Guided Toboggan Ride and Madeira Wine Tasting Tour

If you’re visiting Funchal and want a taste of both local culture and adventure, the Guided Toboggan Ride and Madeira Wine Tasting Tour offers a compelling mix. Priced at around $104.72 per person, this roughly four-and-a-half-hour experience takes you through bustling markets, scenic gardens, and the exhilarating descent on a wicker sled. It’s a thoughtfully designed tour for those eager to combine authentic Madeira flavors, stunning scenery, and a bit of adrenaline — all within a manageable time frame.

What makes this tour stand out are a couple of specific details: first, the chance to sample Madeira wines at Henrique & Henrique’s modern wine lodge, and second, the classic toboggan ride down the streets of Monte, a uniquely Madeiran tradition. We particularly appreciate how accessible the tour is — with hotel pickup and drop-off included, plus the small group size (a maximum of 8 travelers), it feels intimate and personalized.

A possible downside? Some travelers might find the walk or taxi back from the bottom of the toboggan ride to be an extra step — the tour doesn’t include transportation from the end point back to the top. If you’re not keen on walking or arranging an additional ride, you might want to plan ahead. This tour suits visitors who enjoy a blend of culture, delicious local wine, and a dash of adventure — especially those who love authentic, off-the-beaten-path experiences.

This experience made our article of The 15 Most Popular Wine Tours In Funchal.

Key Points

• Authentic Madeira experience with wine tasting, local markets, and a traditional toboggan ride.
• Small group setting ensures personalized attention and a more relaxed experience.
• All-inclusive price covers the toboggan ride, wine tastings, and hotel pickup/drop-off, providing good value for money.
• Vibrant markets and gardens offer insight into local culture and scenery.
• Time-efficient at 4.5 hours, ideal for travelers with limited time.
• Accessible for most travelers with confirmation and easy booking process.

An In-Depth Look at the Guided Toboggan Ride and Madeira Wine Tasting Tour

Discovering Funchal’s Markets and Local Flavors

Your journey begins at the Mercado dos Lavradores, Funchal’s vibrant main market famed for its colorful displays of fish, exotic fruits, and local crafts. Housed in a charming yellow building decorated with traditional azulejos, this market offers a sensory overload of sights, smells, and sounds. As you wander through, you’ll see flower sellers dressed in traditional island costumes, adding to the lively atmosphere.

The market isn’t just a visual treat; it’s a window into Madeira’s horticultural richness. If you’re into flowers, you might find yourself tempted by tubs of orchids or delicate cut flowers — a perfect souvenir or photo opportunity. For food lovers, the fresh fish and exotic fruits showcase local culinary ingredients.

The Thrill of Monte Tobogganing

Next, you’ll head up to Paroquia de Nossa Senhora do Monte to experience the iconic Madeiran toboggan ride. This tradition dates back to the 1850s and was originally a practical means of transportation. Today, it’s a fun, exhilarating activity that thrill-seekers love.

The wicker sleds, called “carros de cesto,” glide effortlessly down a 2 km (1 mile) stretch of winding streets. Passengers sit cushioned in a wicker basket, pushed and steered by two experienced drivers using rubber-soled boots as brakes. The descent lasts around 10 minutes and offers a thrilling rush of wind and speed, with Ernest Hemingway famously describing it as “exhilarating.”

While the experience is safe and well-managed, be prepared for the speed and the crowds — it’s one of Funchal’s most popular activities, so expect some lively street scenes. Also, note that you’ll need to walk or take a taxi afterwards, as the tour doesn’t include transportation back to the top, which has been mentioned as a minor consideration by travelers.

Savoring Madeira Wines at Henrique & Henrique

After your adrenaline rush, you’ll visit the Camara de Lobos promenade and a modern wine lodge owned by Henrique & Henrique, a company with roots dating back to 1850. This impressive facility features huge barrels and glass-fronted displays, giving a real sense of the island’s proud winemaking tradition.

