Reviewed · WINE TASTINGS

Signature Wine Tastings, Skywalk, Nature 4×4 Open Roof Expedition

★ 5.0 · 189 reviews 7 hours 30 minutes (approx.) From $107 Operated by True Spirit · Bookable on Viator
Book on Viator →

The best part of this Madeira day is the contrast: one moment you’re tasting wine at a mountain vineyard, the next you’re bouncing along a narrow track in an open-roof 4×4. Add the Cabo Girão skywalk and the steep roads around São Vicente, and you get far more than a standard sightseeing loop.

I like the small maximum group of 15, the included pickup, and the way the tour links wine with local scenery. Guides such as Rui, Gil, Ruben, and Diogo are praised for safe driving, humor, and their knowledge of Madeira’s plants, villages, and wine. The main drawback is pace: cruise passengers and hotel-based visitors may have different schedules, and the wine stops can vary in quality and size.

Key points at a glance

Signature Wine Tastings, Skywalk, Nature 4x4 Open Roof Expedition - Key points at a glance

  • Open-roof 4×4 adventure: Expect narrow mountain roads, old tracks, muddy stretches, and views that ordinary coaches cannot reach.
  • Cabo Girão skywalk: Look down from one of Europe’s highest sea cliffs, with the €3 entry fee paid separately.
  • Two different wine experiences: Visit a vineyard in São Vicente, then taste fortified Madeira wine at a traditional wine lodge.
  • Guides make the difference: Rui, Gil, Ruben, André, Diogo, and others are praised for entertaining commentary and careful driving.
  • Lunch is optional: It is not included, but the restaurant used on the route has been praised for generous portions, good food, and sea views.
  • Useful practical extras: Hotel pickup in central Funchal and near the port, Wi-Fi, insurance, sanitizer, and vehicle cleaning are included.

Why this tour works so well in Madeira

Madeira is not a flat island with roads neatly circling the coast. Its valleys rise sharply, old roads thread through steep hills, and good viewpoints often sit far above the main route. That makes a 4×4 especially useful here.

You spend about seven and a half hours moving between the south and north of the island, with enough time for sightseeing, wine, and lunch. The day is active, but you are not being asked to hike long distances. Most of the work is done by the vehicle and guide.

I especially like the mix of polished and rough-edged experiences. You get a clear glass platform at Cabo Girão, a proper vineyard visit, and a Madeira wine tasting, but you also get muddy tracks, bumpy roads, and the feeling of reaching places by a less direct route.

This is not the right choice if you want a slow, specialist wine day with long tastings at a few estates. It is a sightseeing tour first, with wine woven through it. The strongest appeal is the combination of off-road driving, mountain views, and wine education.

Starting in Funchal at 9:00

Signature Wine Tastings, Skywalk, Nature 4x4 Open Roof Expedition - Starting in Funchal at 9:00

Pickup is free from central Funchal between about 8:45 and 9:00 in the morning. Pickup near Funchal’s port is earlier, roughly 8:40 to 8:50. If your hotel is outside the central area, an extra charge applies, so check this before booking.

The vehicle holds no more than 15 people. That is small enough for a more personal day, though the exact feel depends on the group. Some guides keep the mood lively with jokes and local stories, while others focus more on scenery and explanations.

Bring a light jacket. The open-roof vehicle can feel breezy, and one outing included rain. The tour still operated well in wet weather, but Madeira’s conditions can change quickly as you climb from the coast into the hills.

The vehicles are sanitized with ozone, alcohol gel is available, and insurance is included under Portuguese law. Wi-Fi is also provided. These are modest details, but they make a difference on a long day in a shared vehicle.

Cabo Girão and the glass platform

Signature Wine Tastings, Skywalk, Nature 4x4 Open Roof Expedition - Cabo Girão and the glass platform

The first major stop is Cabo Girão, described as the highest cliff in Europe. The attraction here is the glass-floored skywalk, which extends over the cliff and gives you a direct view down toward the sea and the coast.

