Guided Toboggan Ride and Madeira Wine Tasting Tour

Traveling to Madeira offers so many delightful experiences, but one that surely stands out is the combination of scenic sightseeing, local flavors, and a dash of adrenaline. This guided tour packs in a lot for a modest price—around $105 per person—making it a compelling choice for those eager to sample Madeira’s highlights in just over four hours. From visiting Funchal’s vibrant market to cruising down the hillside in a wicker toboggan, and tasting award-winning wines, this trip promises a well-rounded taste of the island’s culture and landscape.

What we really love about this experience is how seamlessly it combines authentic local interactions with a bit of fun—like the Monte toboggan ride—and the chance to sample some of Madeira’s best wines in a modern, glass-fronted lodge. Plus, the inclusion of hotel pickup simplifies logistics, especially if you’re staying in Funchal. On the flip side, one consideration is that the tour is designed for small groups—max eight travelers—which means it’s quite intimate but might not suit those looking for a large-group vibe or flexible timing beyond the scheduled hours.

This tour is best suited for travelers who appreciate cultural insights, scenic views, and local flavors. If you’re looking for a balanced mix of active fun and relaxed tasting, plus a touch of Madeira’s historic transportation tradition, this is a solid pick. It’s particularly ideal if you want a guided experience with natural storytelling, rather than just ticking off sights independently.

Key Points

• Authentic Madeira Experience: Combines local market, wine tasting, and traditional toboggan ride.
• Convenient Logistics: Includes hotel pickup and drop-off, simplifying your planning.
• Limited Group Size: Max 8 travelers, offering a personalized experience.
• Value for Money: The toboggan ride, wine tasting, and guided visits are bundled into one reasonable price.
• Cultural Insight: Offers a glimpse into Madeira’s traditional transportation and wine-making heritage.
• Time Efficient: About four and a half hours, fitting easily into a day’s sightseeing.

The Itinerary in Detail

Mercado dos Lavradores: The Colorful Heart of Funchal

Your morning begins at the Mercado dos Lavradores, a lively hub bursting with colors and sounds that encapsulate Madeira’s local life. Housed in a cheerful yellow building with classic azulejos (blue and white ceramic tiles), the market was designed in the 1930s by Edmundo Tavares. Expect to see stalls overflowing with fresh fish, exotic fruits, and local crafts.

What makes this stop stand out is its sensory overload—the smells of fresh produce, the vibrant sights of flowers (often sold by vendors in traditional island costumes), and the chance to pick up a small souvenir like a flower bulb or orchid. Travelers have noted how the market provides a genuine feel for Madeira’s horticultural richness, and the colorful environment makes for great photos.

The Monte Toboggan Ride: A Thrilling Tradition

Next, the highlight for many is the Monte toboggan ride, a spectacle that has been part of Madeira since 1850. Climbing up to Paroquia de Nossa Senhora do Monte, you’ll find yourself stepping into a wicker basket mounted on wooden runners. The descent from Monte to Funchal covers about 2 km (roughly 1 mile) and takes just 10 minutes—but what an exhilarating 10 minutes it is.

This tradition was initially a practical means of transportation, but now it’s a unique tourist attraction. Travelers describe it as “exhilarating,” and Hemingway once called it “exhilarating” as well. The ride is made safe by cushioned seats, experienced drivers steering with rubber-soled boots acting as brakes, and a structured path that ensures a thrilling but secure experience. Keep in mind, this activity is included in your tour price, so you’re getting a true local experience without extra cost.

The Madeira Wine Lodge: Tasting the Island’s Heritage

After the adrenaline rush, you’ll head to the Henrique e Henrique wine lodge in Camara de Lobos. This modern facility, with its glass front, showcases massive barrels and a wide selection of Madeira wines. Dating back to 1850, Henrique & Henrique is among the island’s most respected wineries, known for producing award-winning wines that have garnered medals in recent years.

