Hike & Wine Ericeira - Exploring the Beautiful Cheleiros and Its Surroundings

Our 5 Favorite Cascais Hiking And Trekking Tours

Cascais offers more than just beautiful beaches and seaside resorts; it’s a fantastic base for hiking and trekking enthusiasts. With rugged coastlines, lush forests, and charming villages, this area invites exploration on foot. Among the many options, we particularly like the Hiking in Sintra-Cascais Natural Park for its breathtaking scenery and accessible trails, and the Cascais: Atlantic Coastline Wild Hike for those craving raw, untamed ocean views. Whether you want a relaxing walk, a challenging cliff hike, or a mix of outdoor fun and local flavors, Cascais has a lot to offer.

For a well-rounded experience, check out our list of the best hiking and trekking tours in Cascais. Each offers unique sights and activities, from scenic coastal adventures to wine tastings in countryside villages. Click on the links for more details on each tour.

1. Hiking in Sintra-Cascais Natural Park

Hiking in Sintra-Cascais Natural Park

At number one, the Hiking in Sintra-Cascais Natural Park combines the best of Portugal’s natural beauty with the convenience of included transport. This 4-hour tour takes you along rugged trails through a landscape of cliffs, dunes, and forests, all with stunning views of the Portuguese Riviera. It’s the perfect choice for those who want an active outdoor experience with some cultural highlights, like the Cresmina Dune and the Sanctuary of Peninha. The tour includes pickup and drop-off at Cascais train station, which makes logistics simple.

What makes this tour stand out are the interruption-free vistas and the chance to see local wildlife and plant life up close. Reviewers praise their guide’s knowledge, emphasizing the area’s natural beauty and historical significance. One visitor noted, “The views over Cascais and the ocean are breathtaking,” which perfectly captures what you can expect. The cost is about $59.29 per person, which balances affordability with a solid four hours of hiking.

Bottom Line: If you want a scenic, guided walk with breathtaking views and easy logistics, this tour is a top choice. It’s perfect for nature lovers and those interested in learning about Portugal’s flora and fauna.

2. Hike & Wine Ericeira

Hike & Wine Ericeira

At number two, the Hike & Wine Ericeira offers a unique blend of outdoor activity and local flavors. This around 4-hour tour begins with a 7 km walk through the gentle hills of Cheleiros, where rolling landscapes and farmland create a peaceful backdrop. After the hike, you’ll visit a local wine producer’s home to learn about Portuguese wine, including tastings of some fine regional varieties.

What makes this tour stand out is its combination of accessible hiking and the chance to unwind with a glass of wine in a warm, welcoming setting. The reviews highlight the knowledgeable guide Tiago, who shares engaging stories about the area and the wines. Guests say that it’s a “truly the perfect combo” of activity and relaxation. For about $103.18, you get a memorable experience that balances physical activity with cultural enjoyment.

Bottom Line: Best suited for travelers who want a leisurely hike paired with wine tasting, this tour offers a relaxed day out with local flavor and scenic views. Suitable for most fitness levels, it’s ideal for those wanting a taste of Portuguese countryside and wine.

3. Cascais: Atlantic Coastline Wild Hike

Cascais: Atlantic Coastline Wild Hike

Number three on our list is the Cascais: Atlantic Coastline Wild Hike, which is perfect for adventure seekers. Priced at $59 per person, this 4-hour excursion explores Portugal’s rugged, untamed Atlantic coast. You’ll hike along dramatic cliffs, discover hidden beaches, and witness the powerful force of the ocean firsthand.

This tour’s strength lies in its raw natural beauty and the variety of scenery—cliffs, beaches, and ocean vistas—kept fresh throughout the walk. The guide’s expertise ensures safety while maximizing enjoyment of the coastline’s wild charm. The itinerary includes visits to Guincho Beach for wildlife viewing and scenic drives to viewpoints that provide excellent photo opportunities.

Reviewers mention that this tour is “an exhilarating escape into natural beauty,” and many appreciate the challenge of hiking on uneven terrain. It’s best suited for active travelers who want to embrace the power of the Atlantic and challenge themselves with a vigorous walk.

Bottom Line: If you crave the thrill of hiking rugged cliffs and exploring Portugal’s wild coast, this tour offers a memorable adventure with stunning ocean views.

4. Cascais: Open Water Swimming and Hiking Experience

Cascais: Open Water Swimming and Hiking Experience

Our fourth pick is the Cascais: Open Water Swimming and Hiking Experience, which combines two outdoor passions. This 6-hour tour begins at Praia da Duquesa, where you can swim in the calm, clear waters of Cascais Bay — an experience made even better with a certified swimming coach. After swimming, you’ll enjoy a light lunch overlooking sand dunes at Cresmina, then head into the Sintra-Cascais Natural Park for a guided hike.

What makes this tour stand out is its active mix of swimming and hiking, ideal for those who want a full day of outdoor sports. The itinerary balances water and land activities, giving a comprehensive taste of the region’s natural beauty. Reviewers love the invigorating swims and the scenic lunch with views of the dunes. The tour costs around $59, and the inclusion of a swimming coach adds value for swimmers of all levels.

Bottom Line: Perfect for active travelers who want to combine swimming and hiking in one day, this tour offers a vigorous but rewarding experience of Cascais’s coastal landscapes.

5. Sintra Cascais Top Trekking

Sintra Cascais Top trekking

Finally, the Sintra Cascais Top Trekking offers a slightly shorter, family-friendly option. With a duration of about 2.5 hours, it explores the unexplored trails along the Sintra coast, with varied scenery from coastline to forests. This walk is designed to be easy to adapt, making it suitable for families or those new to hiking.

The tour highlights include broad ocean views from mountain trails and fresh forest odors—an ideal way to experience Portugal’s natural diversity without a full-day commitment. While reviews are limited, the high ratings (4.9/5) suggest this is a popular choice for those seeking a light but scenic outdoor activity. The focus is on discovering hidden trails away from busy tourist spots.

Bottom Line: If you want a gentle, scenic walk suitable for families or beginners, this tour provides a relaxed introduction to Sintra’s natural beauty.

How to Choose Your Perfect Hiking and Trekking Tour in Cascais

When deciding which tour suits your style, consider your budget, fitness level, and what kind of experience you’re after. For a full day blending physical activity with local culture, the Hike & Wine Ericeira offers a relaxed pace with wine tasting. If you prefer a rugged coastline adventure, the Atlantic Coastline Wild Hike delivers dramatic ocean scenery and a bit of a workout. For families or those new to hiking, the Sintra Cascais Top Trekking provides a gentle, scenic walk.

Also, check the best times to go—spring and early fall are generally ideal for outdoor activities in Portugal, avoiding the summer crowds and heat. Book early especially for popular tours like the Cascais: Atlantic Coastline Wild Hike or the Open Water Swimming and Hiking Experience, which tend to fill up fast.

Cascais has a range of outdoor adventures tailored to different interests and fitness levels. Whether you’re seeking a scenic coast hike, a cultural wine experience, or a day of swimming and trekking, this region offers memorable ways to connect with nature. For a relaxed walk with stunning views, the Hiking in Sintra-Cascais Natural Park is unbeatable. For those craving a more energetic challenge along the Atlantic, the Wild Coast Hike is hard to beat. And if you’re traveling with family or just want a beginner-friendly trek, the Sintra Cascais Top Trekking fits the bill.

Whatever your choice, be sure to book early, dress appropriately, and bring your sense of adventure. Cascais awaits your footprints!