Here, you’ll taste some of the best Madeira wines, renowned for their unique aging process and rich flavors. Henrique & Henrique has a reputation for producing quality wines and winning numerous awards to dispel the fusty, old-fashioned image of Madeira wine. You’ll get to sample different varieties and learn about the local wine industry, which adds depth to the experience for wine lovers.

Gardens and Views in Monte

The tour concludes with a visit to Monte’s lush gardens, offering sweeping views of Funchal city below. The gardens are a peaceful spot to soak in the scenery, with carefully cultivated plants and vibrant flowers. It’s a perfect place to relax before heading back to your hotel or cruise ship.

Practical Details and Overall Value

This tour is designed for small groups, which enhances the experience by allowing for more personalized guidance. The $104.72 price includes the toboggan ride, wine tastings, pickup and drop-off, making it a convenient and fairly priced option for a memorable half-day.

The tour confirmation process is straightforward, and most travelers should find it accessible. It’s also flexible, with free cancellation up to 24 hours in advance, which adds a layer of safety for planning.

Authentic Experiences and Traveler Insights

From reviews, it’s clear that this tour hits the mark for many visitors. One reviewer called it “worth the experience if you haven’t been on a toboggan before,” emphasizing the uniqueness of the ride. Another noted the “great experience on a toboggan down the streets of Funchal,” and mentioned the value at “35 per couple,” which is a fair price considering the included activities.

The guides are praised for their friendliness and knowledge, helping guests appreciate both the history and the fun aspects of the activities. The wine tasting at Henrique & Henrique receives kudos for its quality and educational value, making the visit more than just a tasting — it becomes a mini lesson in Madeira’s vinicultural heritage.

Who Should Consider This Tour?

If you’re looking for a balanced mix of culture, adventure, and local flavors, this tour fits the bill. It’s ideal for travelers who enjoy authentic experiences — from bustling markets and lush gardens to the thrill of a traditional toboggan ride. It’s especially suitable for those who appreciate small group settings and value-included activities, ensuring you’re not left waiting or paying extra on the day.

However, if you’re not comfortable walking or have mobility issues, the part involving walking or taxi rides after the toboggan might require some planning. Also, those who prefer a longer, more in-depth wine tour might want to explore other options, but for a quick, comprehensive taste of Madeira’s culture and history, this tour hits the sweet spot.

Frequently Asked Questions

Is hotel pickup included?
Yes, the tour offers pickup and drop-off at your hotel or port in Funchal, making it very convenient.

How long does the toboggan ride last?
The descent from Monte to Funchal takes about 10 minutes, but the entire activity, including traveling to Monte, is part of the overall 4.5-hour tour.

Is the tour suitable for children or families?
While the experience is generally family-friendly, children should be comfortable with speed and outdoor activities, and it’s best to check with the tour provider for age restrictions.

What is the cost of the wine tasting?
The Madeira wine tasting at Henrique & Henrique is included in the tour price, providing good value.

Are the guides knowledgeable?
Yes, reviews praise the guides for their friendliness and knowledge, which enhances the overall experience.

Can I cancel the tour if my plans change?
Yes, free cancellation is available up to 24 hours before the tour, offering flexibility.

What should I wear?
Comfortable clothes suitable for walking, and perhaps a light jacket if the weather is cool or windy during the ride.

How far in advance should I book?
Most bookings are made on average 95 days ahead, but it’s wise to book early if you want to secure a spot during peak seasons.

Is this tour good value for money?
Considering the activities included — toboggan ride, wine tastings, hotel pickup — it offers a well-rounded and reasonably priced way to experience Madeira’s culture and scenery.

To sum it up, this Guided Toboggan Ride and Madeira Wine Tasting Tour delivers a lively mix of tradition, adventure, and local flavor. It’s a fantastic choice for travelers wanting an engaging day out that’s manageable in time but rich in experiences. Whether you’re a seasoned explorer or a first-time visitor, you’ll likely find this tour both fun and rewarding, with plenty of memorable moments to take home from Madeira’s charming streets and scenic vistas.