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Cruises & Sailing

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Emilia at the Cascais Marina

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.

Cascais Coastal Secrets 90 Minute Cruise with Free Wine and Beer

1 hour 30 minutesFree Cancellation

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Forte Santa Marta

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

Sailing experience in Cascais

2 hoursFree Cancellation

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Unforgatable Experience

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.

Cascais Private Luxury Sunset 2h Cruise with a drink

2 hoursFree Cancellation

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Cascais Private Sailing 2h Cruise with a drink

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.

Cascais Private Sailing 2h Cruise with a drink

2 hoursFree Cancellation

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Cascais The Bohemian Sailing Experience

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.

Cascais The Bohemian Sailing Experience

1 hour 30 minutesFree Cancellation

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Private tour in Sintra, Cabo da Roca, Cascais. Wonderful day.

Private tour in Sintra, Cabo da Roca, Cascais. Wonderful day.

1 to 8 hoursFree Cancellation

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Cascais Luxury Romantic Cruise

Cascais Romantic Luxury Private 2h Cruise with sparkling wine

2 hoursFree Cancellation

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Cascais Sailing Cruise Yacht

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.

Cascais Private Sailing Cruise with a drink - Half day/full day

4 to 8 hoursFree Cancellation

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Cascais Private Sailing Yacht Cruise

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

Cascais Private Sailing Yacht Cruise

3 hoursFree Cancellation

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Private Transfer From Lisbon Airport to/from Cascais

Private Transfer From Lisbon Airport to/from Cascais

30 to 45 minutesFree Cancellation

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Sailing Experience Half Day at Sea with Drinks & Food

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

Sailing Experience Half Day at Sea with Drinks & Food

5 hoursFree Cancellation

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Porto Heritage & Wine: Exclusive Private Day Trip from Lisbon

Porto Heritage & Wine: Exclusive Private Day Trip from Lisbon

10 to 12 hoursFree Cancellation

Price varies by group size

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Pena Palace in Sintra

Full Day Private Tour in Sintra/Cascais

7 to 9 hoursFree Cancellation

Price varies by group size

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Sintra Full-Day: Pena, Moorish Castle & Regaleira with Tickets

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.

Sintra Full-Day: Pena, Moorish Castle & Regaleira with Tickets

8 to 10 hoursFree Cancellation

Price varies by group size

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SINTRA Day Trip - Tickets & Lunch Included

See Sintra’s top highlights without worrying about tickets, transportation, or planning your route. This private tour combines guided visits to the historic Centro Histórico, Quinta da Regaleira, and Monserrate Palace with scenic stops at Azenhas do Mar and Cabo da Roca. Hotel pickup, palace admission, and a traditional Portuguese lunch make for a relaxed day exploring the region’s history, coastline, and culture.

SINTRA Day Trip - Tickets & Lunch Included

8 hoursFree Cancellation

Price varies by group size

Member Pricing

3-Day Lisbon to Porto & Douro Valley Private tour

Embark on our exclusive Lisbon to Porto and Douro Valley Private Tour, a journey that reveals the enchanting essence of Portugal, perfect for both culture enthusiasts and wine lovers alike. This unique itinerary captures the rich tapestry of Portugal's history, breathtaking landscapes, and spiritual significance. Personalized Service: Benefit from the full attention of our knowledgeable guide, who will tailor the experience to meet your specific interests and ensure a memorable adventure. Group Flexibility: For larger groups exceeding 14 individuals, our partnership with Viator allows for additional guides and vans, guaranteeing exceptional care and attention for every participant. Join us on this unforgettable private tour that uncovers the unique charms of Portugal, perfect for those seeking to deepen their cultural experience or indulge their passion for wine. Capture the moments and memories that will last a lifetime as you explore the heart of this captivating country!

3-Day Lisbon to Porto & Douro Valley Private tour

3 daysFree Cancellation

Price varies by group size

Member Pricing

Cascais : Your private boat for 2 hours with welcome drink

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.

Cascais : Your private boat for 2 hours with welcome drink

2 hoursFree Cancellation

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Cascais Sunset Sailing Tour 2 hrs

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

Cascais Sunset Sailing Tour 2 hrs

2 hoursFree Cancellation

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Cascais to Lisbon Sailing Private Experience

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.

Cascais to Lisbon Sailing Private Experience

4 hoursFree Cancellation

Member Pricing

Cascais Bay Sailing Tour 2 hrs

Cascais Bay Sailing Tour 2 hrs

2 hoursFree Cancellation

Member Pricing

Pena Palace

Private tour through the Romantic Sintra & Amazing Cabo da Roca & Cascais

7 hoursFree Cancellation

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Private Sunset Sailing and Wine Tasting Experience in Cascais

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.

Private Sunset Sailing and Wine Tasting Experience in Cascais

3 hoursFree Cancellation

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Pena Palace

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.

Sintra & Cascais Shore Excursion: Private Half-Day Highlights

4 to 6 hoursFree Cancellation

Price varies by group size

Member Pricing

Sailing Experience Full Day at Sea with Drinks & Food

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.

Sailing Experience Full Day at Sea with Drinks & Food

8 hoursFree Cancellation

Top Attractions in Cascais

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Medieval architecture of the Castelo de Sao Jorge in Lisbon.

Attractions

Castelo de São Jorge

Cabo da Roca landscape with lighthouse and ocean view.

Attractions

Cabo da Roca

A small empty beach in the resort town of Estoril, Portugal.

Attractions

Estoril

Boca do Inferno - the seaside cliffs close to the Portuguese city of Cascais

Attractions

Boca do Inferno

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