What to do and see in Cascais, Central Portugal: The Best Wine Tours & Tastings

October 18, 2021 Layne Dawes

A coastal town just 20 miles west of Lisbon, Cascais was once a small fishing village, but its idyllic scenery attracted the attention of artists, writers and expelled European nobility in the 20th century. Today, it still attracts high society, but all society comes in force to enjoy the gorgeous beaches and adventure options like sailing and surfing. The Conde de Castro Guimarães Museum, a former palace, is now open to the public and displays an impressive collection of art and artifacts.
Restaurants in Cascais

1. Private Sintra Tour from Lisbon with Portuguese Traditional Lunch

Lisbon on Wheels
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5.0 based on 1 reviews

Discover Portugal’s capital of Romanticism on this full-day private Sintra tour with traditional Portuguese lunch, from Lisbon. Explore the picturesque village and historic attractions that earned this town its UNESCO World Heritage site status. Wander through its lush gardens, take in the mountain scenery, and visit the fairytale castle of Pena Palace and the medieval Castle of the Moors. Pass through the mysterious Sintra Mountains to reach Gincho’s sand dunes, Europe’s westernmost point. A Portuguese lunch is included.

Inclusions: Lunch (Our Selection with drink and Dessert), Bottled water, Hotel drop-off, Hotel pickup, Transport by air-conditioned minivan

Exclusions: Entrance fees (Monuments)

Reviewed By jodiedeadman

Jose was a really great tour guide- from beginning to end. He customised our itinerary to ensure we visited all the places important to us, and still added in a few quick stops along the way which were surprisingly beautiful and well worth detours (especially the most western point in Europe). Highly recommended tour, great experience

2. Private Sintra from Lisbon with Wine Tasting and Queluz Palace

Lisbon on Wheels
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5.0 based on 1 reviews

Sintra, the capital of romanticism, is one of the most picturesque and beautiful villages of Portugal. The monuments have a grand architecture full of stories and unraveling mysteries. Gardens, centenary trees and ancient palaces in a truly unique environment await you. In this Sintra tour you can also visit the westernmost point of Europe, Gincho’s dunes, and the mysterious Sintra Mountains. This is a must-do site in Portugal! Queluz palace Ticket included!

Inclusions: Bottled water, Wine tasting, Private Driver, Hotel drop-off in Lisbon area, Hotel pickup in Lisbon area, Private tour, Transport by air-conditioned minivan

Exclusions: Guide inside monuments, Food and drinks, unless specified

Reviewed By jodiedeadman

Jose was a really great tour guide- from beginning to end. He customised our itinerary to ensure we visited all the places important to us, and still added in a few quick stops along the way which were surprisingly beautiful and well worth detours (especially the most western point in Europe). Highly recommended tour, great experience

3. Fascinating Sintra-Cascais with Wine Tasting Private Tour from Lisbon

Tugatrips Tours
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5.0 based on 2 reviews

An Amazing Private tour through Sintra and Cascais mountains. In this private tour you will benefit a more safe and intimate experience where only your family will be part Enjoy a guided visit inside Pena Palace. Skip the ticket line, benefit from a Private tour through the Sintra and Cascais mountains. Visit the Colares wine cellar and enjoy a unique wine tasting experience. Get stunning views of the Atlantic Ocean from Cabo da Roca. Visit the charming seaside town of Cascais, a sophisticated village with a lovely bay. See the largest casino in Europe. In times which call for extraordinary measures, rest assured our Team at Tugatrips - Safe and clean certified enterprise – has taken all measures to give you the confidence so that you and your loved ones can enjoy a relaxing experience!

Inclusions: Pick up drop off at hotel/Apartment/Cruise terminal Lisbon/Cascais/Sintra, Pena Palace ticket and guided tour inside Palace, An enthusiastic and dedicated tour guide , Transport by air-conditioned minivan or luxury car, Wine cellar visit and Wine tasting (2 wines), Daily disinfection of vehicles , Alcohol hand gel and Disposable mask

Exclusions: Lunch , Gratuities

Reviewed By Kidsagent

Loved it and thought Maria our tour guide was superb!!! Well worth the money and time of this trip. We felt totally safe in her care!! Maria was entertaining, fun and extremely informative. She went out of her way to recommend local sites, cuisine and places to go, The trip was a fabulous mix and gave us a real on-site into the local area. As we are looking to eventually move to Portugal this trip really cemented that decision!!

