Cascais
Wine Tasting & Winery Tours

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Our most recommended Cascais Wine Tasting & Winery Tours

Private Sintra Tour with Wine Tasting & Moorish Castle

1. Private Sintra Tour with Wine Tasting & Moorish Castle

The first stop is the fantastic Palace of Queluz, built in the 18th Century, which was the official royal residence of the king D. Pedro IV of Portugal.  Visit the beautiful and historic town of Sintra, a UNESCO world heritage site. Discover the picturesque streets, Sintra National Palace, the fountains, the churches, chapels and shrines. Climb to the Moorish Castle (Ticket Included) where the construction of the first sections of its wall dates from the 8th and 9th century. From the castle, you can enjoy a fantastic view of the whole region. It can’t be missed! The next stop is Quinta da Regaleira, one of the most amazing monuments of Sintra. This place is one of the most startling, magical, and mysterious in the area. Explore its tunnels, mazes, and its riddles and symbols that are reminders of the mythology of Olympus, Virgil, Dante, Camões, and of the Knights Templar of the Order of Christ. Next, stop in Colares in the cellars of Adega regional de Colares to have a tasting of the best regional wines. Discover the most western point of continental Europe. From the cliff tops, enjoy the fantastic view of the beaches and the sea. From the road near the coast, you can gaze at the beaches and the beautiful towns of Estoril and Cascais. On the way back, have the chance to enjoy this unique beach with its famous dunes. A real sanctuary for surf, windsurf, and kitesurf.  And of course you can’t leave without visiting the charming town of Cascais. This former fishing village used to be a royal getaway. Nowadays it still is one of the most attractive destinations for the Portuguese and foreign elite thanks to all that it has to offer: boutiques, restaurants, hotels, beaches, and much more.

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From Lisbon: Sintra, Pena Palace, Cascais and Wine Tasting

2. From Lisbon: Sintra, Pena Palace, Cascais and Wine Tasting

The tour begins with a visit to the romantic Sintra Mountains. Classified by UNESCO as a World Heritage Site, the mountain range is full of palaces, mansions, cottages, convents, churches, chapels and shrines set amidst lush vegetation. It has been the inspiration for great authors of European literature, abundant in archaeological remains that show that it has been occupied over numerous millennia. You can stroll through charming streets in the historic center of Sintra. The tour will then climb the beautiful mountain roads to the most extravagant Portuguese palace, Pena Palace, a fascinating fairytale castle built in the romantic Portuguese style. Continuing the tour, visit the cellars of Adega Regional de Colares that have two centuries of prestigious history. Here you can enjoy the history of the winery, visit the cellar and taste its unique wines. Cabo Roca, the most western point of continental Europe, is the next stop. This is a stunning place of infinite blue that offers a superb view of the Atlantic Ocean at its most wild. Afterward, the tour will pass by the Guincho beach area and travel along the coast road until you arrive in Cascais, a sophisticated and charming village with a lovely bay. Marvel at the largest casino in Europe as you pass the Casino Estoril before heading back to Lisbon. Your guide will accompany you along the way, sharing stories and curiosities about the places visited. 

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Sintra & Cascais Full-Day Private Tour

3. Sintra & Cascais Full-Day Private Tour

Discover Sintra, known for its many 19th-century Romantic architectural monuments, which has resulted in its classification as a UNESCO World Heritage Site. Surrounded by the mountain which gave name to the town, a granite massif ten kilometres long - considered the Monte da Lua (Mountain of the Moon), or Promontorium Lunae by the strong local tradition of astral cults - emerge abruptly between a vast plain to the north and the northern margin of the Tagus River estuary, winding in a serpentine cordillera towards the Atlantic Ocean and Cabo da Roca, the westernmost point of continental Europe. Walk through the historical village centre, enjoy its natural beauty and visit its most proeminent landmarks: the Pena Palace, the Moorish Castle, the Regaleira and Monserrate Palaces. Crossover the mountain to visit the westernmost point of the European mainland and look beyond the Atlantic. In the so called "Portuguese Riviera" discover the city of Cascais and its old town center as well as Estoril, popularly recognized for the Casino Estoril, widely regarded as the Europe's largest casino. Then go by seashore road to Lisbon center and see where the Atlantic meets the Tagus River. The tour is private and available in several car class: Standard, Standard Van, Premium, Luxury Van and Luxury. 

