IRONMAN Portugal 2019
João Filipe | IRONMAN Portugal 2019
João Filipe

The best things to do in Cascais in October

Despite the grey days on the way, there’s an IronMan to test your limits and plenty of cultural events to enjoy in Cascais this October.

Hugo Geada
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Cascais becomes a cultural and sporting hub in October, with a varied programme offering something for everyone. In sport, the highlight is the return of IronMan, one of the world’s most demanding sporting events. But there are also more relaxed options on the music and food calendar, including the mouth-watering ULU x KAU collaboration, the opera La Vera Costanza, EVOLUTION Bar Fest and an ABBA tribute. There’s also an opportunity to help the community with the ComDignitatis charity show, while fashion and debate share the spotlight at Fall Market Stylista and Conferências do Estoril. Despite the rain and grey days settling in, the motto remains the same: there’s no standing still in town.

Recommended: What's new in Cascais

October in Cascais

  • Things to do

Cascais once again becomes the epicentre of world triathlon with IronMan, one of the most demanding endurance events on the planet. With a course that challenges swimmers, cyclists and runners, the competition combines extreme physical effort, stunning scenery and a unique celebration of sport and human endurance. The programme runs from 14 to 18 October and includes the Night Run, the Parade of Nations and the awards ceremony. The start is very early, but it is also very exciting to watch.

On 4 October, ULU welcomes Rui Matias, from KAU Barbecue, for a special afternoon at Quinta da Bicuda. From 3pm, the popular Texas beef pastrami will be served alongside dishes from the Cascais all-day café, accompanied by good music, speciality coffee, craft beer, wine, cocktails and other house drinks. Collaborations are a major focus for ULU, which wants to be more than a brunch and lunch restaurant. ‘We want to bring more life to our late afternoons, create new experiences and introduce our community to interesting chefs and local producers. Working with small independent Portuguese producers and artisanal businesses has always been an important part of our concept,’ says owner Evgeniy Zhukov. ‘With KAU, we wanted to bring one of its signature products, the pastrami sandwich, to ULU and give the collaboration our own twist.’

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  • Music
  • Classical and opera

The opera La Vera Costanza, by Portuguese composer Jerónimo Francisco de Lima (1743–1822), returns to the stage more than 230 years after its last performance. Its modern premiere, promoted by Laboratório de Ópera Portuguesa (LOP), will take place at the Salão Preto e Prata at Casino Estoril on 3 October. The production revives the two-act version from 1789, originally performed at Palácio da Ajuda, as part of a project marking the 30th anniversary of Fundação D. Luís I.

  • Shopping

The FIARTIL venue in Estoril hosts another autumn edition of Fall Market Stylista on 10 and 11 October. The event brings together more than 100 brands – most of them designed and produced in Portugal – with women’s, men’s and children’s fashion, as well as homeware and food. Alongside the new season’s collections and outlet opportunities, the outdoor venue has a food court, terraces and DJ sets from 4pm to 7pm on both days. The market is pet-friendly, with pets allowed on leads.

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  • Film

In October, Fundação Luís I’s film season brings the best in horror cinema to the auditorium at Centro Cultural de Cascais. With free screenings on Mondays at 6pm and 9pm, the programme brings together four landmark films that shaped the genre: the classic Frankenstein (5 Oct), the masterpiece Psycho (12 Oct), the disturbing Peeping Tom (19 Oct) and the essential Night of the Living Dead (19 Oct).

  • Things to do
  • Talks and lectures

Nova School of Business and Economics (Nova SBE), in Carcavelos, hosts the tenth edition of Conferências do Estoril on 29 and 30 October, under the theme ‘Reignite Democracy’. Held as part of Cascais’s year as European Capital of Democracy 2026, the international forum aims to debate the main global challenges, with a particular focus on polarisation, disinformation and strengthening democratic institutions. The event will bring together world leaders, academics, businesspeople, Nobel Prize laureates and young leaders.

