If you’re thinking about making the most of your time in Funchal, the Private Service the Monte Toboggan Sledge Halfday Tour offers a unique blend of culture, scenery, and adrenaline. This tour, rated a perfect 5.0 by recent travelers, combines a scenic visit to the Church of Our Lady of the Mount with the exhilarating experience of riding down the historic Monte toboggans. At just under three hours and priced at $114.64 per person, it’s a memorable way to add a splash of adventure to your Madeira itinerary without overcommitting.
What I find especially appealing about this tour is its personalized private format—no sharing your experience with strangers, which means more flexibility and comfort. The guide, Richard, gets rave reviews for being enthusiastic and insightful, making the historical bits and scenic stops even more engaging. I also love that the tour includes door-to-door hotel pickup and drop-off, saving you the hassle and small expenses of arranging transport yourself. Plus, the stunning vistas in Monte and the chance to see Charles de Habsbourg’s tomb add rich layers of history and visual beauty you won’t want to miss.
One consideration worth noting is the weather dependency—like most outdoor adventures, it’s best enjoyed in good weather, and if conditions aren’t ideal, the experience may be canceled or rescheduled. This isn’t a huge downside, but it’s good to keep in mind if your travel dates are flexible. Also, the size of the sleds limits solo riders or small groups from riding the largest sledge, which might be a disappointment if you’re seeking a bigger thrill or traveling alone. The tour’s value lies in its combination of cultural highlights and the fun of a traditional Madeira toboggan ride.
Key Points

- Unique Transportation: The toboggan ride is an iconic Madeira experience, offering a lively alternative to typical sightseeing.
- Private and Convenient: Door-to-door transfers and exclusive group size make it comfortable and personalized.
- Cultural Highlights: Visiting the Church of Our Lady of the Mount and viewing Charles de Habsbourg’s tomb deepen your appreciation of Madeira’s history.
- Stunning Views: Expect gorgeous vistas of Funchal and the surrounding landscape, perfect for memorable photos.
- Well-Rated Guide: Richard is praised for his friendliness and knowledge, making the tour educational and enjoyable.
- Weather Dependence: The experience relies on good weather; it may be canceled or rescheduled in poor conditions.
In-Depth Look at the Experience

When I first read about this tour, I immediately appreciated its simplicity and focus: a half-day that combines a cultural stop with a memorable ride. The tour begins with a convenient hotel or apartment pickup, which is a significant plus—no fussing with public transport or meeting in busy spots. Your guide, like Richard, acts as both driver and storyteller, quietly sharing insights about Madeira’s landmarks during the scenic drive.
The first stop is the Paroquia de Nossa Senhora do Monte, a church that dates back to Madeira’s early days. Its high altar features the venerated image of Our Lady of Monte, and the tomb of Charles de Habsbourg adds an intriguing royal touch. Spending about 30 minutes here, you can explore the church’s quiet interior and take in the views over Funchal. The admission ticket is included, so there’s no extra cost or hassle.
Next, it’s time for the highlight—the Monte Toboggan Ride. This tradition, dating back to the early 19th century, has evolved into a joyful, slightly quirky part of Madeira’s charm. You’ll sit in a wicker basket, propel by two “carreiros” (drivers in traditional uniforms), and race downhill through winding, cobbled streets. Many reviews praise the exhilaration and fun of this ride, with Kelv specifically mentioning it as “an exciting ride down the hill in the baskets.” The staff is well-organized, and the ride is safe—although, as noted, the largest sled isn’t available for solo riders or tiny groups.
Throughout the tour, the onboard WiFi meant I could share a few photos or check messages, which is a small but appreciated convenience. In just about three hours, you’ll have experienced a slice of Madeira’s history, culture, and adventurous spirit. The group size being private is a strong selling point: you won’t be jostled or rushed, and your guide can tailor the experience a bit—exactly what many travelers seek.
From reviews, it’s clear that the guides make a difference—Kelv’s mention of Richard as a “lovely, very knowledgeable, and accommodating” guide highlights how personal interaction enhances the experience. That personal touch, combined with the scenic stops and fun ride, helps justify the price, especially if you value a curated, comfortable outing over more commercialized options.
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The Practicalities and What to Expect
The price of $114.64 per person might seem high for a half-day, but it covers private transport, a professional guide, the visit to the church, and the toboggan ride, which is a noteworthy local tradition. The timing makes it ideal for travelers with a tight schedule or those who want a quick but meaningful experience. If you’re a history buff or someone who enjoys authentic local customs, this tour offers a nice balance.
The itinerary flow—from historical sights to the thrill of the ride—makes the experience both educational and fun. The visit to the church is an opportunity to see a piece of Madeira’s religious and royal history, while the toboggan ride encapsulates Madeira’s quirky outdoor spirit. For families, couples, or friends wanting a memorable story to tell, this tour hits the mark.
What You’ll Love
You’ll appreciate the expert local guide, who brings the sights alive with stories that go beyond a brochure. The stunning scenery during the drive and the classic Monte views are visual treats. The exhilarating toboggan ride offers a sense of fun that’s unique to Madeira, giving you a sense of what life must have been like in the 19th century when these baskets were first used for practical transportation.
A Few Considerations
While the experience is highly praised, it’s worth noting that bad weather can cause cancellations—a common issue with outdoor activities. Also, the large sleds require a certain group size, so solo travelers or small groups may find the biggest sled unavailable to them. On top of that, if you’re not comfortable with heights or speeds, the ride might be a little intense, but most reviews suggest it’s safe and well-organized.
Who Will Love This Tour?

