Top Cascais Sailing Tours

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.

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 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.

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 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

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.

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

Witness the stunning Cascais coastline during a serene sunset boat tour. Over two hours, enjoy breathtaking views as the sun dips below the Atlantic horizon, illuminating the sky with vibrant colors. This experience includes a complimentary glass of wine to enhance your evening, creating a perfect backdrop for relaxation and reflection. Ideal for couples and friends looking to unwind after a busy day, this tour promises unforgettable memories on the water. - 2-hour sunset boat tour along the picturesque Cascais coastline - Enjoy a glass of wine to toast the beautiful sunset - Perfect for couples and friends seeking a relaxing evening - Captivating views of the Atlantic as the sun sets

A relaxed 2-hour private sailboat around Cascais Bay, skippered by the owner himself. Wine, beer, soft drinks and water included, families welcome — the sailboat is yours from start to finish.

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.

More than a boat ride. A journey into the soul of the Portuguese coast. At Magic Escapade, we believe the sea holds memories. Every cliff, every bay, every fortress and lighthouse carries stories that have travelled through centuries. As we sail between Cascais, Lisbon and the Atlantic coastline, we guide you through a voyage where the landscape itself begins to speak. We uncover the origins of Cascais, follow the routes of the Portuguese navigators, recall the Greeks and Romans who once passed through these waters, evoke the era of the Discoveries. Each experience unfolds to the rhythm of the wind and the tides. We don’t follow a rehearsed script; we share stories, curiosities and moments that transform a simple navigation into a memory that stays with you long after you return to shore. Because sailing is more than reaching a destination. It is understanding the sea. It is feeling History. It is experiencing Portugal through the beauty of its coastline.

This is not just a boat experience or an eFoil class. It is an exclusive combination designed to allow you to discover the coast of Cascais from two completely different perspectives : sailing along the coast and flying quietly over the sea on an electric eFoil board. Unlike traditional eFoil experiences, the session takes place in a quiet and protected bay, accessible only by boat. This provides a safer, quieter and much less busy environment, ideal for those who experience this activity for the first time. While most boat trips end when the boat funnels, your adventure begins at that very moment. The boat transforms from its private base into one of the most innovative water activities in the world, always with individual accompaniment and state-of-the-art equipment. The result is a unique experience that combines navigation with the unforgettable feeling of flying over the Atlantic!

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.

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.