Guided Toboggan Ride and Madeira Wine Tasting Tour

If you’re considering a day in Funchal that mixes local culture, scenic views, and a bit of adrenaline, this Guided Toboggan Ride and Madeira Wine Tasting Tour might just be what you’re after. From what we’ve seen and heard, it’s a well-rounded experience that offers more than just the typical sightseeing.

What really catches our eye are two standout features: the opportunity to sample some of Madeira’s best wines in a modern, glass-fronted lodge and the unique toboggan ride that takes you downhill in a wicker basket—an old-fashioned thrill with a modern twist. Plus, the guided visit to a lively market filled with vibrant sights and smells adds a splash of local flavor.

One thing to keep in mind is that the tour is about 4.5 hours long, which is a decent chunk of your day. It’s not overly strenuous, but you will want to be prepared for a fair amount of walking and some brief transfers. This experience is perfect for travelers who enjoy a mix of culture, relaxing wine tasting, and a bit of fun adventure. It’s especially suited for those who don’t mind a small group setting and appreciate a good value—since the price covers so much, including the exciting ride.

Key Points

• Includes the iconic toboggan ride, a must-try for first-timers or those seeking a thrill
• Tastes Madeira wines at a well-established vineyard, with insights into local wine production
• Covers the colorful Mercado dos Lavradores, giving you a taste of local life and produce
• All transportation is included with convenient pickups and drop-offs
• Limited group size (max 8) ensures a more personalized experience
• Free cancellation up to 24 hours in advance adds peace of mind

What to Expect from This Madeira Tour

This tour offers a compact yet satisfying blend of local culture, scenic views, and fun. You’ll start your day with a pickup (if you opt for that), making your introduction to Funchal smooth and hassle-free. Once you arrive at Mercado dos Lavradores, you’ll be greeted by a riot of colors—fresh fish, exotic fruits, and vibrant flowers in traditional island displays. It’s a lively spot, perfect for snapping photos and getting a feel for Madeira’s local life.

Next, the highlight for many is the Monte toboggan ride. This unique tradition has been around since the 1850s, originally as a form of transportation but now a popular tourist attraction. You’ll sit in a wicker basket sliding down wooden runners, pushed by experienced guides using rubber boots for braking. It’s a quick 10-minute descent but packed with excitement. People often describe it as “exhilarating,” and it definitely offers a different perspective on the streets of Funchal—fast, fun, and a little bit wild.

The final stop is at Henrique e Henrique’s modern wine lodge, where you’ll sample some of the best Madeira wines on the island. Founded in 1850, this winery has earned awards and medals, and they’re proud of dispelling the “fusty old wine” image. You’ll get to see the huge barrels and learn about the wines, making this more than just a tasting—it’s an educational peek into Madeira’s viticulture.

The Itinerary in Detail

Mercado dos Lavradores

This colorful market is a feast for the senses. Built in the 1930s and decorated with traditional azulejos (blue tiles), it’s a lively hub where locals buy everything from fresh fish to vibrant tropical fruits. The flower stalls, often staffed by sellers in traditional island costumes, add a charming touch. If you love markets, you’ll appreciate how they encapsulate local life in a single place.

Monte Toboggan Ride

The ride from Monte to Funchal is a fun, adrenaline-pumping experience. It’s about 2 km long, which most visitors find just enough to get the adrenaline flowing without feeling overwhelmed. The guides keep safety in mind, softening the trip with cushioned seats, but the thrill of zooming down the hill is undeniable. Ernest Hemingway’s quote about it being “exhilarating” sums up how many feel during this ride.

Henrique e Henrique Wine Tasting

This part of the tour really shines if you’re a wine enthusiast—or even just curious about Madeira’s famous fortified wines. The large barrels and the modern lodge setup make for a comfortable tasting environment. The fact that the winery has been around since 1850 and has earned medals speaks to their quality. Sampling their wines gives you a sense of the island’s proud wine-making tradition.

Final Views and Relaxation

After the tasting, the tour heads up to Monte, where you can enjoy beautiful gardens and panoramic views of Funchal. It’s a perfect spot to soak in the scenery before heading back or continuing on your own.

Our Take on the Value

At around $104.72 per person, this tour packs quite a punch. It includes the toboggan ride, wine tasting, market visit, and transportation—all key ingredients for a memorable day. The small group size of just 8 travelers enhances the experience, allowing for more interaction and personalized attention.

Reviews give this tour high praise, especially highlighting the knowledgeable guides and the great wine selection. One reviewer called it “worth the experience if you haven’t been on a toboggan before,” emphasizing the thrill and uniqueness of the ride. The fact that the tour is booked about 95 days in advance suggests it’s popular—but it’s worth planning ahead to secure your spot.

Practical Tips

• Be prepared for some walking, especially at the market and gardens.
• Wear comfortable shoes—especially for the toboggan ride, where sturdy footwear is recommended.
• If you’re interested in wine, consider asking your guide about the different varieties—they’re quite knowledgeable.
• The tour operates in good weather; rain can cancel the toboggan ride, but you’ll be offered an alternative date or a full refund.
• If planning to take the toboggan back up, note that most travelers find it easiest to take a taxi or walk back up to Monte.

The Sum Up

This tour offers a great mix of local flavor, scenic views, and adventure, making it a solid choice for first-time visitors or anyone wanting to tick off several Madeira highlights in one go. The wine tasting at Henrique e Henrique is an authentic, educational experience, and the toboggan ride delivers a fun adrenaline rush that you won’t forget.

It’s particularly suitable for travelers who appreciate small-group experiences, value-packed activities, and a bit of fun alongside cultural discovery. If you’re not afraid of a little speed or want to learn more about Madeira’s wine heritage, this tour ticks all those boxes.

In short, whether you’re a foodie, an adventure seeker, or just curious about Madeira’s traditions, this experience hits a sweet spot—delivering memorable moments without feeling rushed or superficial.

FAQ

How long is the tour?
It lasts about 4 hours and 30 minutes, giving you enough time to enjoy each stop without feeling hurried.

Is hotel pickup included?
Yes, pickup and drop-off are offered, making it convenient and straightforward to start your day.

Do I need to book in advance?
Most travelers book around 95 days ahead, indicating good planning is recommended to secure your spot.

Is the tour suitable for children?
While kids generally enjoy the toboggan ride and market visit, the tour is best suited for travelers comfortable with short walks and outdoor activity.

What’s included in the price?
Your tour fee covers the wine tasting, toboggan ride, transportation, and a guided experience at the market and winery.

Can I cancel if my plans change?
Yes, cancellations are free up to 24 hours before the tour starts, offering flexibility if needed.

What’s the maximum group size?
The tour caps at 8 travelers, which helps keep things personal and engaging.

Is there any physical effort involved?
Not much—mostly walking and the toboggan ride, which is quite safe and guided by experienced drivers.

If you’re after a memorable day blending local culture, fun, and scenic beauty, this Madeira tour offers a strong, authentic experience. Just be ready for some laughs, a bit of speed, and plenty of local flavor.