4. Sintra Cascais (Wine and Tapas) 4X4 Land Rover Panoramic Private Tour

Yellow Cab TT Tours
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5.0 based on 6 reviews

This tour was designed to be more than your typical sightseeing tour, its purpose is to create visual and gastronomic memories coupled with thrill that is riding one of our customized Land Rovers. In order to fully enjoy this tour, which is suitable for all ages, we will be travelling in customized 4×4 Land Rover for extra comfort and safety while driving in dirt roads and in order to fully enjoy what this region has to offer at the panorama level: its local and natural richness. Yellow Cab TT Tours innovates is a pioneer in the adventure tours offering the quality you have come to expect.

Inclusions: Private tour, Transport by Land Rover 4x4, Hotel pickup and drop-off, Food tasting, Snacks, Covid - Clean and Safe regulamented Tour

Exclusions: Lunch

Reviewed By N8766AUalexk

Tiago has been very helpful and is very knowledgeable. You can ask him anything and he will give you a lot of background information about each place visited. Very satisfied with this tour. I would highly recommend it.

5. Sintra Tour Wine Tasting and Pena Palace Private Tour

LRS, Private tours
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5.0 based on 1 reviews

The Departure will be made from the Hotel, Lodging or place to combine. We will make a pleasant and complete private tour where only your group will participate, we try to provide a comprehensive guided tour through the Romantic town of Sintra, the stunning Bay of Cascais and Estoril Coast as well as demonstrate what they offer in terms of culture, history, monuments and places of interest. Included in this tour are the tickets to the Jardim and Palácio da Pena, as well as regional wine tasting at the Colares Winery, where you can visit the production area and learn about the history of this winery. You will be accompanied by an experienced guide and driver who will provide you with the necessary information on the different topics related to this spectacular tour. The ride takes at least 8 hours, there is no hurry or rush and the transportation provided will be a pleasant and comfortable vehicle, with WiFi board and bottled water and seasonal fruit. see you later

Inclusions: Bottled water, Fruit, WiFi on board, Private transportation, Air-conditioned vehicle, Guide / Information Guide

Exclusions: Guide inside the monument

Reviewed By 329sanaa

We really recommend Antonio to everyone. He is a lovely man who is not only kind and respectfull but he’s very funny aswell. He knows what he’s talking about and he tells his stories with a lot of passion, which is a big bonus when you want a tour. You can tell that he has a lot of love for his city and country. He takes good care of it and tries to remember others to also take care of the place (f.e. asking someone to not throw a cigarette on the road, etc.) We were with 6 of us so it’s great that he has different cars because we were a big group. He taught us a lot about his hometown, Cascais, the history behind certain places and Sintra. He gave us tips and tricks that we took with us throughout the day. What we also loved is that he was on time to pick us up and he was thoughtful and kind and he brought some water and fruit with him. We had a 4-hour tour where we saw different places, the mountains, the sea. All in all, a day to remember. We all thank you for spending the day with us.

6. Private Sintra Tour with Wine Tasting

LRS, Private tours
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5.0 based on 1 reviews

Visit Sintra Village by private car, free time to know the village, wine tasting will be at Adega Cooperativa De Colares. You will taste two regional wines and visit the wine cellar and wine bottling area. If you wish, you could also visit Cabo da Roca, the westernmost point in Europe. We wish you a great tour.

Inclusions: Bottled water, Alcoholic Beverages, Private transportation, WiFi on board, Air-conditioned vehicle, Pick up at your Hotel, Fruit

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Reviewed By 329sanaa

We really recommend Antonio to everyone. He is a lovely man who is not only kind and respectfull but he’s very funny aswell. He knows what he’s talking about and he tells his stories with a lot of passion, which is a big bonus when you want a tour. You can tell that he has a lot of love for his city and country. He takes good care of it and tries to remember others to also take care of the place (f.e. asking someone to not throw a cigarette on the road, etc.) We were with 6 of us so it’s great that he has different cars because we were a big group. He taught us a lot about his hometown, Cascais, the history behind certain places and Sintra. He gave us tips and tricks that we took with us throughout the day. What we also loved is that he was on time to pick us up and he was thoughtful and kind and he brought some water and fruit with him. We had a 4-hour tour where we saw different places, the mountains, the sea. All in all, a day to remember. We all thank you for spending the day with us.

