Top Cascais Holidays

Sail along the rugged coastline of Cascais and take in the sights when you book this private cruise. Climb aboard your private sailboat with your group and sip on included drinks while you sail. Take in the Cascais Marina, the lighthouse, several beaches, and old forts over a couple of hours.

Explore the quaint seaside village of Cascais on a private tour from Lisbon. With your guide, learn about the former fishermen’s village steeped in history and its transformation over centuries—more than you would from a guidebook. See historic landmarks, admire the Portuguese Riviera scenery, and walk along the coast between Cascais and Estoril on this personalized experience.

There’s no better time to learn to surf than during your vacation in Portugal. Visit one of the city’s two best beaches for surfing—Guincho or Carcavelos—and get the basics down or improve your skills. If you’re new, learn to paddle out to sea, how to get up on your board, and how to balance, before catching some waves. For more experienced surfers, your instructor provides feedback on how to improve.

Discover the magic of Sintra on this all-inclusive, hassle-free day tour that blends history, nature, and Portuguese culture. With hotel pick-up, skip-the-line palace access, and a traditional lunch included, this private tour ensures a seamless experience with no planning required. Explore must-see palaces, coastal views, and charming villages, all brought to life with insights from your expert guide.

With this guided bike ride, you can access incredible scenery and also learn about local wines too. Starting in Ericeira, a guide leads the way and takes you on an adventure through vineyards and agricultural fields, so you don’t have to worry about getting lost. When you reach the beautiful town of Cheleiros, have the chance to try six wines, with delicious local bread and olive oil included too.

Enjoy an unforgettable afternoon with a boat trip along the stunning coastline of Cascais. For 90 minutes, embark on a panoramic journey along the picturesque shores of Cascais and Estoril, while toasting the moment with unlimited drinks — cold beer, sangria or white wine on tap, all included. Let yourself be carried away by the waves and the stories that have shaped this coastline — tales of kings and navigators, of faith and battles and secrets kept by the sea. Admire, from a privileged viewpoint that only the sea can offer, the majestic Fortresses of Nossa Senhora da Luz and of St. António da Barra, the summer palaces, the picturesque St. Marta and Guia Lighthouses and the impressive cliff that protects the mysterious Boca do Inferno. Perfect for couples, families or groups of friends, this tour is a unique and authentic experience that combines relaxation, culture and breathtaking scenery. A different — and absolutely memorable — way to discover the magic of the Cascais coast.

Going surfing for your first time can be intimidating if you don’t know the basics. Prebook this Carcavelos surf lesson and learn how to use your gear, as well as simple surfing techniques, on land before you head into the water. Plus, you can choose from a group or private lesson (prices vary) and a morning or afternoon class time when booking.

Lisbon is a city that’s easy to fall in love with, but if you could tear yourself away for a few hours, you’ll discover that Porto is just as pleasant. Take a private full-day tour with hotel pickup to this northern city. This sightseeing tour shows you the best of Porto, starting at the Serra do Pilar viewpoint overlooking the city. Take a boat ride down the Douro River then stop in Gaia to sample port wine.

End your day in unforgettable style with a stunning sunset cruise, departing from Cascais Marina and heading towards Lisbon. For two hours, embark on a panoramic journey along the Atlantic coast and the majestic Tagus estuary — the most beautiful way to return to the capital. Enjoy the beauty of the landscape while savouring unlimited drinks — we offer white wine, sangria and draught beer. As the sun begins to set on the horizon, the sky is painted with warm, golden tones — the perfect backdrop for memorable photos and moments of pure tranquillity at sea. The arrival in the capital is a magical moment, a stunning entrance into the Tagus estuary, Lisbon's monumental gateway — once the departure point for great explorers. Contemplate the historic neighbourhood of Belém, with all its imposing monuments by the river, pass under the 25th of April Bridge and marvel at the brightness of the lights of the Commerce Square. The tour ends at Doca da Marinha right in the heart of the city!

Embark on a Breathtaking Journey Through Nature and Flavour Discover the charm of Cheleiros on a scenic 7 km walk designed to be accessible and enjoyable for most. Surrounded by rolling hills and stunning landscapes, this immersive experience invites you to slow down and connect with nature at its finest. But the adventure doesn’t end there—after soaking in the beauty of the outdoors, step into the warm, welcoming home of a local wine producer. Here, you'll uncover the fascinating story of Cheleiros' wine culture and its deep-rooted connection to the region’s unique terroir. Let your senses come alive with a guided tasting of six exceptional wines, perfectly paired with authentic regional tapas. This is more than just a walk—it's a celebration of nature, tradition, and taste. Join us for an unforgettable blend of scenery, storytelling, and sensational flavours.

Explore the enchanting town of Sintra and its surroundings on a full-day tour that begins with pickup from your accommodation. Join your private guide and visit two monuments of your choice such as Pena Palace and Quinta da Regaleira (full list below). Then, head to the coast to see Roca Cape, the Boca do Inferno formation, and the seaside town of Cascais.

This tour departs from the Greater Lisbon area (including Lisbon, Oeiras, Cascais, Sintra, Amadora, Loures, Odivelas, Almada) and takes you deep into the heart of Portugal’s countryside, known for its world-renowned wines and as the world’s largest cork-producing region. You’ll enjoy an Évora tour as part of your journey to Évora from Lisbon, the “museum city,” where every corner reveals a historical monument, from Roman ruins to medieval architecture. With a certified guide by your side, you’ll explore this UNESCO World Heritage Site in depth. Visit a traditional cork factory to learn how cork is harvested and processed, and enjoy a wine tasting at a local winery. The journey continues to the medieval village of Monsaraz, offering panoramic views over the Alentejo landscape and Alqueva Lake. Travel in a comfortable, air-conditioned vehicle, always accompanied by your guide, ensuring a smooth, educational, and memorable experience from start to finish.

Discover the vibrant world of music and mixology in a unique DJ and bar experience. Learn how to create your own music sets while enjoying delicious drinks with friends. This interactive activity combines the art of DJing with the fun of a bar, allowing each participant to feel like a true music star. Come and be part of this celebration where fun and learning go hand in hand.

We are a young, creative team, available, full of energy and passion. In addition, we want to be bold and share with our tourists our enthusiasm in discovering Unknown sites and experiences. Here you will meet an unknown cave, among other unexplored landscapes!

Enjoy a private wine tour from Lisbon to Setúbal, one of Portugal’s most authentic wine regions. Cross the 25 de Abril Bridge and explore the stunning Arrábida Natural Park, with breathtaking coastal views. Visit two carefully selected wineries: start at a historic estate with a guided tasting of red, white, and Moscatel de Setúbal, then continue to a boutique vineyard for a more intimate experience, including wine paired with Azeitão cheese and local pastries. Stop in Setúbal for lunch and try the famous “Choco Frito” (not included). A private, flexible experience combining wine, food, and scenery—perfect for couples or small groups seeking an authentic day outside Lisbon.

There are few things more romantic than cruising the ocean and sipping sparkling wine. This private experience lets you escape the crowds on land and admire the natural and cultural wonders of Lisbon’s coast from aboard your own catamaran—so you can relax and enjoy having the entire deck area to yourself.