Top Cascais Cruises & Sailing

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.

Watch a famous Portuguese sunset from a different perspective when you book this private cruise from Cascais. Climb aboard your private sunset just before the golden hours and take a leisurely sail along the picturesque coast. See old forts, beautiful beaches, small villages, and views of Sintra with a glass of wine in hand. The cruise includes private transportation and restroom facilities on board for added comfort.

It´s the perfect blend of authenticity, personal connection, and unforgettable moments. Your sailing trips is made to immerse you in the local culture through genuine interactions, unique locations, and insider knowledge. Whether it’s a private boat ride, a swimming or a snorkel, every moment is crafted to be personal, engaging, and memorabel. Join us for an experience that goes beyond sightseeing – come away with stories, friendships, and memories that truly stay with you. You won’t just visit – you’ll connect, learn, and feel like a part of something special.

Set sail on a luxurious Dufour 460 Grand Large and explore the breathtaking coastline of Cascais on an unforgettable sailing experience. Departing from the charming marina of Cascais, you'll cruise along the sparkling Atlantic waters with panoramic views of iconic spots such as Estoril, São João do Estoril, Carcavelos Beach, and the dramatic cliffs of Boca do Inferno. Feel the wind in your hair as we pass by the Lisbon bar (Barra de Lisboa), with the city skyline in the distance. Along the way, we’ll anchor in a calm, scenic bay where you’ll have the chance to swim in crystal-clear waters and soak up the sun on deck. Max 10 guests Add-ons (possible extras): - Lunch on board (3 course meal with drinks) - Charcuterie board with wine - others

See Cascais, its landmarks, and its beaches from the water on this private sailing tour. Cruise out onto Cascais Bay and sail along the coastline to enjoy the scenery of this seaside town. Spot charming fishing boats, the towering walls of the Cascais Citadel, and the Santa Marta Lighthouse before watching the sunset over the horizon. This private tour includes private transportation and insurance for a seamless experience.

Sail along the rugged coastline of Cascais and take in the sights on this private cruise. Climb aboard your private sailboat with your group and sip on included drinks while you sail. Enjoy private transportation, restroom facilities on board, and the option to anchor for swimming if weather allows. Take in the Cascais Marina, the lighthouse, several beaches, and old forts over a couple of hours.

There are few things more romantic than cruising the ocean and sipping sparkling wine. This private 2-hour experience lets you escape the crowds on land and admire the natural and cultural wonders of Lisbon’s coast from aboard your own yacht—so you can relax and enjoy having the entire deck area to yourself, with the added comfort of a restroom on board.

Sail the stunning Cascais coastline on a private boat, perfect for couples and families seeking memorable moments. Enjoy a serene sunset cruise, indulge in fine Portuguese wines during a wine tasting at sea, or savor dinner under a starlit sky. With options for half-day and full-day excursions, each journey invites relaxation and connection with the ocean. Tailor your experience to fit your preferences and enjoy the comfort of a private sailing adventure.

Turn your trip from Lisbon to Porto into a day of exploring the villages, historic monuments, and nature that you’d miss by taking the highway. Choose from one to four stops in Obidos, Fatima, Nazare, and/or Aveiro, or opt for a direct transfer. Since the private tour is designed just for your group, you have the flexibility to customize the trip by adding a cruise on the scenic Ria de Aveiro.

You should choose our tour because we promise an unforgettable experience, the history of the monuments told by competent and happy professionals, the transport includes a professional driver/guide with more than 12 years of experience in driving light and heavy vehicles. Safety, comfort and dynamism are our priority. Fun and Adventure guaranteed. We are waiting for you.

Set sail on an intimate private boat tour along the stunning Cascais coastline. Whether it's a peaceful sunset experience or a full day exploring the Atlantic, each journey is tailored for relaxation and connection. Enjoy curated wine tastings featuring exceptional Portuguese IGP white wines or indulge in a delightful dinner under the stars. With room for up to six guests, these experiences are perfect for couples, families, or anyone looking to escape the everyday hustle. Choose from a range of tours including sunset sails, wine tastings, or full-day adventures Enjoy private sailing experiences for up to 6 people, ensuring comfort and exclusivity Customize your itinerary to suit your desires, from sailing to dining All tours include welcome drinks and safety briefings for a relaxed experience

Get to and from Humberto Delgado Airport (LIS) with ease when you pre-book this private transfer service. Whether you’re arriving or departing, a private driver is available to provide transfers to or from the areas of Cascais and Estoril. Enjoy a meet-and-greet service and relax on the hour-long drive between the locations.

