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Cascais Sailing trips & boat tours

Our most recommended Cascais Sailing trips & boat tours

Cascais: Sunset Boat Trip with Welcome Drinks

1. Cascais: Sunset Boat Trip with Welcome Drinks

Navigate along the charming coast of Cascais, where you will see all the famous sights from the sea. From the center villa to the classic chateaux and mansion, to the fortress used to protect the coast against pirates a long time ago, to the Casino, as well as other famous 007/ James Bond spots. Then you'll travel toward the open sea to the beautiful cliff of Costa da Guia. Relax and admire the sun "touching" the sea as you sip on a welcome drink.

Cascais: Half-day Fishing Tour

2. Cascais: Half-day Fishing Tour

Meet your crew at Marina de Cascais and get on the high seas. Your captain will sail you to secret fishing spots and teach you how to get the best catch. If this is your first time fishing, don't be afraid, the crew are here to help you.  Boats are all well equipped with everything you could need - all fishing equipment is provided and snacks and drinks will be provided throughout the day.  You will also have the option to grill the catches and eat them onboard. If you would like to choose this upgrade, please select the add-on at checkout. It costs 15€ per person. If you don't want to grill your catch you can take it home with you to cook later.

Cascais: 2- or 4-hour Sailing Tour

3. Cascais: 2- or 4-hour Sailing Tour

Start your cruise from Cascais, where you can adapt your route according to your preferences. Enjoy the beautiful coastline aboard a new sailboat.  Sail to Cabo the Roca, the most western point of Europe, or relax along the beautiful white sandy beaches of Cascais, Estoril, Parede, Carcavelos, and Oeiras. Drop anchor, enjoy the sun and swim in the clear blue seas. Another suggestion is to sail along Cascais Coast up to Lisbon and visit one of the most beautiful cities in Europe. From the sailing boat, you will have the opportunity to see Lisbon´s most famous monuments and views.

Cascais: 2-Hour Sunset Cruise

4. Cascais: 2-Hour Sunset Cruise

Start your 2-hour sunset cruise from Cascais, where you can adapt your route with the crew according to your preferences. Sail towards Cabo the Roca, the most western point of Europe, or relax along the beautiful white sandy beaches of Cascais, Estoril, Parede, Carcavelos, and Oeiras. Sit back, relax and let yourself truly unwind as the sun slowly sets on the horizon. As you sail, discover the stunning shores and ancient fortifications along the coast and sip on tasty drinks onboard. Admire the spectacular sights of Cascais from its picturesque waterfront and finish your cruise refreshed and invigorated.

Lisbon: Sailboat Beach Tour

5. Lisbon: Sailboat Beach Tour

Feel the pleasure of taking a few dives along the magnificent coast between Lisbon and Cascais on this private sailboat tour. This experience is perfect for spending time with friends and family and celebrating birthdays or other special occasions. Board the luxury sailboat, enjoy a welcome drink, and set sail from Lisbon’s port, Doca do Bom Sucesso. Depending on your chosen tour length, you can anchor in front of the beach in Caxias, Oeiras, or Cascais Bay. Choose to swim, dive, or just relax on board and soak in the rays. On the way to the area’s most scenic places, take in the view of the coastline and enjoy the fresh air.

Lisbon: Sintra, Pena Palace, Cascais & Optional Sailing Trip

6. Lisbon: Sintra, Pena Palace, Cascais & Optional Sailing Trip

Explore the beauty and culture of Sintra and Cascais on this guided tour. Stroll through the picturesque village of Sintra, take a tour through the Pena Palace, and more. Visit Cascais and sail along its stunning coast to Lisbon, if you select the upgrade option. Meet your guide in Lisboa city center and travel to romantic Sintra in a comfortable air-conditioned minivan. Arrive at one of the highest points of the Serra de Sintra to see the Pena Palace, one of the most iconic expressions of 19th-century Romanticism in Europe. Enter its gardens accompanied and see the exotic trees from all over the world, which add to its magic and mystery. Head for the Pena Palace itself, one of the main residences of the Portuguese royal family during the 19th century. Admire the mixture of architectural styles and see why King Fernando II deserved the nickname of King-Artist.  Enjoy the views of the Moorish Castle, a testimony to the Islamic presence in the Iberian Peninsula, built in the 9th century and conquered by the Portuguese during the formation of the Portugal Kingdom. Take in the landscape of Sintra, a world heritage site, before heading down to the picturesque village to stroll freely through its charming streets, or taste its regional products, such as the famous travesseiros and queijadas de Sintra. Continue the guided tour to Cascais, a fishing village that was once the summer destination of the royal family. Head over to the Cascais Citadel, and learn about the set of fortifications built over 500 years ago as protection from pirates. Then, visit a unique natural chasm located in the seaside cliffs, the breathtaking Hells Mouth, to feel the Atlantic Ocean's full force and take a memorable postcard picture. The standard tour option returns to Lisbon at this point, but if you choose the upgrade option, it’s now time to sail along the coast of Cascais and Estoril. Marvel at the view of the sunny beaches and feel the sea breeze until you reach Lisbon's Belem neighborhood, where your guide will be happy to share tips for the area as you continue your visit on your own.

