Reviewed · MADEIRA WINE TOURS & TASTINGS
Madeira: Cabo Girao, Jeep Tour Adventure and Wine Tasting
This Madeira tour is interesting because it stacks big views, real island roads, and a wine stop into one smooth half-day loop. You get the dramatic cliff moment at Cabo Girao Skywalk plus time to look out over Atlantic and valleys from high above.
I like the off-road angle, especially the open-roof 4×4 experience through rural hills and cherry country around Jardim da Serra. It feels more like moving through Madeira than just stopping at a few scenic corners.
The one main consideration: plan on small add-on costs, like the €3 Cabo Girão access fee, and poncha drinks are not included. On cloudy days, the skywalk view can be muted too, though guides often work around weather when they can.
Key highlights to know before you go

- Open-roof 4×4 with off-road tracks through Madeira’s hills, sometimes with time to stand for a rollercoaster feel
- Boca dos Namorados and Nuns Valley views from close to 1,000 meters above sea level
- Jardim da Serra, the cherry land plus adventurous roads beyond the main route
- Poncha stop at a traditional bar for a Madeiran spirit, with the option to buy drinks
- Cabo Girao Skywalk at one of Europe’s highest sea cliffs, with an entry fee
- Henriques & Henriques free wine tasting plus a wind-down visit to the fishing village of Câmara de Lobos
Boca dos Namorados: the view that frames the whole day

You start with a high viewpoint mood, the kind of spot where Madeira suddenly makes sense. From Boca dos Namorados, you look out over Nuns Valley (Valley of the Nuns), with mountains folding into the distance and tiny settlements clinging to slopes.
This is the kind of first stop that sets expectations. If you only ever see Madeira from the main road, you miss how steep and layered it really is. Here you get the scale fast, and your camera already knows what it wants to do.
If weather shifts, don’t panic. Clouds in Madeira often move in and out quickly, and the timing of viewpoints can still make the day feel full rather than rushed.
More Cabo Girão skywalk trips:
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Jardim da Serra off-road: cherry country meets open-roof driving

After the scenic launch, the tour turns into the fun part: getting onto rougher ground in an open-roof 4×4 jeep. This section runs through the hills around Jardim da Serra, known as the cherry land, where the roads feel narrow and real, not just paved sightseeing lanes.
One of the best perks here is the roof-off format. In practice, that means better views and a more physical sense of the drive. In reviews, I’ve seen people end up with orange-dust faces, which is basically Madeira dirt collecting proof that the trip left the pavement.
A note on comfort: the vehicle design plus the off-road style can mean it gets tight. It can also mean the back-seat area may have more limited seat-belt use on rougher stretches, so sit where you feel safest and listen to the guide’s instructions. Safety briefings and first aid are included, and guides are used to keeping everyone comfortable.
Some guides add small sensory moments when the road allows, like pausing for the smell of eucalyptus or pointing out roadside herbs such as parsley. Those tiny pauses are why this type of driving feels like a cultural road trip instead of just transportation.
Traditional bar break and poncha: what to order and what to budget

You get a break at a typical Madeiran bar, designed for locals, not just tourists. This is where you’ll often find poncha, the island’s classic spirit, usually made fresh and served with local pride.
Poncha is not included, so treat this as a chance to taste rather than a guaranteed drink. If you want the full experience, buy one round, watch the mix being made, and enjoy it slowly with the room’s soundtrack and chatter.
This stop also works as a reset. After open-roof driving, you’ll likely want a dry seat, a warm cup, or just a moment to breathe before heading back up for the cliff drama.
Cabo Girão Skywalk: Europe’s high sea cliff, plus the real entry fee

Then comes the headline act. Cabo Girão Skywalk is one of Europe’s highest sea cliffs, and it’s dramatic in any weather, even when clouds come and go. Expect a panoramic view over the Atlantic Ocean, plus sights toward Câmara de Lobos and Funchal depending on visibility.
Plan for the small cost of getting onto the viewing platform. Entry to Cabo Girão is not included, and the fee is listed as €3. In other words, your tour price covers the stop and guidance, but that actual skywalk access is extra.
On clear days, you’ll get that classic cliff look where the ocean seems too far away to be real. On cloudy days, you might not see the horizon line as sharply, but the viewpoint still gives you the sense of height. And in reviews, guides have handled bad weather by spotting a window of sunshine and adjusting the exact viewpoint approach to keep the experience worthwhile.
More jeep and 4x4 tours in Madeira:
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Quinta do Barbusano and wine tasting at Henriques & Henriques

