. Starting at Malveira da Serra, the route passes through Janes and Charneca, heading towards the coast and continuing by the Forte do Guincho before reaching Praia da Grota. From there, the trail veers inland and returns to where it all began: Malveira da Serra. Along the way, keep an eye out for the local wildlife, which is often hard to spot: wild rabbits, foxes, weasels, lizards, snakes, and their predators, such as kestrels, barn owls, little owls, round-tailed eagles, and rock doves. If you look up, especially around the cliffs, use binoculars to catch a glimpse of the common kestrel, peregrine falcon, blue rock thrush, or seagulls.

As for the flora, the local conditions allow Mediterranean plants with medicinal and aromatic properties to thrive, such as mint, chicory, fennel, oregano, honeysuckle, St. John's wort, and rosemary. Bring along a notebook and take note of your discoveries.

START/FINISH: Malveira da Serra, near the O Farol da Serra restaurant

DISTANCE: 9.9 km (circular)

DURATION: 3 hours

DIFFICULTY: Easy

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Cabo Raso Route

Also located within the Sintra-Cascais Natural Park, this trail takes you through the Guincho-Oitavos dune system. Don’t worry – these dunes are far more elegant than the ones you're thinking of from that movie – and, unfortunately, there’s no Timothée Chalamet in sight. However, this coastline has witnessed some epic historical moments. Where Quinta da Marinha now stands, the forces that led to the Portuguese occupation in the 16th century first landed. After the restoration of independence in the 17th century, a vast defensive line along the Tagus River was built, featuring maritime fortifications that, by crossing fire, defended key landing sites from enemies. The Guincho Battery, Crismina (in ruins), Ponta Alta (near the Guincho hotel), and Galé (Muchaxo inn) were part of the coastal defense near Guincho Beach.

As you follow the path from Areia, passing through Oitavos and Quinta da Marinha, all the way to Guincho Beach, you’ll discover plenty of wildlife and flora. Cabo Raso, for example, is one of the best spots for observing seabirds, especially during migration season (March, April, September, and October). The crested cormorant nests on the cliffs, while the white-faced cormorant, common scoter, and shearwater gannet group together in large flocks to begin their migration in the spring. Don’t forget your binoculars!

START/FINISH: Areia

DISTANCE: 15 km (circular)

DURATION: 3.5 hours

DIFFICULTY: Easy

Quintas Route

Starting at Malveira da Serra, this trail follows the southern slope of the Serra de Sintra, an area within the National Network of Protected Areas. Perfect for Spring, when the vegetation is at its most beautiful, this 15 km walk will take you through a geological dream lasting three and a half hours, with limestone formations dating back to the Jurassic and Cretaceous periods. The starting point is an area that, due to the erosion of ancient sedimentary formations, sits within a ring of granite. Heading south from Malveira, you’ll encounter lapiez, special forms created by the erosion of limestone by water.

The geological richness of this route supports a wide variety of flora and fauna, though impacted by human activity since Roman times when the inhabitants of Olisipo (later known as – you guessed it! – Lisbon) chose this area for settlement. Many years later, Lisbon’s aristocracy and clergy were again drawn to this region, which became a refuge for them. Today, only remnants of this rural community remain. Quinta do Pisão, a must-stop on the trail, ensures the preservation of this natural, cultural, and historical heritage. It is open to visitors, and there are various activities for families throughout the year.

START/FINISH: Malveira da Serra, near the restaurant O Farol da Serra

DISTANCE: 15 km (circular)

DURATION: 3.5 hours

DIFFICULTY: Easy

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Aldeias Route

We bet that, if you're currently in Cascais looking towards Sintra, you can spot a huge block of grey clouds. Don’t let that discourage you from visiting: Sintra is truly magical. This cloud barrier, which protects from the prevailing winds laden with moisture, creates the perfect conditions for lush vegetation. This is one of the reasons that made Sintra a holiday destination and a refuge for the royal court in the 18th and 19th centuries. Unfortunately, the 20th century brought reforestation, and only 1% of the original tree vegetation has survived.

Starting at Malveira da Serra, this four-hour route will take you through planted forests, groves of native vegetation, Atlantic-Mediterranean shrubs, meadows, and areas occupied by invasive species. Don’t forget your camera (or make sure your phone is fully charged) because when you reach Quinta da Peninha, the view is stunning: along the coastline, you'll see Cabo Raso, the Guincho-Oitavos dune cordon, and close to the sea, the villages of Biscaia and Figueira do Guincho, along with traces of old lime kilns, quarries, and fortresses that once defended the coast.

There are also historical landmarks along the way, old rural areas, and diverse flora. The fauna might be harder to spot, but it’s rare to complete the trail without at least one of the common raptors in the area – either the short-toed eagle or the common kestrel – surprising hikers with its characteristic flight.

START/FINISH: Malveira da Serra, near the restaurant O Farol da Serra

DISTANCE: 12.5 km (circular)

DURATION: 4 hours

DIFFICULTY: Easy

Urban routes

The history of Cascais is filled with kings, queens, spies, and fascinating figures who left their mark. And what's the best way to explore the region? By walking in the footsteps of its ancestors. In 1870, King D. Luís chose Cascais as his summer retreat, bringing the royal court along with him. The small fishing village transformed into a strategic national defense point and saw the rise of chalets, palaces, mansions, theatres, and hotels. In the decades that followed, Estoril became known as the Portuguese Riviera, serving not only as a refuge for kings, writers, former rulers, and bankers during World War II but also as a playground for spies from both sides of the war. Unlike the Nature Trails, here you don't need binoculars, nor do you have to follow the route strictly. All you need is curiosity, a love for History, Architecture, and a dash of intrigue.