The stop lasts about 40 minutes. That is enough time to walk onto the platform, take photographs, and enjoy the panorama, but it is not a long visit. The entrance ticket is not included and costs €3 per person.

I would pay the fee if heights do not bother you. The glass floor is the point of the stop, and the views are one of the day’s most memorable visual moments. If you dislike exposed platforms, you can still enjoy the setting, but this part may not be the highlight for you.

The timing also matters. Cabo Girão is an early stop, before the longer wine and countryside sections. That gives you a dramatic start, rather than saving the main viewpoint for the end of a tiring day.

São Vicente: vineyards and Madeira’s wine country

Signature Wine Tastings, Skywalk, Nature 4x4 Open Roof Expedition - São Vicente: vineyards and Madeira’s wine country

The longest stop is São Vicente, with about two and a half hours allocated to the area. This is where the tour becomes more than a quick tasting.

You visit a vineyard and learn how wine is produced in Madeira. The route can include a walk through the vineyard, an explanation of the winemaking process, and a tasting paired with small finger foods. The setting is part of the pleasure, with mountain views around the vines.

The first tasting is not always a Madeira fortified wine experience. At least one version of the visit featured a table wine producer, which is worth knowing before you book. If you expect every glass to be classic Madeira wine, you may find the first stop different from what you imagined.

That difference is not necessarily a weakness. Madeira produces more than its famous fortified wine, and tasting a table wine gives you a broader view of local production. Still, the tour description could be clearer about the distinction, especially for anyone booking mainly for Madeira wine.

The quality of the tasting may also depend on the day’s host and selection. Some groups received generous pours and a strong explanation, while another experience had a guide who found the first wines less appealing. This is a wine visit, not a private tasting with a sommelier, so keep expectations sensible.

The 4×4 roads are a major attraction

Signature Wine Tastings, Skywalk, Nature 4x4 Open Roof Expedition - The 4x4 roads are a major attraction

The unexpected star of the tour is often the drive itself. The 4×4 uses narrow and sometimes muddy roads, old mountain routes, and rough tracks that add a real sense of adventure to the day.

Guides such as Gil and André are praised for confident driving, while Rui is repeatedly singled out for being both safe and entertaining. One outing included the roof open before rain arrived, allowing passengers to stand and look out of the vehicle. That sounds fun, but you should also expect wind, bumps, and changing weather.

The off-road sections are not a separate amusement ride. They are part of the way the tour links the villages and viewpoints. That makes the experience feel more connected to Madeira’s terrain, rather than like a series of isolated photo stops.

Your comfort depends on your tolerance for movement. If you have a bad back, dislike rough roads, or prefer quiet transport, this may not be your ideal day. If you like a bit of harmless excitement, the rough tracks may become your favorite part.

The guide matters here. A good driver turns the rough roads into fun without making you feel unsafe. The strongest guides also point out local flora, fauna, village life, and shortcuts along the way. Diogo, Gil, Rui, Ruben, Christopher, and others have been praised for this mix of driving skill and conversation.

Serra de Água and the island’s central valley

Signature Wine Tastings, Skywalk, Nature 4x4 Open Roof Expedition - Serra de Água and the island’s central valley

The Serra de Água stop lasts about 30 minutes. It sits in a valley at the center of Madeira, giving you a chance to pause after the road sections and take in the steep surroundings.

This is a shorter photo and viewpoint stop, not a major attraction with a long visit. Its value comes from the change in scenery. After the cliff at Cabo Girão and the vineyards of São Vicente, Serra de Água shows you the island’s inland character.

The valley also helps explain why Madeira’s roads can be so dramatic. Mountain routes rise and fall sharply, and the 4×4 makes more sense once you see the terrain from inside it. I would use this stop to stretch your legs, take photographs, and listen to the guide’s comments rather than expect a formal activity.

