Cascais isn’t just a charming seaside town; it’s a fantastic base for outdoor lovers seeking a variety of hiking and trekking tours. Its diverse landscapes, from rugged coastlines to lush forests, make it a natural playground. We especially enjoy the Hike & Wine Ericeira, which combines scenic walking with a visit to a local winery—perfect for those who appreciate both nature and good wine. Plus, the nearby Sintra-Cascais Natural Park offers a backdrop for some of the most memorable treks.
In this guide, we’ve rounded up the 4 best hiking and trekking tours in Cascais, each offering something different—from wild Atlantic coastlines to forest trails and even open water swimming combined with hikes. Whether you’re after a relaxed scenic walk or a challenging coastal trek, there’s something here for every type of hiker.
Here’s what’s on our list:
– A scenic walk combined with wine tasting in Cheleiros
– An exhilarating Atlantic coast hike
– An all-day swimming and hiking experience in Cascais Bay and Sintra Natural Park
– A family-friendly trek along Sintra’s lesser-known forest trails
Now, let’s get into the details of each tour.
1. Hike & Wine Ericeira
At number 1, the Hike & Wine Ericeira offers a delightful blend of nature and local culture. This 7 km walk in Cheleiros is designed to be accessible and enjoyable for most fitness levels. As you stroll through rolling hills and lush landscapes, your guide will share insights into the area’s flora, fauna, and farming traditions. After the walk, you’ll visit a welcoming local wine producer, where you’ll learn about Cheleiros’ winemaking history, sample some excellent wines, and enjoy stories that connect the land to the glass.
What makes this tour stand out is its combination of outdoor activity and culture. The walk itself is gentle but scenic, making it suitable for families or less experienced hikers. The highlight, however, is the visit to the wine farm, which turns a simple walk into a full sensory experience. The reviews praise the knowledgeable guide Tiago and the “amazing wines,” making this a well-rounded outing.
It’s a great choice for those looking for a relaxed yet flavorful day. The tour costs $103.18 per person, offering excellent value when you consider the inclusion of wine tastings and storytelling. Keep in mind, the pace is gentle—perfect if you want an authentic taste of Portugal’s countryside combined with a bit of vino.
Bottom Line: This tour suits those who love a gentle walk with a delicious reward at the end, making it ideal for couples, wine lovers, and casual walkers.
2. Cascais: Atlantic Coastline Wild Hike
The Cascais: Atlantic Coastline Wild Hike is perfect for adventure seekers eager to explore Portugal’s rugged coast. This 4-hour tour guides you along dramatic cliffs, secluded beaches, and sweeping ocean vistas, immersing you in the wild beauty of the Atlantic. It’s designed for those who want a more challenging experience, with plenty of opportunities to challenge yourself against natural terrain.
The guide leads you over scenic viewpoints, where you’ll witness powerful waves crashing against cliffs and spot wildlife along the coast. The itinerary includes walking scenic paths, viewing hidden beaches, and even swimming at one of the lesser-known spots—making this a true coastal adventure. The review praises the guide’s expertise and emphasizes the exhilaration of walking along Portugal’s untamed coastline.
For $59 per person, this tour offers great value, especially considering the intensive outdoor experience and coastal views. The tour’s small-group size ensures personalized attention, and it’s suitable for those in good physical shape who want a memorable, active day on the Atlantic.
Bottom Line: Ideal for outdoor enthusiasts who want to see a side of Cascais most travelers don’t get to experience—dramatic cliffs, wild waves, and hidden beaches.
3. Cascais: Open Water Swimming and Hiking Experience
The Cascais: Open Water Swimming and Hiking Experience offers a full-day adventure that combines two of Portugal’s best outdoor pursuits. Starting at Praia da Duquesa, you’ll swim in the calm waters of Cascais Bay with a certified swimming coach—an experience that’s both exhilarating and refreshing. After the swim, you’ll have a light lunch overlooking the sand dunes at Cresmina, followed by a guided hike through the Sintra Cascais Natural Park.
This tour is unique in blending water and land activities, giving a comprehensive taste of the area’s natural beauty. The hike through Sintra’s protected park features varied scenery and stunning views, making it suitable for those who love active days with a mix of experiences. The review highlights how well-organized the day is, with plenty of time for sightseeing and relaxation.
Priced at around $150 (check current availability), this tour offers excellent value for those who want a full outdoor day. It’s perfect for active travelers comfortable with swimming and walking, plus it includes guidance from a certified coach for the water portion.
Bottom Line: A great choice for fitness-minded travelers looking to combine swimming in Cascais Bay with a scenic hike, all in one memorable day.
4. Sintra Cascais Top Trekking
Finally, the Sintra Cascais Top Trekking offers a family-friendly way to explore the lesser-known trails of Sintra’s coast. This 2.5-hour tour is perfect if you want an accessible adventure that still offers varied scenery—from coastlines to lush forests. The trails are well-chosen for their visual appeal and relative ease, making it suitable for a wide range of ages and fitness levels.
What sets this trek apart is its focus on unexplored trails that avoid the crowds, with a guide sharing insights about the local flora and fauna. The tour includes walking on a mountain with broad views over the blue ocean and sunny sky, making it a refreshing break from urban sightseeing. The reviews mention how adaptable the tour is and how enjoyable the varied landscapes are, especially for families wanting a less touristy outdoor experience.
At 2.5 hours, it’s a shorter outing but packed with scenic highlights. The tour is priced without a fixed fee, so you can choose how much to pay, which adds flexibility. It’s best suited for those wanting an easy, natural activity away from busy tourist spots.
Bottom Line: Perfect for families or those new to hiking who want a gentle, scenic trek with plenty of photo opportunities.
How to Choose Your Perfect Cascais Outdoor Adventure
When selecting among these options, consider your fitness level, interests, and time available. If you’re into culinary experiences, the Hike & Wine Ericeira offers a relaxed walk with a rewarding wine tasting. For those craving coastal drama, the Atlantic Coastline Wild Hike delivers rugged scenery and ocean adventure. Active travelers who want a full day might prefer the combined swimming and hiking tour, while families or casual walkers will appreciate the easy forest trek of Sintra Cascais Top Trekking.
Check the tour durations and logistics—some tours like the Hike & Wine Ericeira are perfect for a half-day outing, while others like the Open Water Swimming and Hiking Experience offer a full day. Booking early is advisable, especially during peak season, to secure your spot.
Cascais offers a remarkable variety of outdoor adventures, whether you want a gentle walk with a glass of wine or an adrenaline-filled coast hike. For most travelers, a combination of coastal walks, forest treks, and water activities will fill your outdoor craving. If you’re short on time, the Sintra Cascais Top Trekking provides a quick, scenic escape. For a full day of activity and relaxation, the swimming and hiking combo is excellent. And if you’re after a taste of local culture along with your trails, the Ericeira hike with wine tasting is a winner.
No matter your style, these tours promise fresh air, stunning views, and a chance to truly connect with Cascais’ natural beauty. To avoid missing out, plan ahead and book early—these outdoor escapes are popular for good reason.
