Sintra isn’t just about fairy-tale palaces and mystical forests; it’s also a surprisingly good destination for wine tours. The region’s unique blend of mountain vineyards and coastal influences means you can enjoy wines with character—plus, the scenery is unbeatable. We particularly like tours that combine winery visits with cultural stops, like the Setúbal & Arrábida: Full Day Tour – Wine and Nature, which offers a taste of Portugal’s prestigious Quinta da Bacalhoa alongside lush natural landscapes. For a more active outing, the Sunset Hike, Tapas & Wine at Secret Beach combines hiking and seaside views with wine and local tapas, appealing to those who like a little adventure with their sip.
Whether you’re after a full-day winery crawl, a romantic sunset hike, or an off-road exploration with wine tastings, Sintra offers a variety of options. We’ve ranked the top experiences, each with its own flavor—some focus on luxury and history, others on outdoor fun and hidden beaches. Read on to see which trip suits your style.
1. Setúbal & Arrábida: Full Day Tour – Wine and Nature
This tour captures the best of Portugal’s South Bank of the Bridge with wine tasting at Quinta da Bacalhoa and stunning natural scenery. It begins with a visit to the charming fishing village of Sesimbra and the Arrábida Natural Park, where mountains meet the sea. The highlight is the visit to Quinta da Bacalhoa, one of Portugal’s oldest and most esteemed wineries, with a guided tour and tasting included. Guests rave about Hugo, the guide, who shares his extensive knowledge while making the experience personable. The tour also includes a taste of regional specialties like Azeitão pies and regional cheeses.
This full-day experience is perfect for those who want a leisurely blend of nature, culture, and wine. The value is clear, at just over $145 per person, with the chance to visit a historic winery and enjoy regional foods. Ideal for wine lovers who want a well-rounded day outside the city, with relaxed pacing and memorable scenery.
Bottom Line: A comprehensive day that combines wine, nature, and local flavors, suitable for those wanting to explore the south of Lisbon in depth.
2. Sunset Hike, Tapas & Wine at Secret Beach
For a more active, scenic experience, this tour offers a combination of off-road jeep rides, hiking, and sunset wine tasting. Starting with a Jeep safari along the côte, you’ll visit the Cabo da Roca cliffs—Europe’s westernmost point—and then hike down to Ursa Beach, a quiet spot perfect for a picnic and a glass of local wine. The tour also includes visits to the fisherman village of Cascais, where you can soak in the coastal charm.
Rated perfectly by travelers, this experience emphasizes fun and flexibility. While weather can impact the sunset views, guides like Bruno and Flamingo make adjustments seamlessly. The tour’s price of around $114 offers great value for a half-day adventure blending nature, culture, and gastronomy. It’s ideal for outdoor lovers who appreciate a bit of adrenaline and scenic beauty.
Bottom Line: A lively, small-group tour that combines hiking and coastal views with wine and tapas, suited for active travelers seeking a memorable sunset.
3. Sintra: Sunset Hike, Tapas & Wine at Secret Beach
This tour explores Sintra’s less touristy side with a full-day outing that includes a jeep tour of palaces, a hike down to a secret beach, and a sunset tasting of Portuguese tapas and wine. Guides like Nelson receive high praise for their knowledge and professionalism. The adventure features hiking on accessible trails, breathtaking views from Cabo da Roca, and a relaxed afternoon on the beach, with wine tasting as the perfect ending.
At just over $101, it offers excellent value for those wanting an active day with a mix of sightseeing and local flavors. The combination of scenery, cultural highlights, and the seaside makes it a well-rounded choice. Perfect for travelers who prefer adventure and outdoor experiences with a cultural twist.
Bottom Line: An engaging option for those who want to see Sintra from a different perspective, with hiking, beach, and wine.
4. Eat, Wine, Love and Jeep in Sintra
This tour takes you off-road through Sintra’s hills in a comfortable 4×4 Jeep, discovering hidden villages, beaches, and secret spots. It includes a visit to a local wine cellar in Colares, with tastings of regional wines and petiscos (Portuguese snacks). The itinerary also features stops at Serra da Arrábida, Palácio da Peninha, and scenic viewpoints.
Rated highly, the tour’s price of around $244 offers a premium experience with small groups and personalized attention. Guests mention the guides’ enthusiasm and local knowledge, making the visit both enjoyable and educational. If you’re seeking a dynamic, multi-sensory day of wine, culture, and nature, this is a great pick.
Bottom Line: Best suited for adventurous travelers who want a mix of scenic drives, wine tasting, and local culture.
5. Arrábida-Palmela wine tasting, c/pick up hotel Private Tour
This private tour focuses on wine and scenic views, with visits to Cabo Espichel, Serra da Arrábida, and the Palmela Castle. The highlight is the Jose Maria de Fonseca winery, where you’ll enjoy a guided tasting of some of Portugal’s oldest wines. The tour includes stops at Azeitão for regional cheese and a stunning panoramic viewpoint.
Rated 5 stars, the tour costs about $160 per person but offers customized itineraries and flexible timing. It’s ideal for travelers who prefer privacy and intimate experiences, especially if you’re interested in wine history and local scenery.
Bottom Line: An excellent choice for wine connoisseurs or those seeking a personalized, relaxed day without the crowds.