Lunch near the coast, paid separately

Signature Wine Tastings, Skywalk, Nature 4x4 Open Roof Expedition - Lunch near the coast, paid separately

Lunch is not included in the $107.68 price, so budget for it separately. The meal is optional, and the exact cost is not stated, but the restaurant used on the route has been praised for good food, large portions, and sea views.

That can be a welcome break on a seven-and-a-half-hour outing. The portions may be generous enough that you should arrive hungry, especially if you have already been sampling wine. The setting also gives you a more relaxed look at Madeira than a quick roadside stop.

There is a practical point here: the group may include people with different schedules. One person described the day as slightly affected by cruise passengers needing to watch the clock. If your tour includes port pickups, the guide may need to keep a closer eye on time.

Câmara de Lobos and Madeira’s fortified wine

Signature Wine Tastings, Skywalk, Nature 4x4 Open Roof Expedition - Câmara de Lobos and Madeira’s fortified wine

The final listed stop is Câmara de Lobos, a traditional fishing village, with about one hour and ten minutes scheduled there. This is also where the Madeira wine lodge fits into the day.

The lodge offers a different tasting from the vineyard. Madeira wine is fortified and comes in different styles and ages, so this stop gives you a chance to compare the island’s famous wine with the table wines tasted earlier.

The visit can include several types and ages of Madeira wine. The exact pours are not guaranteed to be large. One experience found the samples at Henriques and Henriques too small, while other tastings were described as generous and well presented. That inconsistency is worth keeping in mind if wine tasting is your only reason for booking.

Still, the contrast between a working vineyard and a traditional fortified wine lodge is useful. You see two sides of Madeira’s wine culture in a single day, rather than tasting one category without context.

Câmara de Lobos itself adds a local touch. You are not only being taken to a tasting room, but also to a fishing village with a traditional identity. The stop helps bring the day back to the coast after the mountain roads.

The guide can make or break the day

This is a guide-led experience, and the guide has a major effect on its quality. The strongest reports consistently point to drivers who are funny, careful, and well informed about Madeira.

Rui is praised for being professional, enthusiastic, and focused on making the day enjoyable. Gil is described as an entertaining host who explains local wildlife and plant life. Ruben is associated with lively commentary and fun off-road driving. André is praised for his vineyard explanations and confident handling of narrow roads.

Other guides, including Diogo, Christopher, Julio, Paolo, and Riu, have also received strong personal praise. Names can change according to the date, so you cannot book around one specific guide, but the company’s guide team is clearly central to the experience.

The best guides also adapt within reason. One guide added a poncha bar stop when the group passed one on the route, and another helped accommodate a personal memorial request. Those details show the value of a small group, though you should not expect every optional request to be possible.

Is $107.68 good value?

At $107.68 per person, this is not the cheapest way to see Madeira, but it bundles several costs and activities into one day. You receive hotel pickup and drop-off in central Funchal, a professional guide, the 4×4 transport, the vineyard visit, wine tastings, the Madeira wine lodge, insurance, local taxes, Wi-Fi, and safety equipment.

You still pay €3 for Cabo Girão and extra for lunch. Those costs are small beside the tour price, but they mean the final spend will be above the headline figure.

I see the value in the transport. Madeira’s steep roads, scattered viewpoints, and northern wine areas would be awkward to combine independently in a single day. You also avoid arranging a designated driver while tasting wine.

The value is weaker if you are mainly interested in serious wine study. The tastings can vary, pours may be small at the Madeira wine stop, and the first vineyard may focus on table wine rather than fortified Madeira wine. For a full day of scenery plus wine, the price is fair. For a dedicated winery tour, look for a more specialized option.

Who should book this Madeira tour?

I would recommend it to you if you want variety. It suits couples, friends, and solo visitors who like scenic drives, short stops, wine, and a little off-road excitement in one package.

It is also a good choice if you are staying in Funchal and do not want to rent a car. The pickup and drop-off remove much of the planning, while the guide handles the mountain roads.