7. Cascais Sunset Private 2h Cruise with drinks

PALMAYACHTS CASCAIS SAILING TOURS, Marina de Cascais L, 2750-800 Cascais, Portugal Palmayachts Boat Tours
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5.0 based on 2 reviews

Palmayachts is certified by Portuguese Tourism Board as a Clean & Safe company regarding COVID-19 prevention measures and procedures. Stressed out from the hustle of day-to-day ? How about a sailing trip off the coast of Cascais? Start your cruise from Cascais and enjoy the beautiful coastline aboard a new sailboat. Cascais Bay with the picturesque fishing boats, the beaches, the old forts along the shore and the magnificent views of Sintra makes this tour an unforgettable experience. Yeah! You are guaranteed a full decompression, a relaxing cruise along the ocean. It's guaranteed and you'll arrive home in a good mood and ready for another day. Whether alone or with your partner, come and experience a true Nautical SPA! watching a fantastic sunset while drinking an astonishing Portuguese wine.

Inclusions: Onboard Crew, Beer or Wine, Bottled water

Exclusions: Gratuities

Reviewed By dshchiangmai

Amazing experience! Such a great staff onboard. Very good time and memories. Perfect experience! I recommend 200%

8. Cascais Private Sailing 2h Cruise with drinks

PALMAYACHTS CASCAIS SAILING TOURS, Marina de Cascais L, 2750-800 Cascais, Portugal Palmayachts Boat Tours
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5.0 based on 5 reviews

Palmayachts is certified by Portuguese Tourism Board as a Clean & Safe company regarding COVID-19 prevention measures and procedures. During the 2-Hours Sailing Cruise in Cascais with drinks, you will Start your cruise from Cascais and enjoy the beautiful coastline aboard a new sailboat. Cascais Bay with the picturesque fishing boats, the beaches, the old forts along the shore and the magnificent views of Sintra makes this tour an unforgettable experience. The sun setting on the horizon in the cherry on top of this amazing "cake". Come and see for yourself.

Inclusions: Onboard Crew, Beer or Wine, Bottled water

Exclusions: Gratuities

Reviewed By dshchiangmai

Amazing experience! Such a great staff onboard. Very good time and memories. Perfect experience! I recommend 200%

9. Best of Lisbon Tour, 5 days with Sintra, Cascais and Evora

Portugal Travel Center
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5.0 based on 4 reviews

THE ESSENTIAL OF LISBON AND IT'S BEST SURROUNDING CITIES It is a 5 Day Package, a journey that will show the best of Lisbon and surrounding areas. Adventure yourself in a Cultural, food and wine experience.

Inclusions: Breakfast, Breakfast, Dinner, Breakfast, Breakfast, Air-conditioned vehicle, Private transportation, - 4 nights in twin-share rooms at 4-star hotels. , - Experienced English-speaking guide during activities and excursions only. , Wine Tasting, Fado Show with Dinner, Tours mentioned as Included

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Reviewed By J6513CVmarkw

My wife and I have just returned early from a trip that incorporated a tour through Spain and Portugal organised by Portugal Trails. Although the outbreak of the Covid19 pandemic prevented us from completing the tour, we were highly impressed by the thoughtful and meticulous pre-planning provided by the company, the quality of all bookings and recommendations as well as the attention to our welfare during the growing emergency. The cancellations and refunding of unused portions of the tour were efficiently and quickly completed with a minimum of fuss. I cannot recommend this company too highly.

10. Cascais Private Sailing Cruise - Half day or full day

PALMAYACHTS CASCAIS SAILING TOURS, Marina de Cascais L, 2750-800 Cascais, Portugal Palmayachts Boat Tours
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5.0 based on 2 reviews

Palmayachts is certified by Portuguese Tourism Board as a Clean & Safe company regarding COVID-19 prevention measures and procedures. Start your cruise from Cascais and enjoy the beautiful coastline aboard a new sailboat. Cascais Bay with the picturesque fishing boats, the beaches, the old forts along the shore and the magnificent views of Sintra makes this tour an unforgettable experience. The sun setting on the horizon is the cherry on top of this amazing "cake". Come and see for yourself.

Inclusions: Onboard Crew, Beer or Wine, Bottled water

Exclusions: Gratuities

Reviewed By dshchiangmai

Amazing experience! Such a great staff onboard. Very good time and memories. Perfect experience! I recommend 200%

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