Lisbon: Sunset Cruise on The Tagus River with Welcome Drink

7. Lisbon: Sunset Cruise on The Tagus River with Welcome Drink

Come and enjoy the magnificent panorama of the city of Lisbon and its most emblematic monuments and buildings - Belém Tower, Discoveries Monument, Electricity Museum, Museum of Art, Architecture and Technology - MAAT, 25 de Abril Bridge, Terreiro do Paço, Sé of Lisbon, São Jorge Castle and the National Pantheon, among others. On the south bank of the Tagus River, you will pass through Cacilhas and go along the left bank to the 25 th April Bridge over the river, where you will see the Cristo-Rei, as well as the old buildings on that bank. Do you want to sail with your own group and your loved ones, a romantic sea tour or a meeting with your friends or family? In this case, we propose a day tour for up to 8 people lasting 2, 4 or 6 hours. You will be able to discover new landscapes and unique perspectives from the river, enjoy the beauty of the city of Lisbon on a relaxing and relaxed tour and live an unforgettable experience. You can sail on Tagus River in places you don't know and, if you wish, you can go for a swim, anchoring near the beach at Carcavelos or Cascais, then returning back to Belém. Choose the option that suits you best and enjoy!

Cascais: Private Yacht Cruise in the Bay & Sightseeing

8. Cascais: Private Yacht Cruise in the Bay & Sightseeing

Leaving from Marina de Cascais, as soon as the crew finish the undocking will start to serve a drink,and head direction of Estoril, navigating in front of many historical places, famous & glamorous spots, like the Hotel where 007 movie series were created. After the boat will navigate to a famous fortress used in the past to protection against pirates, developed by the years until the seventies when the fortress was the ditactor summer house, after the boat will head to the most wild coast of Cascais where you will see the HELLs MOUTH, and the clifs where the romans were cutting rocks to use on the constructions.

Cascais: Luxury Private Sailing Catamaran Cruise with Drinks

9. Cascais: Luxury Private Sailing Catamaran Cruise with Drinks

Embark on an unforgettable 2- or 4-hour private luxury sailing catamaran cruise in Cascais with live commentary from the crew. Discover the city’s beautiful waterfront scenery on a catamaran while admiring numerous historical monuments and iconic landmarks along the way.  Be greeted by your skipper who will help you settle comfortably into the catamaran boat at the loading pier. Toast with a welcome drink and set off to discover the Cascais waterways, first passing Cascais Bay. See the numerous old forts along the coast and learn about the time when these forts were used to defend the city. Continue aboard your boat towards Lisbon or more to the West, according to your preferences and the weather conditions. See Roca Cape, the western most point of Europe, from a distance.

Lisbon: Full-Day Sailing Tour to Cascais Bay

10. Lisbon: Full-Day Sailing Tour to Cascais Bay

Experience an enjoyable full-day in the sun of the Portuguese Riviera on board a luxury yacht on an 8-hour cruise from Lisbon. Depart from the Doca do Bom Sucesso in the historic Belém district, and cruise along the coast to see the sights of Lisbon from a unique vantage point. Head west to the elegant resort town of Cascais and Cascais Bay. Anchor for about 2-4 hours of swimming and sunbathing time. As you sail along the Estoril Coast, get an appreciation of the maritime and fishing traditions of the area, along with its strategic importance in the defense of Portugal against attack in less peaceful times. Your experienced skipper will share their knowledge of sailing the Atlantic and Tagus River, and provide stories of Lisbon and its surrounding coast. The stylish boats are between 7 and 18 meters long, and feature on board toilet facilities, a kitchenette, and a CD/MP3/radio audio system to keep you entertained. Sail back to Lisbon at the end of the day, and get the chance to team up with the crew and get a bit of sailing experience!

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What people are saying about Cascais

Overall rating

5.0 / 5

based on 1 reviews

It was very fun! Definitely recommend this sunset cruise with Frederico and Carlos! Gave us information about the history of places we saw and tasty beverages. Hi

The captains were really great ! They were nice and we had great conversations. I did wish we got to go swimming. Other than that we would do again!

beautiful day, great, modern, clean boat, friendly and competent crew, and lots of fish. Can't be beat

very friendly and professional, catered to our needs with drinks and blankets

Had a lovely sunset trip around Cascais Bay. Crew were great.