You should think twice if you need a slow pace, dislike bumpy vehicles, or want total control over meals and stops. The group size is limited to 15, but it remains a group outing, and the day follows a set route.

Wine lovers should book with realistic expectations. You will taste local wine and Madeira’s fortified wine, but this is not a private cellar tour. The sightseeing and 4×4 driving are just as important as the glasses in front of you.

Should you book it?

Book this tour if the idea of pairing Madeira wine with open-roof mountain driving sounds better than spending the day on a standard coach. The combination of Cabo Girão, São Vicente, Serra de Água, and Câmara de Lobos covers a lot of ground without making you arrange separate transport.

I would treat the wine stops as part of a broader Madeira day, not the sole purpose. Pay the small skywalk fee, bring a jacket, leave room in your budget for lunch, and expect the guide and weather to shape the mood. If you want scenery, local wine, and a memorable ride, this is a strong-value choice.

FAQ

What is included in the tour price?

The price includes a professional local guide, 4×4 transportation, free pickup and drop-off in central Funchal and near Funchal’s port, wine tastings, a guided vineyard visit, insurance, safety instructions, first-aid support, local taxes, Wi-Fi, vehicle sanitation, and alcohol gel.

Is lunch included?

No. Lunch is not included in the tour price. It is optional and paid separately.

How much does Cabo Girão cost?

The Cabo Girão entrance fee is €3 per person and is not included in the tour price.

Where does pickup take place?

Free pickup is offered in central Funchal from about 8:45 to 9:00 in the morning. Pickup near Funchal’s port is approximately 8:40 to 8:50.

How long does the experience last?

The tour lasts approximately seven hours and 30 minutes, starting at about 9:00 in the morning.

How large is the group?

The tour has a maximum of 15 participants.

Can I cancel for a full refund?

Yes. You can cancel up to 24 hours before the experience starts for a full refund. Cancellations or changes made less than 24 hours before the start time are not accepted for a refund.

More like this

Wine Tastings, compared.

The full Wine Tastings list →
Douro Valley w/ Boat Tour, Wine Tasting & Lunch
★★★★★★★★★★4.7· 19,061 reviews· from $82

Douro Valley w/ Boat Tour, Wine Tasting & Lunch

Read our review →
Complete Douro Valley Wine Tour with Lunch, Wine Tastings and River Cruise
★★★★★★★★★★5.0· 12,920 reviews· from $101

Complete Douro Valley Wine Tour with Lunch, Wine Tastings and River Cruise

Read our review →
Chianti Wineries Tour with Wine Tasting
★★★★★★★★★★4.5· 10,071 reviews· from $41

Chianti Wineries Tour with Wine Tasting

Read our review →
Krka Waterfalls, Food & Wine Tasting Tour
★★★★★★★★★★5.0· 9,326 reviews· from $45

Krka Waterfalls, Food & Wine Tasting Tour

Read our review →
Small-Group Wine Tasting Experience in the Tuscan Countryside
★★★★★★★★★★5.0· 7,392 reviews· from $107

Small-Group Wine Tasting Experience in the Tuscan Countryside

Read our review →
Montserrat & Cogwheel Train, Gourmet Wine Tasting & Tapas/Lunch
★★★★★★★★★★5.0· 6,290 reviews· from $81

Montserrat & Cogwheel Train, Gourmet Wine Tasting & Tapas/Lunch

Read our review →
Tuscany & Montepulciano Day Trip with Lunch & Wine Tasting
★★★★★★★★★★4.5· 5,232 reviews· from $83

Tuscany & Montepulciano Day Trip with Lunch & Wine Tasting

Read our review →
SMALL-GROUP Wine Safaris: Tuscan Wine Tasting Tours from Florence
★★★★★★★★★★5.0· 5,088 reviews· from $157

SMALL-GROUP Wine Safaris: Tuscan Wine Tasting Tours from Florence

Read our review →
Scroll to Top

Pick a region

A country, a grape or an afternoon with nothing planned.