The wine tasting is designed to give you a genuine taste of Madeira’s wine-making tradition, dispelling any old-fashioned notions of “fusty” Madeira wine. Instead, you’ll enjoy high-quality, well-crafted wines, with some insight into the island’s viticulture. This stop lasts about 45 minutes, and the tasting is included—an excellent value considering the quality and the opportunity to learn about Madeira’s wine heritage.

Practical Details and What You Can Expect

Transportation and Group Size

The tour offers hotel pickup and drop-off, which is a major plus—no need to worry about finding your way or booking separate transport. The group is limited to 8 travelers, ensuring a more personal experience and plenty of opportunity for questions. The tour lasts approximately 4 hours and 30 minutes, making it a manageable half-day activity.

Pricing and Value

At around $104.72 per person, the tour covers several key experiences—market visit, toboggan ride, wine tasting, and transport. When you consider that the toboggan ride alone is a unique and traditional activity, plus the included wine tasting, it’s quite reasonable. The tour provides good value, especially for travelers interested in culture, scenery, and local traditions.

Timing and Booking

Most travelers book this experience about 95 days in advance, indicating its popularity. The tour operates with confirmation at booking, and it’s adaptable to weather conditions—if it’s canceled due to poor weather, a full refund or alternative date is offered.

Accessibility and Suitability

While most travelers can participate, keep in mind that the toboggan ride involves some physical activity and excitement. It’s suitable for those in reasonably good health and who are comfortable with a bit of adventure.

Authentic Experiences and Traveler Insights

From reviews, one traveler noted, “Worth the experience if you haven’t been on a toboggan before,” highlighting that the ride is a must-do for first-timers. Another mentioned, “Great experience on a toboggan down the streets of Funchal,” with a note about needing a taxi back to the top or walking—the latter taking around 30 minutes, which might appeal to those who enjoy a little extra walk or are up for some sightseeing on foot.

The wine tasting has also impressed visitors—many remark on the quality of the Madeira wines and the knowledgeable guides running the lodge. The combination of delicious local wine and learning about Madeira’s viticultural history makes this stop both enjoyable and educational.

The Sum Up: Who Will Love This Tour?

For travelers who want a well-rounded taste of Madeira, this tour offers a perfect blend of culture, history, and fun. It’s especially suited for those who appreciate authentic local experiences but also want the convenience of organized logistics. The small group size ensures a more intimate, engaging experience, and the value-packed itinerary makes it suitable for varied budgets.

If you’re seeking a lively market visit, an adrenaline-filled toboggan ride, and a chance to enjoy Madeira’s renowned wines in one afternoon, this tour ticks every box. It’s ideal for curious travelers, first-time visitors, or anyone eager to experience a slice of local life with a touch of adventure.

FAQ

Is hotel pickup included? Yes, the tour includes pickup and drop-off from your hotel, making logistics much easier.

How long does the tour last? Approximately 4 hours and 30 minutes, allowing you to enjoy all the stops without feeling rushed.

What is the cost of the toboggan ride? The toboggan ride is included in the tour price, so you don’t need to pay extra.

Can I cancel if the weather is bad? Yes, cancellation is free if done more than 24 hours in advance. If canceled due to poor weather, you’ll be offered a full refund or alternative date.

What is the maximum group size? The tour is limited to 8 travelers, ensuring a personalized experience.

Can I participate if I have mobility issues? Most travelers can participate, but those with mobility concerns should consider the physical aspects of the toboggan ride and walking involved.

Is there an age restriction? The tour is generally suitable for most ages, but specific restrictions aren’t detailed; travelers should consider their comfort with the toboggan experience.

How much should I expect to spend? Around $105 per person, which includes all activities, wine tasting, and transportation.

Do I need to book in advance? Yes, most travelers book about 95 days in advance due to the tour’s popularity.

This guided tour offers an engaging, authentic slice of Madeira’s culture and landscape, without feeling rushed or over-commercialized. Whether you’re a wine enthusiast, an adventure lover, or simply curious about island life, this experience provides a memorable way to enjoy Madeira.