6. South of Lisbon’s Wonders – Arrábida, Wine & Tile Private Tour
This full-day private adventure combines wine tasting, tile-making, and natural scenery. You’ll visit Parque Arrábida, Castelo de Palmela, and a traditional tile factory where you’ll learn centuries-old techniques. The guided winery visit and tasting give insights into Portugal’s winemaking traditions.
Rated 5/5 and priced at $281, this tour appeals to travelers wanting a balanced mix of culture, history, and wine. The private format allows for customized experiences and relaxed pacing. It’s perfect for history buffs and wine lovers who want a comprehensive day.
Bottom Line: A well-rounded, cultural experience suited for those interested in artistry, history, and wine.
7. Taste of Sintra’s Wonders – Wine & Tapas Tasting Private Tour
This intimate private tour blends wine tastings with local gastronomy. Visiting Sintra’s oldest cooperative winery, you’ll sample green, white, red, and rosé wines paired with cheeses and sausages. The tour also covers Cascais and Cabo da Roca, with personalized attention from guides like Luis.
At about $390, it’s a premium experience for wine and foodies who value customized itineraries and culinary immersion. Travelers appreciate the guided tastings and relaxed pace. Suitable for foodies and those craving a deeper dive into local flavors.
Bottom Line: The best choice for gastronomy lovers wanting a personal, culinary-focused day in Sintra.
8. Private Sunset Hike, Tapas & Wine at Secret Beach
This exclusive group experience, limited to six people, provides a luxurious sunset hike along Sintra’s coast. You’ll visit Cabo da Roca, hike to a hidden beach, then enjoy Portuguese tapas and wine while watching the sunset. Guides emphasize storytelling, making this a personal and memorable outing.
Costing over $800, it’s a high-end option for romantic couples or small groups seeking private, luxurious experiences. The focus on intimate settings and tailored service makes it stand out.
Bottom Line: Elite travelers wanting a private, premium experience with spectacular views and personalized attention.
9. Half Day in Sintra and Cabo da Roca with Wine Tasting
This half-day private trip offers free time in Sintra, plus a visit to Cabo da Roca and a wine tasting in the region. It’s a brief but well-paced way to combine cultural sights with regional wine in just four hours, making it suitable for those with limited time.
Rated highly, the tour is priced at under $90 per person and is perfect for introverted travelers or those on a tight schedule. It’s best suited for casual visitors wanting a taste of Sintra and wine without a full day commitment.
Bottom Line: Ideal for short visits seeking a quick cultural and wine experience.
10. Évora Cartuxa Wine Tasting Private Tour
This private day trip explores the medieval town of Évora with an emphasis on wine tasting at the Cartuxa winery. You’ll sample three selected wines and learn about Portugal’s wine and monastery history. The tour includes hotel pickup and personalized guiding.
At around $297, it’s suited for wine connoisseurs who appreciate history and architecture. Guests love the relaxed pace and focus on quality. The combination of cultural sightseeing and wine tasting makes it ideal for history buffs and wine lovers alike.
Bottom Line: A premium private experience perfect for those wanting a detailed wine and cultural day.
11. Full-day Trip in Evora, Winery & Cork Factory Private Transport
This full-day tour highlights Evora’s historic sites, a cork factory, and wine tastings. It combines cultural exploration with the chance to sample famous Portuguese cork products and wines. Guided by experts, the tour offers in-depth insights into Portugal’s craftsmanship and winemaking.
Rated 5/5 and costing about $261, it suits travelers who want a comprehensive day with a mix of history, craft, and wine. It’s perfect for those who enjoy learning as much as tasting.
Bottom Line: A diverse, educational day for culture and wine enthusiasts.
How to Choose the Right Wine Tour in Sintra
Choosing the best tour depends on your interests, budget, and how much activity you want. If you love comprehensive experiences, the Setúbal & Arrábida offers a full day of sights, tastes, and scenery. For those who prefer outdoor adventures combined with wine, the Sunset Hike, Tapas & Wine provides hiking and seaside views with a relaxed vibe.
Travelers seeking private, personalized experiences should consider the Taste of Sintra’s Wonders or the Évora Cartuxa trips. Meanwhile, those with limited time can opt for the Half Day in Sintra and Cabo da Roca, which packs cultural highlights and wine into a shorter window.
Think about your fitness level for hikes, your interest in history versus outdoor activities, and whether you prefer group tours or private experiences. Booking early is recommended, especially for popular small-group outings or private tours, to secure your preferred date.
Final Thoughts
Sintra offers a surprising variety of wine-focused tours that appeal to adventurous spirits, culture lovers, and foodies alike. From full-day explorations with winery visits and natural scenery to intimate sunset hikes by the coast, the region’s experiences are as diverse as its landscapes. For those seeking a blend of history, nature, and good wine, the Setúbal & Arrábida tour is hard to beat.
If outdoor activities and spectacular coastal views are your thing, the Sunset Hike, Tapas & Wine is a great pick. For a luxurious private experience, the Taste of Sintra’s Wonders offers tailored tastings with full attention.
No matter your style, these tours show that Sintra and its surroundings are a delicious, scenic, and culturally rich part of Portugal that’s worth exploring in a way that suits you best. Be sure to book early—these popular options tend to fill up, especially during peak season.
