Madeira Island: 3-Hour Old Road Tour by Sidecar

Imagine cruising along winding historic roads, feeling the wind in your hair, and soaking up the stunning scenery of Madeira. For just $169 per group (up to 2 people), you get three hours of pure adventure, riding in a vintage sidecar that offers a new perspective on this lush Portuguese island. Led by knowledgeable guides, this tour whisks you from Funchal through charming villages, past banana plantations, vineyards, and scenic viewpoints, ending in Ribeira Brava.

What we love about this experience is how personalized it feels. The small group size, the opportunity to request specific routes or stops, and the clear focus on authentic sights make it stand out. Plus, the chance to feel the breeze while exploring Madeira’s narrow, winding roads is an experience you won’t forget.

A potential consideration is that the tour is not suitable for those over 280 lbs (127 kg) or those who prefer a more relaxed, bus-style sightseeing. It’s best suited for travelers who enjoy a bit of speed, adventure, and the outdoors. If you’re after a fun, immersive way to see Madeira, especially if you like motorbiking or unique experiences, this tour could be a perfect fit.

This tour is ideal for adventure seekers, photography lovers, and anyone wanting to escape the typical tourist route while gaining a local’s view of Madeira’s landscapes and culture.

Key Points

• Unique Experience: Riding in a vintage sidecar offers a different perspective than a bus or car tour.
• Expert Guides: Guides like Filipe and Nuno provide fascinating insights and ensure safety.
• Stunning Views: Expect breathtaking vistas of the Atlantic, vineyards, and lush hillsides.
• Flexible Stops: You can request specific routes or photo stops, making the trip very personalized.
• Value for Money: At $169 for three hours, this offers a memorable, engaging experience that combines scenery, culture, and adventure.
• Family Friendly: Suitable for ages 7 and above, with safety and comfort prioritized.

Madeira is a treasure for those who love lush landscapes, dramatic coastlines, and charming villages. While many visitors stick to sightseeing buses or car rentals, this 3-hour Old Road Sidecar Tour offers a playful, intimate way to experience the island’s beauty. You’ll explore the historic streets, drive beneath towering cliffs like Cabo Girão, visit banana plantations, and sip Madeira’s renowned wines—all from the back of a vintage motorcycle.

You can check availability for your dates here:

The Itinerary and What Makes It Special

The tour begins in Funchal, the island’s lively capital, where your certified driver and guide will be waiting. The route is flexible but typically includes a scenic cruise through old roads that wind past sky-high viewpoints and lush green landscapes. From here, you’ll head towards Cabo Girão, famous for its glass skywalk and breathtaking views over the ocean.

One of the key highlights is the visit to the Madeira wine production area. You’ll learn about the island’s long history of wine-making while enjoying the sights of terraced vineyards clinging to the hillsides. The trip also includes stops at banana plantations—a staple crop—and less-traveled roads that give you a taste of everyday Madeira life beyond tourist crowds.

Authenticity and Personal Touch

Reviewers consistently praise the personalized experience. Guides like Tino and Filipe go out of their way to share interesting facts and adjust routes to your interests. For example, one traveler noted how Tino “showed us beautiful views & shared interesting information about Madeira,” making the ride both educational and enjoyable.

The communication systems in the helmets allow for easy conversation, so you can ask questions or just enjoy the banter. Many reviews emphasize how safe and professional the guides are, always prioritizing passenger comfort and safety.

The Ride: What to Expect

Riding in a sidecar feels like stepping into a classic motorcycle adventure. It’s a bit of a thrill, especially if you enjoy a little speed and wind in your hair. The average speed of around 25 mph means it’s not a rollercoaster but a relaxed, scenic drive. Expect plenty of opportunities to stop for photos—many travelers loved capturing the stunning vistas and local life along the way.

The vintage sidecars are surprisingly comfortable, with some reviewers remarking that riding pillion made them “feel forty years younger.” The driver’s skill reassures even the most nervous, with all drivers being certified and experienced.

The Value of This Tour

For $169, you are hiring a private group for three hours, which combines transportation, guiding, and a memorable experience. Compared to typical tours, you get more flexibility and closer access to scenic spots that larger buses can’t reach. Many reviews mention the good value, especially considering the personalized attention and the length of the tour.

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Who Will Love This Tour?

This experience suits adventurous travelers who enjoy motorbiking or open-air rides. It’s perfect for those willing to step outside their comfort zone for something memorable. Families with children aged 7+ will find it a fun outing, especially since safety is a top priority. If you’re after authentic scenery, insider insights, and a fun, lively trip, this sidecar tour hits the mark.

Detailed Breakdown of the Experience

Pickup and Welcome

The tour starts in Funchal, with the driver arriving promptly at the designated meeting point. They’ll assist with helmets and brief you on safety. From the start, it’s clear this isn’t a rushed tour—your guide takes time to make sure you’re comfortable and ready.

