Hiking trips

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Every package, checked

Compare 27 multi-day trips in Madeira

Trips that run for days rather than hours, with the nights arranged.

FiltersWalking trips

What kind of trip?

Walking trips27

What kind of trip?AnyWalking trips (7)

How many days?

Up to 6 days17 to 9 days510 days+1

How many days?AnyUp to 6 days (1)7 to 9 days (5)10 days+ (1)

Budget?

Under €1,5002€1,500 to €3,0005

Budget?AnyUnder €1,500 (2)€1,500 to €3,000 (5)

7trips · from €1,065Clear the selection

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Most booked

Madeira, self-guided hike in an extraordinary garden

★ 5.010·8 dfrom €1,065Cheapest of theseNewly listed

Hiking in Madeira (from Funchal to Santo da Serra)

3 reviews·7 dfrom €1,525Newly listed

Premium Walking & Hiking in Madeira

3 reviews·6 dfrom €2,219Guided, start to finish

Hiking in Madeira

3 reviews·7 dfrom €1,385Newly listed

Madeira: Hiking from Funchal

3 reviews·8 dfrom €1,699Newly listed

Madeira: Hiking & culture With flair

3 reviews·10 dfrom €2,199Newly listed

Madeira: Easy Hiking

1 reviews·8 dfrom €1,699

See all 27 checked trips

Or take a ready-made selection all 7 have a page of their own

Multi-day trips in Madeira

27 trips · from €359

Madeira trips of seven to nine days

16 trips · from €522

Madeira trips from €1,500 to €3,000

14 trips · from €1,525

Madeira trips under €1,500

11 trips · from €359

Multi-day hiking trips in Madeira

7 trips · from €1,065

Madeira trips of up to six days

6 trips · from €359

Madeira trips of ten days and more

5 trips · from €2,199

Browse every selection

Package trips

• Multi-day hiking trips in Madeira7

How long it takes

• Madeira trips of seven to nine days16
• Madeira trips of up to six days6
• Madeira trips of ten days and more5

What it costs

• Madeira trips from €1,500 to €3,00014
• Madeira trips under €1,50011

length

• Multi-day trips in Madeira27

What you get

When you book Hiking trips in this category, you are securing several days of walking on the levadas and the mountain trails, with the nights arranged ahead of time. You start from Funchal and move toward destinations such as Santo da Serra. The routes run between 6 and 10 days, depending on the operator.

You will walk along irrigation channels and highland paths while carrying your own gear or following a marked route. Before you commit, check the daily distance and height gain against your own fitness. The experience is built around sustained movement across Madeira’s interior rather than quick sightseeing stops.

You sleep in pre-booked accommodation each evening, so the itinerary focuses on the trail itself. You pay for the full stretch upfront, and the operator handles the logistics between stages. This is a structured trek, not a casual stroll, and the pace depends entirely on the daily mileage listed for each stage.

The category contains 7 of 27 of the same kind on the site, making up 26 percent of the available options. You are looking at a dedicated block of multi-day treks, separate from day walks or boat charters. The operator arranges the overnight stays, so you do not need to book hotels separately.

You focus on the path, the elevation changes, and the weather conditions ahead of you. This setup removes the friction of daily planning and keeps you moving steadily through the landscape.

Three picks from 7 choices: widest review record, strongest rating on proven reviews, and best value among highly rated.

Most reviewed

Madeira, self-guided hike in an extraordinary garden

5.0 out of 5 from 10 reviews, from €1,065

Largest collection of traveller feedback.

from €1065

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Best rated

Madeira: Easy Hiking

4.0 out of 5 from 1 review, from €1,699

Strongest score among well-reviewed choices.

from €1699

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What these cost, and what you get for more

Entry prices span from €1,065 to €2,219, with a middle value of €1,699. Every operator in this group falls into the 250 and over price band, so you will not find budget shortcuts here. The spread reflects differences in duration, operator tier, and service style.

At the lower end, around €1,065, you secure an 8-day self-guided hike in an extraordinary garden. You navigate the path yourself and arrange meals and lodging within the framework provided. Moving up to €1,385 and €1,525, you step into guided 7-day packages run by Intrepid Travel.