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  • Things to do
  • Classes and workshops

Cascais Food Lab hosts the gastronomic and literary experience ‘Sabores da Bahia de Jorge Amado’, led by Bahia-born chef Ana Sales. The event explores Bahia’s cultural identity, using food as a common thread to uncover the memories, affections and traditions found in Jorge Amado’s work. Throughout dinner, Ana Sales – creator of the Cozinha Afetiva concept – will explain the origins and stories behind each recipe. The exclusive menu includes acarajé with vatapá and dried prawns, prawn moqueca with white rice and farofa, and bolinho de estudante for dessert.

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  • Art

Quinta do Pisão, in Cascais, hosts the 12th edition of LandArt Cascais until 1 November 2026. Curated by Luísa Soares de Oliveira, the biennial exhibition promotes a symbiosis between contemporary art and nature, presenting two striking installations: Pedro Cabrita Reis’s geometric and minimalist sculpture A Probable Horizon #8, which redraws the horizon across the open field; and Susanne S. D. Themlitz’s enigmatic and surreal intervention The Listener, set in an old water tank.

  • Things to do
  • Late openings

Quinta do Pisão hosts a themed night walk dedicated to discovering and observing the bats and flying mammals that inhabit the nature reserve. The initiative aims to introduce participants to the different local species, dispel myths and highlight the vital ecological role these animals play in preserving biodiversity and maintaining the balance of terrestrial ecosystems.

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  • Music
  • Pop

The Salão Preto e Prata at Casino Estoril hosts a tribute show to Agnetha, Anni-Frid, Benny and Björn, the artists who formed ABBA. Portuguese group ABBA Mia will bring the songs that immortalised the Swedish quartet between 1972 and 1982 back to life on stage, a period in which they sold around 350 million albums. The afternoon setlist includes timeless classics such as ‘Mamma Mia’, ‘Dancing Queen’, ‘Chiquitita’, ‘Waterloo’, ‘Fernando’, ‘Voulez-Vous’ and ‘The Winner Takes It All’.

  • Music
  • Dance and electronic

The Evolution Cascais-Estoril hotel will host the second edition of Evolution Bar Fest – Shake the Rules. The event is a festival of bars, lifestyle and sensory experiences, celebrating contemporary mixology, creative food and music. Taking place across the hotel’s spaces, the festival brings together Portuguese and international bartenders for tastings, demonstrations, masterclasses and talks on the latest trends and techniques in the industry. The food offering will include a street-food area coordinated by the hotel’s chef, designed to pair with the cocktails. The line-up also features a surprise Bar Flair show – an acrobatic bar performance – and culminates after 8pm with a Deep House sunset and DJ set at the Upper Deck.

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  • Art

Cristóbal Toral spent his childhood working the land with his father, a charcoal burner, in Antequera, Andalusia. A group of local hunters happened to discover the drawings he made in his spare time – an episode that changed his life and led him to study art. Today, he is considered a leading name in contemporary Spanish realism – and his work can be seen at Centro Cultural de Cascais until 17 January 2027. Curated by the artist’s wife, Marisa Oropesa, the exhibition Cartografia do Tempo – Uma Eterna Viagem – the first in Portugal dedicated to Toral’s work – brings together 44 works, mainly paintings and sculptures.

  • Things to do
  • Classes and workshops

Cascais Food Lab, located at Mercado da Vila, hosts the first part of Workshop de Cerâmica e Cozinha, led by visual artist and ceramicist Beatriz Pisa, on Saturday 26 September, from 10am to 2pm. Divided into two sessions, the initiative challenges participants to shape their own clay pieces on the first day. During the second session, scheduled for 10 October, the fired pieces will be used to prepare recipes, bringing together art, food and sustainability.

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  • Art
  • Photography

Fundação D. Luís I and Cascais City Council present O Último Carnaval da Coreia, an exhibition of photographs by Bruno Figueroa, a diplomat and current Ambassador of Mexico to Portugal. On show in the chapel at Centro Cultural de Cascais until 11 October 2026, the exhibition brings together images captured in the Itaewon neighbourhood of Seoul on the eve of the October 2022 tragedy. The photographs preserve moments of celebration, freedom and individual expression among 159 young people who would lose their lives just hours later.