This tour is perfect for history enthusiasts who want a slice of local tradition, and adventure seekers intrigued by the toboggan ride. Its private nature appeals to couples or families seeking a personalized experience, especially those short on time but eager for a memorable outing. It’s also suitable for travelers who enjoy scenic drives, cultural sights, and light adventure—all wrapped into a manageable half-day.
If you’re traveling with kids and they’re comfortable with outdoor rides, they might love the fun of the baskets. Conversely, if you prefer more relaxed sightseeing, the cultural visit to the church alone could satisfy that desire. Remember, the tour’s capacity to adjust based on weather and group size makes it flexible, but always check the forecast and confirm your booking early.
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FAQs

Is hotel pickup and drop-off included?
Yes, the tour offers door-to-door hotel or apartment pickup and drop-off, making it very convenient.
How long does the tour last?
It lasts approximately 3 hours, including the sightseeing stop, the ride, and transport time.
What’s included in the price?
Your fee covers a driver/guide, private transport, the visit to the church, free onboard WiFi, and the toboggan ride.
Can I participate if I have mobility issues?
While most travelers can participate, it’s best to check with the provider directly, as the tour involves some walking and sitting in wicker baskets.
Is the toboggan ride safe?
Yes, the guides are experienced, and safety measures are in place. The ride is a traditional local activity that’s well organized.
Can I cancel if the weather is bad?
Yes, the tour offers free cancellation up to 24 hours in advance, and poor weather may lead to rescheduling or full refund.
Are children allowed on the toboggans?
Yes, children can participate if they’re accompanied by an adult, but the largest sled isn’t available for solo or very small groups.
Final Thoughts

For travelers craving a mix of culture, scenery, and a dash of adventure, this private Monte toboggan experience hits many marks. The inclusion of a historical site, combined with the rousing ride in wicker baskets that’s become a Madeira emblem, makes for a memorable half-day outing. The personalized private setting means you’ll get a tailored experience without the crowds, and the guide’s warmth and knowledge truly enhance the day.
The value lies not only in the unique activity but also in how seamlessly everything is arranged—door-to-door pickup, a cultural stop, and a fun ride all in just a few hours. While weather can be a sticking point, the flexibility of rescheduling or refund makes it less risky. Overall, if you’re looking for an authentic Madeira adventure that’s accessible, fun, and culturally enriching, this tour is worth considering.
This is an experience best suited for those who want a balance of history, scenery, and thrill, and who appreciate the comfort of a private, hassle-free outing. Travelers who love engaging guides and memorable stories will walk away with a story they’ll tell for years. For anyone eager to see Madeira from a different perspective and try a local tradition, this tour offers a compelling way to do just that.
Note: Always confirm weather conditions and availability ahead of time, especially if traveling during the wetter months. And don’t forget your camera—those panoramic views and fun ride make for great photos.
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