Most visitors know Portugal from the ground. We invite you to discover it from the water. This experience combines what is rarely found in a single tour: freedom to explore, privileged access to places inaccessible by land, moments of adventure at sea, tasting Portuguese wines and unique views of Cascais and Lisbon. No rush, no crowds and no crowded tour routes, each boat ride becomes an opportunity to live the Atlantic authentically and create memories that hardly fit in a photograph. We didn't just promise a boat ride. We promise a perspective of Portugal that most visitors never get to discover.

Discover Cascais from a privileged perspective, away from the crowds and the rhythm of the sea. During this private tour, you’ll sail along one of Portugal’s most beautiful coastlines, passing through cliffs, caves, hidden coves and historic lighthouses. This experience is completely private and flexible. The itinerary can be adapted to your preferences, allowing you to stop for swimming, relax in the sun or simply enjoy the landscape in total tranquility. With a discreet and attentive service, comfort on board and a relaxed atmosphere, this tour was designed for those looking for quality, privacy and truly memorable moments. More than seeing Cascais, you will have the opportunity to live it from the sea, in an exclusive, authentic and unforgettable way.

Even if you only have limited time ashore in Lisbon, make the most of your visit on this half-day, private shore excursion. After pickup directly from the port, head to Sintra: a UNESCO World Heritage Site that’s home to numerous castles and palaces. With your guide in the lead, visit the Pena Palace, Quinta da Regaleira, and more. Then, continue to nearby attractions from Cabo da Roca to elegant Cascais before returning to your vessel.

Organizing logistics for a day trip can be a time-consuming hassle — leave the planning to the professionals on this private day tour from Lisbon to Fátima, Nazaré, and Óbidos. You won't have to worry about transportation with a private vehicle and hotel pickup, and the itinerary covers a variety of landscapes from medieval towns to ocean-front views.

Explore Portugal beyond Lisbon without committing to staying overnight with this private full-day tour to Porto. See the best of Porto and cover more ground in a private vehicle, starting at the Serra do Pilar viewpoint overlooking the city. Take a boat ride down the Douro River then stop in the city Gaia to sample port wine.

Discover the beauty of Lisbon's coastline with a range of private sailing experiences designed for couples, families, and anyone wanting to unwind. Whether you choose a serene morning sail, an afternoon adventure, or a magical dinner under the stars, each tour offers a unique way to connect with the sea. Enjoy curated Portuguese wine tastings, savor a delicious dinner in Cascais Bay, or simply relax as the sun sets over the horizon. With a maximum of six guests, these intimate tours ensure comfort, privacy, and personalized service. - Choose from a variety of private sailing experiences, including sunset sails and wine tastings. - Enjoy a maximum of six guests for an intimate and personalized experience. - All tours include a safety briefing, welcome drink, and complimentary water. - Customize your itinerary to suit your preferences for a truly special day at sea.

Explore the rich history and culture of Lisbon and Sintra on this full-day tour. Discover the main points of the vibrant city of Lisbon, including historical monuments and stunning views. Then travel to Sintra, famous for its charming palaces, and visit Cape da Roca, the westernmost point in Europe. This tour is ideal for those looking for a dive into the Portuguese beauties in one day. - Full day tour of Lisbon and Sintra - Includes visit to the historical monuments of Lisbon - Explore the palaces and nature of Sintra - Visit Cape da Roca, the westernmost point in Europe

This tour makes it easy to explore the highlights of Sintra in a day. Sidestep the crowded sightseeing buses and benefit from the luxury of a private tour, exclusively for your personal group in a vehicle with Wi-Fi access. The trip begins with a Lisbon pickup, and then includes admission to multiple attractions, including the new wing of Pena Palace, the Moorish Castle, and Quinta da Regaleira.

Embark on a Spiritual Journey: Discover the Sacred Beauty of Fátima! Delve into a profound full-day tour dedicated to the Shrine of Fátima, a globally significant pilgrimage site revered for the apparitions of Virgin Mary to three young shepherds in 1917. Explore the hallowed grounds surrounding the Shrine, unraveling the mysteries and significance of the miraculous appearances. Enjoy personal moments of reflection and prayer inside the Sanctuary, where the divine presence is palpable. This unique experience allows you the flexibility to choose your lunch destination (not included) and decide the departure time that best suits your schedule. To ensure your comfort and convenience, we'll travel to and from Fátima using the highway (A1), providing a seamless and reflective journey throughout the day."

Get personal attention from your guide and enjoy the ability to travel at your own pace on this private tour of Sintra, Cascais, and Cabo da Roca. Listen to guided commentary on the local history and culture as you travel; highlights can include the Pena Palace, Quinta da Regaleira, Boca do Inferno, and others.

Explore the charming town of Sintra with all of its fairytale castles before making your way down the coast and exploring the quaint seaside villages of Cascais and Estoril in a full-day private tour. Stop at Cabo da Roca—Europe’s westernmost point—and the rock formation of “Boca do Inferno,” on the way back to your accommodation in Lisbon.