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Pastel coloured buildings dotted on a hill in Sintra, Portugal

Sintra & Cascais Holidays


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Sintra and Cascais holidays offer a perfect fusion of culture, relaxation and dramatic coastline, making it the perfect gateway to explore the region.

Explore the grand properties and monuments of Sintra, wander the opulent interior of the National Palace and marvel at the whimsical design and vibrant colours of the iconic Pena Palace. Away from the pastel hued town of Sintra, find yourself in the Parque Natural de Sintra-Cascais, a vast, lush parkland filled with dense forests, rugged mountains and a wild coastline, ideal for hiking enthusiasts.

Afterwards, relax on Cascais’ golden sands and calm waters, and venture into the town which boasts fantastic museums including the striking Paula Rego museum and the Santa Marta Lighthouse. Nearby Estoril’s Casino was the inspiration for Ian Fleming’s Casino Royal, the book that introduced the world to James Bond!

Trailfinders offers a range of Sintra and Cascais holidays and our expert travel consultants are a mine of information about what to do here, often with first-hand travel experience. Whether you want to explore Sintra and Cascais on a fly drive holiday, a sociable guided group tour, or are looking for advice on how to combine Sintra and Cascais with Lisbon or The Algarve – they are the perfect people to ask.
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OUR HOLIDAYS TO SINTRA & CASCAIS

Just a short, scenic drive from Lisbon, Sintra is a perfect destination to be explored by car. Follow one of our classic fly drive holidays or ask our expert travel consultants to tailormake your Sintra holiday. If you’d rather not drive how about joining a sociable guided group tour to discover Portugal’s historic cities with likeminded travellers and an expert guide, or perhaps join a day trip from Lisbon on a family holiday?

Here’s a snapshot of some of our most popular Sintra holidays. If you don’t see what you’re looking for, give us a call and speak to one of our expert consultants.
Lisbon and the Portuguese Riviera
Fly Drive Holiday
7 days / 6 nights

Discover the fascinating history and culture of Portugal’s vibrant capital city before heading to the beautiful coastline and picturesque towns of the Portuguese Riviera.

Guide Price: €1,435 £1,249 pp

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Exploring the Heart of Historic Portugal
Fly Drive Holiday
7 days / 6 nights

Historic monuments and gastronomic delights, Portugal offers a melting pot of architecture and culture.

Guide Price: €935 £779 pp

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Portugal's City, Scenery & Coast by Rail
Rail
14 days / 13 nights

Fall in love with mainland Portugal on this two week adventure from north to south, taking in beautiful architecture, delicious culinary delights, sumptuous wine and stunning beaches.

Guide Price: €2,799 £2,059 pp

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Highlights of Lisbon
City Break
4 days / 3 nights

From bustling markets and cobbled streets to an exciting food scene and exciting nightlife, Lisbon boasts a number of charming neighbourhoods just waiting to be explored.

Guide Price: €729 £629 pp

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Portugal's Culture & Cuisine
Self Guided Rail
7 days / 6 nights

Explore the unique wonders of Portugal’s most iconic cities, from the grandeur of Lisbon and Sintra to the understated opulence of Porto, perched on the famous Douro River.

Guide Price: €1,149 £949 pp

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OUR RECOMMENDED HOTELS IN SINTRA & CASCAIS

We feature a great range of accommodation in Sintra, with something to suit all budgets. Maybe you’re looking for a historic, palatial hotel overlooking the Pena Palace or a resort-style property in the national park? Or perhaps it’s a boutique stay in the heart of the town.

What you won’t find here are thousands of Sintra hotels to wade through. We have done the hard work for you and selected the best places to stay and our travel consultants are on hand to help, often with first-hand experience.
NH Sintra Centro
4 star

Sintra & Cascais

Ideally located in the historic town centre, this stylish hotel is a wonderful base for exploring the palaces and castles of this stunning region.
Pestana Cidadela Cascais
5 star

Sintra & Cascais

The artistic and stylish Pestana Cidadela Cascais lies in the heart of Cascais’ museum district, opposite the Citadel itself.
Sheraton Cascais Resort
4 star

Sintra & Cascais

The elegant coral pink buildings of Sheraton Cascais Resort sit amongst peaceful gardens and pine trees in the heart of Quinta da Marinha, Cascais’ most exclusive district.

Tales from the Trail

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