These include a guide in English and handle the overnight stays, shifting the navigation burden away from you. At the top of the range, €2,199 buys a 10-day hiking and culture package with flair from SKR Reisen, while €2,219 secures a 6-day premium walking option from Intrepid Premium. The longer itineraries simply cover more ground and require more nights booked in advance.

The shorter premium routes compress the experience into a tighter schedule with higher-end accommodation standards. 1 operator explicitly includes hotel pickup, while the remaining 6 leave that detail unstated. Do not assume it is covered unless confirmed. 4 operators state that guides speak English, and 3 list other guide languages instead.

None offer free cancellation, so your payment locks in immediately upon booking. You trade flexibility for a fully organised trail sequence. The price difference mainly tracks how many days you spend on the trail and whether you want a premium label or a self-led approach.

TourRadar

Hiking in Madeira (from Funchal to Santo da Serra)

The review leader in this group. Pick a date to check times, places left and inclusions.

from €1525

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Hiking in Madeira (from Funchal to Santo da Serra): a visual overview among 7 available options.

How far to trust the ratings

The strength of evidence behind these scores requires careful reading. On a sound basis, that is at least 10 votes, there are 7 of 7 entries in this group. 5 of those sit below 0.0, and 2 reach 2.5 and above. The 5 entries below 0.0 count toward the sound basis, because an evidenced bad score is evidenced.

Without a basis there remain 0 unverified claims. When you look at the individual listings, most carry very little feedback. 6 of the top entries carry fewer than 10 votes. 3 show 0.00 from 3 votes, another 3 show 0.00 from 3 votes, and 1 sits at 4.00 from 1 vote.

Only 1 entry breaks past the low-feedback wall: Grand Angle holds a 5.0 from 10 votes. That number rests on a solid foundation, so you can treat it as a reliable indicator of recent guest experience. The rest rely on tiny sample sizes or no feedback at all.

A score of 4.0 from just 1 vote tells you little about consistency, and a 0.00 from 3 votes points to early dissatisfaction without statistical weight. Judge each rating by the number of ratings behind it, not by its height. Where the evidence is thin, expect the score to shift as more travellers complete the trek.

You are buying a multi-day commitment, so the feedback matters most when it comes from 12 people who walked the same levadas and stayed in the same rooms. Until then, treat the numbers as preliminary snapshots rather than settled verdicts.

Which one to pick

Your choice depends on whether you prefer guided support, self-navigation, or a longer cultural immersion. If you want independence and a proven track record, take the 8-day self-guided hike in an extraordinary garden from Grand Angle. It carries a 5.0 from 10 votes, sits at €1,065, and gives you full control over your daily pace.

If you want everything handled and do not mind paying for premium service, the 6-day Premium Walking & Hiking in Madeira from Intrepid Premium at €2,219 delivers a compressed, high-standard itinerary. For a slower, more immersive schedule, the 10-day Hiking & culture With flair package from SKR Reisen at €2,199 covers the most ground and blends trail time with local context. The 2 7-day Intrepid Travel options at €1,385 and €1,525 offer a balanced middle ground with English-speaking guides and steady pacing.

Look closely at the daily distance and height gain before you decide, and match it to your current fitness level. Once you narrow down the multi-day trek, step back to verify you are not mixing trip types. This category sits apart from Island tours, which contain 68 options focused on vehicle-based sightseeing.

It is also distinct from Whale and dolphin watching (23), Guided hikes (89), Boat trips (51), Canyoning (12), Surf (2), Diving and snorkelling (14), Jeep tours (44), Tuk-tuk tours (73), Walking and bike tours (16), Food and wine (49), and Paragliding (1). Those groups cover short excursions, water sports, or single-day activities. You stay here only if you want several consecutive days on foot.

Pick the duration that matches your available time, confirm the guide language you need, and book early since no free cancellation applies. The line is clear: multi-day levada walks belong here, while shorter or motorised experiences belong elsewhere.