The Spies Route

The name is Bond, James Bond, and he was born... in Estoril? Oh, yes. The inspiration for the most famous secret agent of all time came from this area of Cascais. During World War II, Portugal became a destination of exile for people from all over Europe – and a stage for espionage. It was the perfect home for royal families seeking a glamorous refuge and had the perfect atmosphere for spies from both sides of the conflict to move discreetly. Names like Juan Pujol García, Dusko Popov, Ian Fleming, Walter Schellenberg, and Graham Greene passed through here.

This route takes you on a journey back in time to that golden period and can be done in two parts: one in Estoril and the other in Monte Estoril. Starting at the Estoril Train Station, it passes the Post Office Station, opened in 1942, which served to connect families separated by the great war; the Hotel Inglaterra, where many British secret agents stayed; the Pastelaria Garrett, where locals delight in pastries, and more; the Estoril Casino, the greatest attraction of the time for high society, and the meeting point for spies exchanging information; and the Hotel Palácio, which maintains its original style: it hosted royalty, and here, spies would speak out loud to confuse their enemies. The scene familiar to you? If you saw 007: On Her Majesty’s Secret Service, yes. The filming took place right here.

In Monte Estoril, be sure to pass by the Atlântico Hotel (now InterContinental) – the base of operations for German spies in Portugal, who took advantage of the privileged location facing the ocean to monitor maritime traffic – as well as the locations where the Grand Hotel and its neighboring Grand Hotel D’Italie (now a private condominium) once stood. The latter hosted spies from the Allies.

START: Estoril Train Station

END: Grand Hotel D’Italia

DISTANCE: 3.5 km

DURATION: 1.30/2 hours

DIFFICULTY: easy/medium

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Raul Lino Route

First, introductions. Who is Raul Lino? Born in 1879, the architect was responsible for some of the most iconic summer houses in Cascais. Throughout his 70-year career, he left his mark on the municipality with buildings inspired by traditional Portuguese architecture, infused with exotic elements from his travels around the world. With the arrival of the Portuguese royal family in the 1870s, Cascais transformed into a summer destination for the national nobility and many high-class foreign families. It was for them that Lino developed numerous projects, many of which can still be seen today.

Start at the Cascais train station and head towards Boca do Inferno. Along the way, you will pass by the Casa de Santa Maria, built at the request of an Irish nobleman and today home to an extensive collection of late 17th-century works. Continue along Rua Emídio Navarro, where you should stop to admire the Casa de Santana and Casa Emídio Navarro. Heading towards the historic center, follow Avenida Marginal until you reach Travessa do Calhariz, in Monte Estoril. Here, make three stops: Casa Monsalvar, Villa de Tangier, and Casa de Victor Shalk. Continue on to the Casa Verdades de Faria, a building with three distinct sections: the neo-medieval tower of São Patrício, the cloister, and the palace, with the chapel of São Patrício on the ground floor. End the walk at Casal de São Roque.

START: Cascais Train Station

END: Estoril Train Station

DISTANCE: 5 km

DURATION: 1.30/2 hours

DIFFICULTY: medium

More things to do outdoors

In the late 80s, the first Italian restaurants opened in Cascais. These places featured classic menus, adhering to the recipes that Italy had brought to other European countries, with thin-crust pizzas, simple pastas, and irresistible steaks cooked in Italian sauces. Later came the variations: Neapolitan pizzas, with thick crusts, cooked in wood-fired ovens that reach high temperatures, and then homemade fresh pastas, one of the greatest passions of true Italian cuisine fanatics. For different tastes and budgets, find out which are the best Italian restaurants in Cascais.

Recommended: Must-stops on Yellow Street

There's something joyful about a painted street, whether it's pink, blue (like the ones you can find in Lisbon), or yellow. On the latter – right in the historic center of Cascais, in the area encompassing Nova da Alfarrobeira, Alexandre Herculano, and Afonso Sanches streets – there's a good vibe, almost as if we were in a different territory, on vacation. It's here that, since the summer of 2020, the Municipality set up a dedicated area for street dining, traffic-free, filled with lively people going back and forth. Increasingly a must-stop for locals and visitors when the goals are to eat well, have a drink, and maybe even dance a bit, all within the same radius, without the need to drive or Uber around. Discover the best restaurants on Rua Amarela (yellow street), Cascais.

Recomended: The best brunches in Cascais

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Over the years, Cascais has become home to a diverse range of restaurants offering flavours from around the globe. Asia now plays a significant role in the town's culinary scene. From ramen to pad thai, sushi to Peking duck, gyozas to noodles, you can explore the richness of Asian cuisine without leaving the Cascais area. Discover traditional Chinese restaurants, Portuguese chefs reimagining Japanese cuisine, Vietnamese dining spots, and fusion venues blending these delights together. Here are the best Asian restaurants in Cascais.

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In a land bathed by the Atlantic, fulfilling the cliché of a romantic meal by the sea is easily achieved. This list, compiling the best restaurants for a dinner for two, features excellent examples of the genre—whether in a glass-enclosed dining room, a private balcony, or a terrace almost perched on the rocks. But that's not all: picturesque tables, private rooms, high-cuisine menus, restaurants with dimly lit atmospheres, live music, and even one with a dessert trolley brought to the customer's table. Not forgetting good wine cellars, because a dinner for two calls for toasts – and plenty of them.

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