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Private Sintra Tour with Cellar Visit & Wine Tasting

4. Private Sintra Tour with Cellar Visit & Wine Tasting

The first stop on your 8-hour tour is the fantastic Palace of Queluz, built in the 18th century as the official royal residence of King Pedro IV of Portugal. Visit the beautiful historic town of Sintra, a UNESCO world heritage site, and discover its picturesque streets, Sintra National Palace, the fountains, the churches, chapels and shrines. Head up to the Moorish castle, where the early construction dates back to the 8th and 9th centuries. From the castle, you’ll have fantastic view of the whole region. The next stop is the Pena Palace, where you’ll see a mix of architectural styles. The palace is one of the best examples of Romanticism of the 19th century. You’ll visit the most westerly point in continental Europe next. From the clifftops you’ll enjoy panoramic views of the beaches and the sea. From the coastal road, you’ll also be able to see the towns of Estoril and Cascais. Stop in Colares at the cellars of Adega Regional de Colares, a wine producer that has been in operation for 2 centuries and one of the most prestigious. Learn about the history of the winery, visit the cellar and taste its unique wines. Next you’ll make a stop to enjoy the town’s unique beach with its famous dunes. This spot has become a sanctuary for surfing, windsurfing and kite surfing. You’ll also visit the charming town of Cascais, a former fishing village that became a royal getaway. Today it is still one of the most attractive destinations for the Portuguese and upscale international travelers due to all that it has to offer, from boutiques and restaurants, to hotels, beaches and more.

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Sintra: Full-Day Tour from Lisbon with Wine Tasting

5. Sintra: Full-Day Tour from Lisbon with Wine Tasting

After a pick-up at your hotel in Lisbon the first stop on your full-day tour will be the fantastic Palace of Queluz, built in the 18th century as the official royal residence of King Dom Pedro IV of Portugal. Visit the lovely and historic town of Sintra, a UNESCO World Heritage Site. Admire the picturesque streets, Sintra National Palace, and the fountains, churches, chapels, and shrines. Climb to the Moorish Castle, where the walls date to the 8th and 9th centuries. From the castle, you’ll have fantastic views of the whole region. The next stop is the Pena Palace, where you’ll see a mix of architectural styles in the interior as well as the exterior. The Palace is one of the best examples of Romanticism dating from the 19th century. Next you’ll visit the most westerly point in continental Europe, where from the cliff tops you’ll enjoy fantastic views of the beaches and the sea. From the road near the coast, you’ll be able to see the picturesque towns of Estoril and Cascais. Stop in Colares to taste some of the best regional wines as well as other regional specialties. On the return trip, you’ll have a chance to enjoy this unique beach with its famous dunes. The site is a real sanctuary for surfing, windsurfing, and kite surfing. And of course you can’t leave the area without visiting the charming town of Cascais. This former fishing village became a royal getaway, and today still is one of the most attractive destinations for the Portuguese and foreign elite thanks to its boutiques, restaurants, hotels, beaches, and much more.

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Lisbon: Sintra Food Tour and Wine Tasting with Scenic Drive

6. Lisbon: Sintra Food Tour and Wine Tasting with Scenic Drive

Leave the busy city of Lisbon behind as you travel to the quaint village of Sintra for your first tasting. Taste a ‘travesseiro’, a delicious Portuguese sweet made of soft pastry filled with egg and almond cream. Learn about the history of bakeries in Portugal and learn why pastry confectionery is so dear to the Portuguese while you stroll around the beautiful village center. From Sintra, head to Colares, just 8 km away, for a wine tasting at the Adega Regional de Colares. The oldest wine cooperative in the country, the site was founded in 1931 and gathers more than 50% of the total regional production, playing an important role in the local economy. This wine house boasts a dazzling interior due to the sheer number of casks it houses, this is where the aging process takes place. After the wine tasting and sampling, enjoy a guided tour of the site to see the process of winemaking, learn about its history, and discover how these wines have their distinctive flavor. After Colares, it's time to stop by a local restaurant to recharge your batteries and dine on a delicious Portuguese meal. Next, cross the Sintra mountains all the way to the coastline to marvel at the stunning sea views. Enjoy a scenic drive along the waterfront and past the village of Azenhas do Mar, and the beach and surf destination of Guincho. Finally, observe some local shellfish nurseries before heading for one final tasting in the Cascais Bay Area.

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From Lisbon: Sintra Tour with Queluz Palace Entrance

7. From Lisbon: Sintra Tour with Queluz Palace Entrance

Explore the fantastic Palace of Queluz, built in the 18th Century, the official royal residence of King D. Pedro IV of Portugal. Visit the historic town of Sintra, a UNESCO World Heritage site. Admire the picturesque streets, the Sintra National Palace, the fountains, the churches, chapels, and shrines.  Climb to the Moorish Castle where the construction of the first sections of its wall dates from the 8th and 9th centuries. From the castle, you can enjoy a fantastic view of the whole region. Next, stop at the Pena Palace where you can admire a mix of architectural styles in the interior as well as in the exterior. Make sure to have your camera ready to capture the fantastic landscape surrounding the Palace. Discover the most westerly point of continental Europe and marvel at the fantastic view of the sea from the clifftops. Gaze at the beaches and the beautiful towns of Estoril and Cascais. Enjoy a tasting of the best regional wines at Colares in the cellars of Adega regional de Colares. On the way back, have the chance to enjoy this unique beach with its famous dunes. Finally, visit the charming town of Cascais, a former fishing village now filled with boutiques, restaurants, hotels, beaches, and more.