Next you switch gears from wind and cliffs to calm. The tour visits a Madeira wine stop, with tasting at Henriques & Henriques described as free for all guests. You’ll get to try different styles, including sweet to dry, with tasting noted as including 3-year-old wine.
This is a smart pairing with the rest of the tour. The jeep part is adrenaline and views, and the cellar part is slow and social. You’ll taste something that’s tied to how Madeira survives, from steep slopes to careful production.
One detail worth knowing: visits to Henriques & Henriques wine lodge may not be available during certain Portuguese holidays. If your dates line up with a public holiday, you might still taste Madeira wine elsewhere on the tour, but the exact lodge visit could change. I’d plan your expectations around the tasting being the priority, not the specific room.
Also, you’ll likely leave with a better sense of why Madeira wine has a reputation that lasts. The variety offered on this tour gives you a basic path through styles, so you can decide what you want to buy later if you fall in love with one bottle.
Câmara de Lobos: the fishing village that gives you a soft landing

To close out the adventure, you head to Câmara de Lobos, Madeira’s famous fishing village. This is where the tour slows again, and you get a different kind of scenery, more human scale than cliff scale.
Câmara de Lobos is a great final stop because it helps you process what you saw earlier. You’ve spent the day looking down into valleys and out over ocean drop-offs. Here you look across the harbor area, notice the boats and seaside rhythm, and take photos that feel connected to daily life.
It also makes the half-day format feel satisfying. Instead of racing back to Funchal right after wine, you get a real place to walk a little, grab a quick snack if you want, and end with sea air in your lungs.
Price, group size, and why this costs what it costs

At about $57 per person for a 4-hour tour, the value here comes from how much you pack in. You’re paying for two things most self-guided plans struggle with on Madeira: a local guide who knows where the roads are worth it and a vehicle that can handle the off-road sections safely.
The group size matters. Tours are limited to 8 participants, which keeps it personal enough for questions and fast enough to actually reach the key spots in a short window. In reviews, people keep praising the guides, often calling out humor and island insight, so you’re not just getting transportation. You’re getting a ride with context.
You do have a few items that sit outside the main price. Cabo Girão platform entry costs extra, and poncha is not included. Food is also not included, so you may want to eat beforehand or be ready to grab something after the tour.
Still, the wine tasting being listed as free for guests makes the price feel more balanced. It’s one of the best “included perks” on this kind of itinerary because it gives you a structured tasting moment rather than just wandering into a shop.
Who should book, and who should skip this style of tour

This tour is a good fit if you want more than viewpoints. You want the roads, the motion, and the sense that Madeira is built to be driven with care. If you love cliff views and don’t mind a bit of dust, you’ll probably have a blast with the open-roof format.
It’s also ideal for people who hate figuring out parking, bus timing, and twisty roads with limited time in Funchal. You get pickup and drop-off from Funchal’s central area, plus safety briefings and insurance coverage handled by the operator.
On the other hand, it’s not for everyone. It’s listed as not suitable for wheelchair users, and it’s not recommended for pregnant women. Children under 3 are also not allowed. And pets are not allowed, plus you can’t bring luggage or large bags.
If you want maximum comfort and minimal movement, you might prefer a calmer drive-focused tour. But if your travel style includes “tell me where the road goes,” this one fits.
Small practical tips that make the day smoother

Bring a light layer. Open-roof driving can feel cool when the wind picks up, even if the sun is out.
Wear shoes you don’t mind getting dusty. Off-road sections mean trail-like grit can show up on your clothes, especially in the orange volcanic soil areas.
Plan for small cash or card for drinks and the €3 Cabo Girão platform access. Poncha is not included, and the skywalk fee is separate.
If you’re sensitive to motion or rough roads, sit where you feel stable and follow the driver’s safety guidance. In a few accounts, people noted how rough tracks can affect where you sit, so pick your spot with comfort in mind.
Finally, keep your phone and camera ready but don’t rush. These guides often give time for photos and scenic stops, and it’s worth taking the view slowly, not only snapping.
Should you book this Madeira jeep and wine tour?
I’d book it if you want a half-day that feels like you left Funchal and actually got a taste of Madeira’s terrain. The combo of open-roof off-road, high cliff viewpoints, and free Madeira wine tasting gives you variety without turning into an all-day grind.
Skip it if you’re trying to avoid extra costs and walking. Cabo Girão access is extra, poncha is extra, and food is not included, so you’ll want a plan for that. Also, if your needs include wheelchair access or you’re traveling with someone who can’t handle the off-road format, choose a different style of tour.
If you’re ready for wind, views, and a guided day that stays focused, this is strong value for your time on the island.
FAQ
What is the duration of the tour?
The tour lasts 4 hours.
Where does pickup and drop-off happen?
Pickup and drop-off are included from Funchal’s central area.
Is Madeira wine tasting included, and is it free?
Yes, Madeira wine tasting is included, and it’s described as completely free for all guests.
Do I have to pay for Cabo Girão Skywalk entry?
Yes. Entry to Cabo Girão is listed as €3 and is not included.
Is poncha included in the tour price?
Poncha is mentioned as part of a typical bar stop, but it is not included.
How big is the group?
The tour is a small group limited to 8 participants.
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