Top Cascais Sailing Tours

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.

Experience the beauty of Cascais from the water with a private sailing tour that caters to couples, families, and all who appreciate the sea. Each experience promises comfort and privacy, with space for up to six guests, ensuring a personal touch as you disconnect from the world and connect with the ocean. - Private sailing experiences for up to 6 guests - Flexible itineraries can be customized to suit your preferences

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.

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.

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.

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