  • Music
  • Music venues

The main aim of this charity concert is to raise funds for the construction of Casa das Janelas Grandes, in Mafra, the charity’s new building dedicated to urgent support in children’s and young people’s mental health, autism support, home care and a day centre. Hosted by José Carlos Malato, the charity gala will bring together a varied line-up of Portuguese artists: Anjos, Brisa, Carlos Machado Vidal, Inês Fonseca, the cast of the musical O Feiticeiro de Oz, Nuno & Henrique Feist and Rita Guerra.

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  • Art

The Exemplary Girls was written by the Countess of Ségur in 1858. The children's book by the Russian author—who wrote this and many other adventures about well-born girls who behave terribly—now lends its name to the new exhibition at Casa das Histórias Paula Rego. Curated by Catarina Alfaro, it features the female figure, both in childhood and adulthood, as the protagonist and presents, for instance, the hand-coloured lithographs The Salmon-Coloured Dress and Communion, inspired by poems by Adília Lopes. The exhibition, which is open until the end of January 2027, also includes works from the "Jane Eyre" (2001-2002) and "Pendle Witches" (1996) series, influenced respectively by the work of Charlotte Brontë and Blake Morrison, as well as the six prints of "Female Genital Mutilation", a 2009 series that denounces practices of gender-based violence affecting girls in various parts of the world.

  • Art

Coinciding with As Meninas Exemplares, Casa das Histórias Paula Rego’s long-term exhibition O Exilado: da criação à conservação is dedicated to the technical study and restoration of a work – a process that usually takes place far from visitors’ eyes. The work in question is the painting-collage O Exilado (Um velho exilado sonhando a sua juventude), from 1962-63, shown for the first time in Portugal and accompanied by images and behind-the-scenes explanations of the research and conservation process. The study revealed hidden collages, compositional changes and layers of materials that help shed new light on the Portuguese artist’s creative process.

More Cascais

  • Things to do

Few capitals in the world can boast this particular perk: paradise-worthy beaches less than an hour away. The Cascais coast, for example, just 40 minutes by train from Cais do Sodré, brings together some of the busiest and most versatile beaches in the region. You can get there along the Marginal, of course, or even by motorway, but the train journey – with the river first and the sea later in full view – is well worth it. To help you plan your next day in the sun, Time Out hit the coast and picked 13 essential stops, from urban beaches with calm waters to retreats made for wave sports. From Carcavelos to Guincho, we map out where to lay down your towel. Just remember: there are no miracles. In July and August, parking and access roads get seriously busy, so public transport really is the most efficient way to avoid the queues. Choose your next destination and make the most of summer.

  • Things to do

Making the most of Cascais does not have to leave your wallet in ruins. Between the deep blue of the Atlantic and the dense greenery of the natural park, the town hides a generous share of heritage, culture and leisure that is entirely free to enjoy. Whether you want to lay down your towel on beaches sheltered or wild, lose yourself on trails and dunes along the rugged coast, walk among peacocks in historic gardens or dive into the town’s strong arts scene in the Museum Quarter, there are plans here for every taste and age. So you can enjoy the region without spending a single euro, Time Out has put together the essential guide to the best free things to do in Cascais.

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As tempting as the beaches and Atlantic waves may be – and as good as a plate of fresh fish at one of the region’s best restaurants always sounds – Cascais is far more than a seaside escape. Come sundown, the town has plenty of bars that invite you to slow down and stay a while, whether you are into wine, craft beer or cocktails. From rooftops with a view, such as Blue Bar, to the industrial curiosity of Ukrainian brewery Pravda; from the natural wines at Holy Wine to the match-day spirit of Crow’s Bar, there is something here for every mood. Palaphita, at Casa da Guia, and Bar do Guincho, overlooking the Abano dunes and the Sintra hills, keep things close to nature, while Cascais Jazz Club holds on to the town’s classic bohemian charm. These are the best bars in Cascais that Time Out has tried, tested and recommends.

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