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Lisbon: Ericeira, Mafra Rural Beach and Wine Tour

8. Lisbon: Ericeira, Mafra Rural Beach and Wine Tour

Your journey begins with a morning pickup at your hotel in Lisbon, Cascais, Ericeira, or Sintra. From there, enjoy a brief ride to Mafra, about 40 minutes from Lisbon. Mafra’s convent is a masterpiece from the eighteenth century and one of the most important monuments of Portugal, unique for its two carillons with 92 bells, 1200 rooms, over 4,700 doors, and windows and the oldest library in the country with about 36,000 volumes of books and transcripts. After Mafra venture to the quaint Portuguese one-of-a-kind village of José Franco. This man was a sculptor and a poet who decided to build a living museum to show the customs, labor activities, and other aspects of Portuguese rural life back in his time in 1945. The result is a giant museum made into a village! Next, head to Ericeira, the first World Surfing Reserve in Europe and 2nd in the world. It is a touristic village also known for its blue and white colored streets and houses. In Ericeira enjoy some free time, for possibly a leisurely Portuguese lunch (not included) or a stroll through the town and by the seaside. Last but not least, to finish this exclusive day, head to an exquisite winery and cellar for a tasting and historical experience that will provide you with a fascinating insight into the world of Portugal’s wine production. A family-run business welcomes you to an entertaining and enlightening tour around wines and cellars to discover the secrets of the wine-making process. Learn how wine is produced and enjoy a tasting session of six different wines (four local wines and two other magnificent wines) accompanied by local bread and olives.  

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From Lisbon: 5-Day Private Portugal Tour

9. From Lisbon: 5-Day Private Portugal Tour

Day 1: Lisbon Spend a full day exploring Portugal's charming capital city. Take a guided walking tour and become acquainted with one of Europe's most fascinating cities. With your informative guide, see and learn about some of this city's most famous historical landmarks. Return to your hotel in Lisbon and stay overnight (not included).   Day 2: Sintra, Cascais, and Estoril On the second day, visit Sintra, the Portuguese Aristocracy paradise and discover the charm of its narrow alleys and the typical shops. Visit a local pastry shop where the famous sweets Queijadas de Sintra and Travesseiros de Sintra will be waiting for you. Then, customize your tour and choose from the many palaces to visit in the area, including Quinta da Regaleira and Moorish Castle Palaçio da Pena. Later, visit the geological formation of Cabo da Roca, also known as "The Snout of the Rock" or "Promontory of the Moon," and marvel at the unimaginable beauty of the area. Next, it's time to explore Cascais, an ancient fisherman village turned beautiful and cosmopolitan beach resort. Return to your hotel in Lisbon and stay overnight (not included). Day 3: Lisbon, Fatima, Coimbra, and Oporto On the third day, escape the bustle of Lisbon and head out to Fatima, where you'll visit three places of interest and attend a mass (optional). Then, make your way to Coimbra and start the tour of the city at the oldest University in Europe. See the highlights including the Joanine library, built in the XVIII century on the grounds of the former prison of the University and marvel at one of the most beautiful libraries in the world, Then, transfer to your hotel in Oporto and stay overnight (not included). Day 4: Oporto and Gaia Start your day tour of Oporto at the central Avenida dos Aliados, a famous spot for celebrations and events. Admire the imposing Oporto Municipal Council building. Walk around the city center and past the Lello Bookstore with its renowned staircase, known for its link to the Harry Potter series. Then visit Gaia, a hub of the port wine industry where the wine is being aged in hundreds of different cellars. Visit a local winery, where you will be shown the various aspects of winemaking and also taste some of the best wines in the world. At the end of your day, return to your hotel in Oporto and stay overnight (not included) Day 5: Douro Valley Check-out at your hotel in Oporto and take your luggage with you as you will be taken to the airport in Lisbon or Oporto at the end of the day (if desired). The day starts with a visit to Amarante in the Douro Valley, where you can see numerous examples of the Romanesque and medieval buildings. Then, stroll along the S. Gonçalo bridge and enjoy some of the most popular sites of the city, including the Church and Convent of São Gonçalo and the Amadeo de Souza-Cardoso Museum. Next, head over to the market where you see vendors selling the delicious S. Gonçalo sweets, always a source of curiosity and great laughter due to their phallic appearance.

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What people are saying about Cascais

Overall rating

4.6 / 5

based on 100 reviews

We had such an amazing experience with Jose. He was super knowledgeable about the different parts of the city and was mindful of our time constraint. The tour honestly felt like we were traveling with a friend rather than a tour guide. He recommended an amazing restaurant for lunch and showed us a lot of things off the beaten path. We’re foodies and his food recommendations were out of this world. The next time we’re in Lisbon, we plan on booking another tour with him.

Fantastic experience and very knowledgeable shipmates ! The ten of us , all family members with elderly grandparents all really enjoyed this boat trip. Fantastic sky as the sun sets, well worth doing in Cascais :-)

Fabulous trip … really enjoyable and would highly recommend. Wine,beer and snacks lovely touch.

Wonderful sunset boattrip and very nice guide! Nice wine and snacks. Will def recommend.

Very nice tour, very Kind guides. We had a great time