Cascais is a fantastic spot for wine lovers who want more than just a glass in a restaurant. Its proximity to lush vineyards, scenic coastlines, and charming villages makes it ideal for immersive wine tours. We particularly love the Bike Tasting Tour, which combines the outdoors with tasting six local wines in a relaxed, guided setting, or the Romantic Private Cruise, offering a serene way to enjoy the coast with sparkling wine in hand. Whether you prefer biking through vineyards, exploring the coast, or discovering hidden wineries, Cascais offers a variety of experiences that make wine tasting both accessible and memorable. For a deeper dive into Portugal’s wine culture, check out the Cascais Portuguese Wine Tasting workshop.
Quick Overview:
Our list features six top-rated wine tours, each with its own flavor—from active outdoor adventures like biking and hiking to luxurious private cruises and city excursions. Prices vary from affordable workshops at $47, to elegant private cruises at over $400, ensuring options for different budgets and interests. Ready to explore? Here’s what’s on offer:
1. Wine Tasting Tour
At number 1, the Wine Tasting Tour is perfect for those who want a guided bike ride through scenic vineyards and fields, ending with a tasting of six local wines. This 4-hour experience starts in Ericeira and takes you to Cheleiros, a charming town renowned for its agricultural beauty. Bikes and a guide are included, so you don’t have to worry about navigation or planning—your host will lead the way.
What makes this tour stand out is the combination of active exploration with wine education. You’ll learn about local grape varieties and how they thrive in this specific climate. Guests consistently praise the friendly guides, beautiful landscapes, and generous tastings. The included local bread and olive oil make it a full sensory experience. At around $86.73 per person, it offers excellent value for those who enjoy outdoor activities paired with wine.
Bottom line: Ideal for active travelers who want a relaxed, guided ride with quality tastings and cultural insights.
2. Half-Day Tour in Cascais / Sintra with Brunch and Wine Tasting
This half-day exploration takes you along the coast to discover lesser-known sights, combined with a delicious brunch and wine tasting. Starting at 11:00 am in Cascais, your guide Mafalda leads you from Guincho Road through Azenhas do Mar, Cabo da Roca, and other scenic spots.
The tour gives you a taste of Portugal’s dramatic coastline, with stops at the westernmost point of mainland Europe and a picturesque fishing village. The highlight is the relaxed pace—perfect for those who prefer a mix of sightseeing and tasting without full-day commitment. The included brunch, enjoyed with scenic views, is often praised as a highlight, with many reviews emphasizing the friendly guide and authentic local experience. For around $83.01, this tour offers a fine balance of scenery, culture, and wine.
Bottom line: Best suited for those who want a scenic, leisurely day exploring the coast with wine and food that reflect local flavors.
3. Cascais Romantic Private 2h Cruise with Sparkling Wine
For those seeking a romantic escape, this private 2-hour cruise offers a chance to enjoy Cascais from the water while sipping sparkling wine. The cruise departs from Cascais Marina and passes by landmarks such as the lighthouse, beaches, and the Palácio dos Condes de Castro Guimarães.
The experience is tailored for couples or small groups, offering undisturbed views of the coastline in a cozy, private setting. The captain’s attention and the opportunity to choose your preferred departure time make it versatile. Several reviewers note how special and intimate the trip feels, especially during sunset. At roughly $429.90 per group, it’s best for those celebrating a special occasion or seeking a quiet, luxurious moment.
Bottom line: Perfect for romantic partners wanting a memorable, personalized experience on the water.
4. Hike & Wine Ericeira
This 4-hour hike offers a scenic walk through Cheleiros, covering about 7 km across rolling hills and lush landscapes. Designed to be accessible, this activity combines physical activity with wine tasting at a local producer’s home. As you walk, you’ll enjoy expansive views and learn about the area’s landscape.
Post-hike, you’re invited into a local winemaker’s home, where you’ll uncover stories behind the wines and sample some of the best local varieties. The guide, Tiago, is praised for his knowledge and passion, making the experience both informative and enjoyable. This tour is excellent for active travelers who want a hands-on, authentic experience that combines outdoor adventure with real local wine. At $103.18 per person, it is slightly more premium but offers a genuine taste of countryside Portugal.
Bottom line: Great for those who love outdoor activities and want to connect with local wine producers in a relaxed setting.
5. Private tour to the city of Porto c/proof of Porto wine
A full-day private trip to Porto, this tour combines city sightseeing with wine tasting. Traveling from Cascais, you’ll enjoy a comfortable 3-hour journey by highway into Portugal’s famous wine region. The itinerary includes a visit to the Porto Cathedral, Livraria Lello, and the Douro wine museum, culminating in a port wine cellar visit at Graham’s Port Lodge.
This experience is ideal for wine lovers keen to explore Port wine’s origins and the city’s historic sites. The guide’s expertise ensures you get personalized attention and insights into the region’s wine culture. The visit to Graham’s Port Lodge includes a tasting, adding a flavorful finale to the trip. Though longer at 9-10 hours, it’s packed with cultural and vinous highlights. The reviews highlight how well-organized and informative this tour is, making it suitable for those with a full day to spare and a keen interest in Porto’s wine.
Bottom line: Perfect for dedicated wine enthusiasts who also want to explore one of Portugal’s most picturesque cities.
6. Cascais: Portuguese Wine Tasting Workshop
This wine tasting workshop is a relaxed, social experience that involves sampling 7 different Portuguese wines paired with bites. It’s a great option for those who want to learn about the key regions like Douro, Alentejo, and Vinho Verde, and how local grapes such as Arinto and Touriga Nacional compare with international varieties.
The session lasts around 2.5 hours and provides informative handouts to take home, making it ideal for anyone curious about Portugal’s wine landscape. Located in Cascais, it’s accessible and offers an intimate environment for questions and stories. While priced at a modest $47, it delivers a comprehensive tasting experience that combines education and social fun, perfect for beginners or those looking to deepen their knowledge without the commitment of a full-day tour.
Bottom line: Suited for wine novices or those wanting a relaxed, interactive introduction to Portuguese wines.
$47 per person
How to Choose Your Perfect Cascais Wine Tour
When deciding which tour suits you best, consider your budget, availability, and interests. If you’re active and love outdoor adventures, the Bike Tasting Tour or the Hike & Wine Ericeira will fit well. For a more luxurious experience, the Private Romantic Cruise offers privacy and romance, while the Porto City Tour is best if you want a full immersion into Portugal’s wine capital.
If your main goal is learning and tasting, the Portuguese Wine Tasting Workshop provides a good overview without a big time commitment. Remember to book early during peak seasons, especially for private or popular experiences.
In summary, Cascais offers a rich variety of wine-focused activities—from active outdoor rides to intimate cruises and educational workshops. For those who prefer a lively, guided bike ride through vineyards, the Wine Tasting Tour stands out as a top choice. If a romantic water cruise appeals, the Cascais Romantic Private Cruise will not disappoint. For active travelers seeking authenticity, the Hike & Wine Ericeira offers a perfect blend of nature and local flavors.
Whichever experience you choose, Cascais won’t let your wine curiosity go unsatisfied. Book early, plan according to your interests, and enjoy tasting Portugal’s finest from coast to countryside.
Feel inspired? Start planning your Cascais wine adventure today—these tours fill up quickly during the high season!