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The best things to do in Cascais in May

May in Cascais hits all the right notes, with the arrival of the Coala Festival, alongside a packed line-up of sport and wellbeing events throughout the month.

Vera Moura
Written by: Hugo Geada
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In May, everything starts to warm up. It’s in the air, it’s in the ever-growing list of things to do outdoors… and Cascais is no exception. The month rolls into town with a jam-packed programme spanning music, sport, wellbeing and culture, across a variety of venues and formats. Among the highlights, the Coala Festival brings some of the biggest names in Portuguese-language music – from Caetano Veloso to Slow J – while OUT///FEST once again takes over Parque Marechal Carmona with cutting-edge electronic sounds. On the sporting front, the Cascais Boogie Chicks stands out as one of Europe’s largest female wave sports competitions, underlining the central role the sea plays in the town’s identity. But there’s also room for more intimate plans, from opera to film cycles, filling cultural venues like the Casino Estoril and the Casa das Histórias Paula Rego. Before you know it, summer will be here.

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May in Cascais

  • Shopping
  • Markets and fairs

Spring, summer, autumn, winter: there’s no season Maria Guedes misses.Four times a year, you’ll find her (and her curated selection of favourite fashion, home and lifestyle brands,  over 100 of them  and almost all Portuguese) at FIARTIL. What also never goes missing is a lively atmosphere, plus food and drink.

  • Music
  • Music festivals

Coala Festival Portugal returns to Cascais for its third edition as a celebration of Portuguese-language music, connecting Brazil, Portugal and Africa. Already confirmed on the line-up are Caetano Veloso, João Gomes, Slow J, Bonga and Lulu Santos, a meeting of generations and styles that blends hip-hop, semba, pop-rock and Brazilian songwriting.

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  • Music
  • Classical and opera

Cascais Ópera - Concurso Internacional de Canto takes over Cascais from 29 May to 7 June, spreading across some of the municipality’s most emblematic cultural venues, from the Centro Cultural de Cascais to Casa das Histórias Paula Rego and the Museu Conde Castro Guimarães. Created to discover and support young lyrical voices, the competition brings together participants from several countries in front of an international jury, reinforcing its role as both a meeting point of cultures and a launchpad for new names in the operatic scene.

  • Art
  • Photography

At the Exhibition Gallery of the Palácio da Cidadela de Cascais, the show "Abeng – Sinal de Resistência: O Arquivo de Tony Russell" brings together the archive of Jamaican photographer Tony Russell, now based in Figueira da Foz. With more than 70 photographs organised into thematic sections, the exhibition explores Russell’s work in Jamaica during independence and the Cold War, as well as in Venezuela’s Andean region, while also tracing the journey of his archive to Portugal. The body of work, which includes portraits of historical figures such as Bob Marley, Elizabeth II and Fidel Castro, is the result of decades of work shaped by radical choices and often challenging circumstances.

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  • Sport and fitness
  • Sport & Fitness

The seafront promenade, parks and waves of the Cascais Line are turning into open-air gyms. The municipal Cascais Ativo programme is back and, in May, it comes packed with dozens of free activities, from fitness classes with a view over Tamariz beach (May 2, 9, 16, 23 and 30) or Carcavelos (May 3, 10, 17 and 24) to yoga sessions in Parque Marechal Carmona (May 3, 10, 13 and 24) or on Conceição beach (May 16). There will also be personalised training sessions at Fitness Park Guia de Cascais (May 3 and 17), beginner bodyboarding at Carcavelos beach (May 17, €10), stand-up paddleboarding at Conceição beach (May 23) and caving in the Alvide Caves (May 16).

  • Art

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 stories 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 places the female figure, both as a child and as an adult, at its centre, and features, for example, the hand-coloured lithographs The Salmon-Coloured Dress and Communion, inspired by poems by Adília Lopes. On show until the end of January 2027, the exhibition 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 engravings from “Female Genital Mutilation”, a 2009 series that denounces practices of gender-based violence affecting girls in various parts of the world.

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  • Art

Running alongside “Exemplary Girls”, Casa das Histórias Paula Rego’s long-term exhibition “The Exile: from creation to conservation” focuses on the technical study and restoration of a single work – a process that usually takes place far from the public eye. The piece in question is the collage-painting The Exile (An Old Exile Dreaming of His Youth), from 1962–63, shown for the first time in Portugal and accompanied by images and explanations revealing the behind-the-scenes of its research and conservation. The study uncovered hidden collages, compositional changes and layers of materials that offer a deeper understanding of the Portuguese artist’s creative process.

  • Kids

The Festa da Criança returns to Cascais Bay on 31 May, with a full day dedicated to children and families. Between 10am and 6pm, there are free activities ranging from sport to theatre, as well as workshops, games, concerts and street entertainment, spread across the Bay and the Cidadela. It’s one of the busiest dates in the local calendar, turning the area into a large open-air space to play, learn and celebrate World Children’s Day.

More Cascais

Food is one of the best reasons to visit Portugal – and Cascais is no exception. In fact, quite the opposite: the town has long been a pilgrimage destination for those seeking quality seafood and fish by the sea. Today, however, the region offers much more than that, with dining options to suit all tastes and budgets. From fine dining Japanese to Italian cuisine with Nordic minimalism, not to mention award-winning Portuguese cuisine – including Michelin-starred establishments – we introduce six chefs who have been making waves in Cascais. Book a table and see them in action.

Recommended: Hungry? These are the best places for a snack in Cascais

  • Things to do
  • Walks and tours

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.

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  • Museums

If you think Cascais is all about beaches and fresh seafood, think again. In recent years, the town has cultivated a true cultural microclimate through the creation and development of what is now known as the Bairro dos Museus. The concept is simple and just requires you to take a stroll around the area that houses a collection of art and cultural institutions in the town. This is where you’ll find the best museums in Cascais.

Conceived by the Cascais Municipal Chamber and the Fundação D. Luís I, the Bairro dos Museus allows visitors to easily hop between several neighbouring cultural hubs in a short distance. Ready for a cultural marathon? Don’t miss the Centro Cultural de Cascais, Casa Sommer, Museu Conde de Castro Guimarães, Casa das Histórias Paula Rego, and Casa de Santa Maria – all must-visit spots on this cultural itinerary, which also extends to other areas of the municipality.

  • Art

Carcavelos, in the municipality of Cascais, is often considered the birthplace of graffiti in Portugal. This doesn't mean there weren't kids painting walls in other parts of the country at the same time, but it was here that a more advanced and organised artistic movement developed, particularly with the founding of the PRM Crew in the late '80s. Over the decades, graffiti has influenced pop culture and evolved into what is now known as urban art – large murals painted on building facades or street walls, as well as various artistic works that emerged from this visual urban culture. Today, the Linha is an open-air gallery (thanks to festivals like Muraliza and Infinito, which invite urban artists to bring life and colour to various buildings), and here you’ll find a guide to the best of street art in Cascais.

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