Scenic Drives Through Old Roads

As you glide along Madeira’s historic roads, you’ll pass over narrow, winding lanes once used by farmers and traders. The experience of being so close to the landscape while riding in a vintage sidecar adds an element of nostalgia and adventure. Many travelers highlight the peaceful pace, which allows you to truly soak in the surroundings.

Visiting Cabo Girão

A major highlight is the stop at Cabo Girão, famous for its glass skywalk and panoramic views. This spot offers a dramatic perspective over the cliffs and ocean. Visitors often comment that the views here are “breathtaking,” and the guide’s insights make the stop even richer.

Exploring Vineyards and Wine Cellars

One of the most praised parts is the visit to the Madeira wine area. Guides share stories of the island’s wine-making traditions while you admire the terraced vineyards. It’s a chance to learn about Madeira’s unique fortified wine and perhaps taste a sample, depending on the tour.

Banana Plantations and Local Life

The tour also takes you past banana plantations, a vital crop for Madeira. Many reviews mention how these off-the-beaten-path sights reveal a more authentic side of the island. The relaxed stops and friendly guides help to bring Madeira’s local culture to life.

Ending in Ribeira Brava

The route concludes in Ribeira Brava, a charming coastal town. Here, you can linger, explore, or head back to Funchal, depending on your plans. The return ride offers a last chance to savor the scenery and share stories with your guide.

Authenticity and Personal Touch

From the glowing reviews, what makes this tour stand out is the knowledge and friendliness of the guides. Many travelers specifically mention Filipe and Nuno for their passion and professionalism. They are eager to answer questions, take photos, and ensure everyone feels safe and cared for.

One reviewer noted how Nuno was “friendly, knowledgeable, and proud of his island,” which adds a layer of authenticity and local pride to the experience. The communication systems in the helmets allow for continuous conversation, making the ride feel like a guided adventure rather than just a scenic drive.

Practical Considerations

While the tour’s three-hour duration is generous, some travelers mention bringing a jacket or jumper, as it can get a bit chilly in the mountains or tunnels. The average speed is comfortable, not a thrill ride, but the wind and exposure might surprise some first-timers.

Since the tour is not suitable for those over 280 lbs (127 kg), travelers should check weight limits beforehand. Also, children aged 7+ are welcome, making it a family-friendly outing.

Accessibility and Flexibility

The tour includes pickup from Funchal and transfers, which means you don’t need to worry about logistics. You can also request specific routes or stops, adding to the personalized nature of the experience.

Safety and Insurance

All drivers and sidecars are certified, and the tour includes insurance coverage up to 50,000 EUR per event. Helmets are mandatory by law, and safety is clearly a priority.

Final Thoughts: Who Should Book?

This sidecar tour in Madeira offers a perfect mix of adventure, scenery, and cultural insight. It’s especially suited for those who enjoy outdoor activities, are comfortable with open-air rides, or simply want a different way to see the island. If you’re traveling with family, it’s a friendly and engaging experience for kids over 7.

It’s a great choice for travelers wanting authentic views and to avoid crowded tourist spots. The personalized, relaxed pace ensures you have plenty of opportunities to take photos and ask questions.

FAQs

Is this tour suitable for children?
Yes, children aged 7 and above can participate, provided they fit within the weight limit of 128kg (280 lbs). It’s a fun, family-friendly way to explore Madeira.

What should I wear for the tour?
While the tour provides helmets, it’s advisable to wear comfortable, weather-appropriate clothing. Bringing a jumper or jacket is recommended, especially in cooler mountain areas.

How safe is riding in a sidecar?
Guides are certified, and safety measures are strictly followed. The average speed is around 25 mph, with plenty of stops, making it a safe and comfortable ride.

Can I request specific routes or stops?
Yes, you can ask your guide to customize the route or include particular sights, making the tour flexible to your interests.

What’s included in the price?
Your fee covers the motorcycle and driver, helmets, communication system, gas, insurance, and transfers. Food and drinks are not included.

Is the tour weather-dependent?
Yes, like all outdoor activities, it’s best to check the weather forecast. Tours might be canceled or rescheduled in case of heavy rain or storms, with full refunds if you cancel at least 24 hours in advance.

How long is the tour?
The standard duration is three hours, but many reviews mention that the experience can extend beyond that, depending on stops and route adjustments.

The Sum Up

For those seeking a fun, intimate way to discover Madeira’s scenic beauty, this 3-hour Old Road Sidecar Tour stands out. It combines adventure, expert guiding, and authentic sights in a package that offers excellent value for money. The personalized approach, combined with the thrill of riding in a vintage sidecar, delivers a memorable experience that’s perfect for adventure lovers, photographers, and anyone eager for a different perspective on the island.

While it’s not suited for very large or very nervous travelers, if you’re comfortable with open-air rides and enjoy a bit of speed and wind, this tour will leave you with beautiful memories and great stories. Perfectly suited for those who want to see beyond the typical tourist trail and experience Madeira in a truly unique way.

Enjoying this tour means embracing the local culture, stunning landscapes, and the sheer joy of ride and discovery. It’s a delightful way to connect with the island’s spirit—even if just for a few hours.

You can check availability for your dates here: