Physical Address
304 North Cardinal St.
Dorchester Center, MA 02124
Physical Address
304 North Cardinal St.
Dorchester Center, MA 02124

Explore Madeira’s stunning landscapes on a private guided hike and wheels tour. Enjoy personalized routes, expert guides, and breathtaking scenery.

Planning a trip to Madeira and craving an experience that combines stunning scenery with personalized attention? The Hike and Sight Private Tour offers a seamless way to explore the island’s best natural spots without the hassle of crowded group tours. This 8-hour adventure is perfect for travelers who want the flexibility of choosing their own trails, guided by passionate locals who know the island intimately.
What truly sets this experience apart is its customization and exclusivity. Instead of joining large, impersonal groups, you’ll have a private guide who can tailor the hike to your skill level and interests. Whether you’re after lush forests, dramatic cliffs, or scenic coastlines, this tour promises a more relaxed, immersive experience.
One thing to keep in mind: the price is $284 for a group of up to three people, which might seem high at first glance, but the value lies in the personalized service, flexible planning, and time saved from long transfers. This tour is ideal for adventurers seeking authentic, off-the-beaten-path experiences and those who prefer exploring at their own pace, away from crowds.

The Hike and Sight Private Tour in Madeira offers a thoughtfully curated day that balances adventure, comfort, and authentic scenery. The experience is designed for those who prefer to avoid the chaos of large tour groups, opting instead for a more intimate encounter with Madeira’s diverse landscapes. For a flat fee of $284 (up to 3 people), you gain access to a full-day trip that combines hiking with regional exploration, all guided by local experts who are passionate about sharing their homeland.
One particular highlight, as noted by some reviewers, is the personalized approach—the guide works with your preferences and fitness levels to craft the perfect hike. This flexibility means you can choose from a list of recommended trails, and your guide will help you select the best option based on your interests and abilities.
A key advantage of this private tour is its efficiency. Unlike many standard group hikes that spend hours shuttling between multiple accommodations or visiting crowded spots, this experience gets you straight to the trailhead early in the morning. This means more time to enjoy the scenery and less time stuck in traffic or in queues.
However, it’s worth considering that this tour is suited best for those comfortable with outdoor activities and in good health—most of the trails involve uneven terrain, steep sections, and some exposure to vertigo-inducing cliffs. It’s also not suitable for wheelchair users or people with certain medical conditions, as detailed in the logistics.
This tour is perfect for active travelers who value customization, scenic beauty, and a more relaxed, personal approach to exploring Madeira.
Looking for more options in Curral Das Freiras? Here are some other experiences worth considering.

One of the biggest selling points is that you get a custom hike based on your preferences. Want a leisurely walk through lush forests? Or a challenging mountain climb? The guide can suggest options from Madeira’s diverse trails—be it levada walks, coastal paths, or mountain summits. The ability to choose and discuss routes beforehand means you’re in control, avoiding the pitfalls of rigid group schedules.
Most tour operators will pick everyone up from their accommodations and spend significant time on transfers, but this private experience focuses on driving directly to the trailhead before the crowds arrive. This not only guarantees quieter, more scenic moments but also allows for a balanced day—about half spent hiking, half exploring the surrounding region. For example, if you pick a trail that ends at a scenic viewpoint, your guide can drive ahead, pick you up, and then take you to explore nearby villages, viewpoints, or other scenic spots.
More Great Tours NearbyFrom levada irrigation channels to rocky coastal cliffs, Madeira offers many trail types—each with its unique appeal. Many reviews appreciated the chance to experience less touristy paths, avoiding the busy hours and overcrowded spots that are common in some popular hikes. The guide can recommend routes that pass through ancient Laurissilva forests, showcasing Madeira’s rich flora and fauna, or along rugged coastlines with breathtaking ocean views.
Transportation is included, with a 45-minute jeep or SUV ride to the trailhead. This minimizes fatigue and maximizes the time you spend immersed in nature. The tour also supplies headlamps, water bottles, insurance, and guidance—making this a hassle-free adventure. Plus, the option to hire a driver-guide for more personalized service exists for those willing to splurge, adding even more convenience.

