Top Cascais Wine Tasting Tours

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.

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.

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.

Embark on a Breathtaking Journey Through Nature and Flavour Discover the charm of Cheleiros on a scenic 7 km walk designed to be accessible and enjoyable for most. Surrounded by rolling hills and stunning landscapes, this immersive experience invites you to slow down and connect with nature at its finest. But the adventure doesn’t end there—after soaking in the beauty of the outdoors, step into the warm, welcoming home of a local wine producer. Here, you'll uncover the fascinating story of Cheleiros' wine culture and its deep-rooted connection to the region’s unique terroir. Let your senses come alive with a guided tasting of six exceptional wines, perfectly paired with authentic regional tapas. This is more than just a walk—it's a celebration of nature, tradition, and taste. Join us for an unforgettable blend of scenery, storytelling, and sensational flavours.

Discover the Douro Valley’s stunning beauty on this full-day private tour from Lisbon. Travel comfortably through rolling vineyard landscapes and riverside towns while you hear from your guide. Stop at scenic viewpoints to snap photos and explore local traditions with the flexibility to visit regional wine estates (tastings may be available at your own expense).

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!

No visit to Lisbon is complete without seeing Sintra—a UNESCO-listed wonderland home to fairy tale palaces, grottoes, and gardens. Skip the hassle of renting a car and the expense of taxis on this private tour that easily transports you between top sights such as Pena Palace, Quinta da Regaleira, and the Moorish Castle.

This all-inclusive private day tour is crafted for the discerning traveler, prioritizing supreme comfort and ease—ideal for guests who prefer no strenuous walking. Your journey begins with private luxury van transfer from your Lisbon hotel. Travel with your dedicated guide across the Alentejo region, viewing the expansive cork oak landscapes. The coastal segment starts at the lively Albufeira Marina, where complimentary Welcome Drinks ensure a smooth transition before you embark. Highlights include: Coastal Wonders: A shared boat cruise to the legendary Benagil Sea Cave. Witness this massive grotto and the stunning, multi-hued Seven Hanging Valleys cliffs from the privileged perspective of the sea. Gourmet Interlude: Savor an authentic, all-inclusive Portuguese lunch followed by a sophisticated shared wine tasting, featuring acclaimed wines. Enjoy a smooth, private return via the A2 motorway, concluding your exceptional day with the same high standards of comfort and privacy.

Hidden Alentejo: PremiumWine & Lusitano Horses from Lisbon Escape the crowds and discover some of Portugal's best-kept secrets. Journey into the heart of the Alentejo, where award-winning wines, breathtaking landscapes and the world-famous Lusitano horses create an unforgettable luxury experience away from the usual tourist routes. Enjoy a premium wine tasting at Torre de Palma Winery. Visit the famous Coudelaria de Alter, the oldest stud farm in the world that remains in the place where it began in 1748. See the prestigious Lusitano Purebred and a large herd of mares and foals Explore Alter do Chão, including its medieval castle and ancient Roman ruins. End the day with breathtaking views from Alter Pedroso, one of the region’s hidden gems. Perfect for wine lovers, culture enthusiasts, and travellers seeking authentic experiences beyond the usual tourist routes, this small-group tour offers a genuine taste of Portugal’s traditions, flavours, and stunning landscapes.