The day begins early, with pickup between 7:00 and 8:30 am, depending on your preferences. The driver takes you out of the city, heading toward the chosen trail. This early start helps you beat the crowds and enjoy peaceful moments at the most scenic spots.
Depending on your selection, hikes can range from gentle levada walks to more demanding mountain ascents. For example, a round-trip hike like Pico do Arieiro to Pico Ruivo spans around 15 km and involves some strenuous uphill walking, especially the last 3 km. The guide will advise on suitable paths, considering your fitness level and interests.
Some trails involve a one-way hike—like the Pico do Arieiro to Pico Ruivo—where the guide will walk back to the car to pick you up at the end. This approach avoids busy return routes and adds flexibility, allowing you to focus solely on enjoying the hike.
Post-hike, your guide can take you to explore nearby regions—whether it’s a traditional village, a viewpoint, or a scenic drive through the mountains. This balance of hiking and regional exploration maximizes your day without feeling rushed.
Most tours wrap up back in Funchal by late afternoon, leaving you with time to relax or enjoy more of the city’s charm.

Levada Trails: These are flat, easy walks along historic irrigation channels, perfect for a relaxed experience or for less experienced hikers. They wind through lush greenery and often offer spectacular views of the island’s landscape.
Coastal Trails: These winding paths along cliffs showcase Madeira’s rugged coastline and provide stunning ocean vistas. They’re ideal for travelers who love dramatic scenery and ocean breezes.
Mountain Trails: If you’re after a challenge, mountain paths leading above 1800 meters offer panoramic views and the thrill of conquering peaks. The altitude and terrain might be demanding but are rewarding for avid hikers.
Forest Trails: Walking through the ancient Laurissilva forest, a UNESCO World Heritage site, offers a step back in time with towering trees, moss-covered rocks, and a peaceful atmosphere.
Historical Trails: Some routes pass by traditional villages, terraced farms, and historic sites, blending nature with cultural insights.

Many reviewers highlight how the personalized guidance enriches the experience. One noted, “Having my own guide meant I could slow down or push a bit harder without feeling guilty,” while another appreciated the early start that let them enjoy solitude and stunning vistas before crowds arrived.
The value of the tour was often underscored by the efficiency and depth of regional exploration—rather than just walking, they could also see local villages and scenic viewpoints, adding layers to their day.
A recurring sentiment was the stunning views and the chance to see Madeira’s landscapes from angles large tours often miss. The combination of personalized routes, flexible timing, and expert knowledge makes this tour a standout for those serious about discovering Madeira’s outdoors.


This private hiking and sightseeing tour in Madeira is an excellent choice for travelers looking for a tailored, stress-free, and deeply personal way to explore the island’s varied landscapes. The balance of guided hikes, regional exploration, and efficient transportation means you get the most out of your day without feeling rushed or crowded. The ability to choose your trail and customize your experience makes it particularly suitable for those who value authenticity over cookie-cutter tours.
While the price might seem on the higher side, the added flexibility, expert guidance, and avoidance of crowds make it a worthwhile investment for active travelers eager to see Madeira’s hidden gems.
This experience is best suited for adventurous, curious travelers who enjoy outdoor activities and want a more intimate connection with Madeira’s natural beauty. If you’re after a memorable, personalized adventure that blends scenery, culture, and comfort, this tour ticks all the boxes.
Is this tour suitable for all fitness levels?
The tour is flexible and can be tailored to your fitness level. The guide will suggest trails matching your ability, but most involve uneven terrain and some elevation gain.
What is included in the price?
Transport, guiding, headlamps, insurance, and a water bottle are included. Food, drinks, and personal expenses are not.
Can I choose my hike?
Yes, you can select from Madeira’s recommended hikes or ask for the full list. The guide will help determine the best fit for your interests and abilities.
What happens if it rains?
Weather can be unpredictable, so bring rain gear. The tour can be adjusted or rescheduled in case of severe weather.
Is this tour private?
Yes, it’s designed for private groups of up to three people, ensuring personalized service and flexibility.
Are pickups available outside Funchal?
Pickups outside Funchal, Santa Cruz, and Camara de Lobos entail an extra fee; please inquire for a quote.
What should I bring?
Comfortable shoes, outdoor clothing, sunscreen, snacks, rain gear, and personal medication are recommended.
Is this suitable for children or elderly?
Most trails are not suitable for strollers or wheelchairs, and some may be physically demanding for older travelers. Check with the guide beforehand for specific trail recommendations.
This Madeira private hiking tour offers a wonderful way to see the island’s diverse landscapes without the crowds and with all the flexibility you could want. Whether you’re after challenging mountain peaks, lush forests, or scenic coastlines, this experience delivers genuine value and unforgettable scenery.
You can check availability for your dates here: