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Premium Walking & Hiking in Madeira





Enjoy the best short hikes along the coastlines, rolling hills and volcanic mountains of stunning Madeira
Set off on a six-day Premium hiking adventure through Madeira’s dramatic coastlines, volcanic landscapes and lush forests. Hike the 25 Fontes trail and visit Risco Waterfall, relax in natural volcanic rock pools at Porto Moniz, take in the sweeping ocean views on your hike to Vereda da Ponta de Sao Lourenco and hike to the highest point on the island on the Vereda do Pico do Ruivo. Along the way, visit small mountain villages, learn about the region’s local culture and indulge in Madeira’s most famous local produce, wine and rum. With its mild climate and diverse terrain, Madeira offers the perfect escape and hiking destination all year round.
Start: Funchal, Portugal
End: Arco de Sao Jorge, Portugal
- Duration
- 6 days
- Group size
- 1 to 12
- Minimum age
- 15 years old
- Style
- Premium
- Theme
Our themes categorise trips based on a common interest or activity, while showcasing the highlights of a destination.
- Walking & trekking
- Physical rating
Indicates how physically exerting a trip is, and how fit you will need to be to enjoy it. More info on physical ratings
Why you'll love this trip
- Experience Madeira's diverse landscape of beaches, green valleys and volcanic terrains.
- Hike the coastal Vereda da Ponta de Sao Lourenco for incredible ocean views.
- Kick off the hiking boots and enjoy that famous Madeira wine over lunch at a local winery with a view.
- Hike along ancient aqueducts, scenic coastal paths and farmlands and take in ocean and mountain views on trails like 25 Fontes or Pico do Ruivo.
- Relax in Madeira’s mild, tropical climate and enjoy the beautiful beaches, natural swimming pools and sandy shores – this is the perfect destination for year-round travel, with each season bringing something new.
- Soothe tired hiking muscles in the picturesque natural volcanic rock pools of Porto Moniz.
Itinerary
Ola! Welcome to Portugal. Your adventure begins in Funchal – the capital of the Madeira archipelago, renowned for its scenic harbour, lush gardens and historic wine cellars. When you arrive in Funchal, you’ll be met by a local representative and transferred to your feature stay hotel, before your welcome meeting at 6 pm tonight. If you arrive early, maybe wander through the traditional Mercado dos Lavradores farmers' market, visit the Funchal Cathedral, take a scenic cable car ride to Monte, relax in the Madeira Botanical Garden or - for those that love soccer - explore the life and career of Cristiano Ronaldo at the CR7 museum dedicated to the football star. After the meeting, enjoy a relaxed evening at a local restaurant, where you’ll get your first taste of Madeira’s cuisine while getting to know your expert tour leader and fellow travellers.
- Pestana Quinta Perestrello Hotel (Feature Stay) or similar (1 night)
- Dinner
- Funchal - Welcome dinner and Poncha Aperitif
- Funchal - Complementary Arrival transfer
It’s very important that you attend the welcome meeting as we will be collecting insurance details and next of kin information at this time. If you are going to be late please let your travel agent or hotel reception know. Ask reception or look for a note in the lobby for more information on where the meeting will take place.
After breakfast and a short drive it's time to lace up your hiking boots and head out on your first guided hike - and it's a special one! Often called The Dragon’s Tail, the Vereda da Ponta de Sao Lourenco is one of Madeira’s most scenic hikes. This loop trail winds along a narrow, rugged peninsula leading to the island’s easternmost point only accessible on foot. As you walk, take in dramatic cliffs, volcanic rock formations shaped by millions of years of erosion, and ocean views on both sides. Pause for a relaxing lunch before heading back to Funchal for the afternoon where you have ample free time to explore this historic town.
- Pestana Quinta Perestrello Hotel (Feature Stay) or similar (1 night)
- Breakfast
- Lunch
- Vereda da Ponta de Sao Lourenco Guided Hike
Your hiking distance today will be approximately 7 km.
Todays travel time to and from the hike will be approximately 1.5 hours
Start the day with a short drive to the west of the island to enjoy your second guided hike from Levada as you weave along the green edged tracks through laurel forest to the Risco Waterfall. Have your camera ready when you arrive to capture Risco Falls as it cascades over 100 m down the mountainside. This hike also passes by the 25 water springs that come down from Paul da Serra and give the 25 Fontes hike its name. After the hike enjoy a scenic picnic lunch before driving to the tiny coastal town of Porto Moniz at the very northern tip of the island. When you arrive set off on an orientation walk amongst the red roof buildings and - if the weather’s nice - take a refreshing dip and soothe your hiking muscles in the picturesque natural volcanic rock pools. In the late afternoon, travel to Arco de Sao Jorge and settle into your comfortable hotel, your home for the next three nights.
- Pestana Quinta do Arco Hotel or similar (1 night)
- Breakfast
- Lunch
- 25 Fontes & Levada do Risco Guided Hikes & picnic lunch
- Porto Moniz - Orientation walk and rock swimming pools
Your hiking distance today will be approximately 9.5 km or 5 hours.
Today's travel time to and from the hike will be approximately 2.5 hours
Begin your day with a guided scenic coastal hike from the Miradouro Sao Cristovao to nearby Boaventura, taking in vast views of the Atlantic Ocean along the wooden walkways that hug the dramatic cliff faces of the north coast. This route winds along the coast and features plenty of ups and downs – but always with stunning views along the way. After, visit the local Quinta do Barbusano winery to learn about Madeira’s unique winemaking traditions, then indulge in a wine tasting of a few local drops. Sit down for a traditional lunch made with fresh, locally sourced ingredients, all paired with regional wines. In the afternoon, return to the hotel to rest or choose an optional short hike to further explore the local area.
- Pestana Quinta do Arco Hotel or similar (1 night)
- Breakfast
- Lunch
- Quinta do Barbusano winery visit with lunch and wine tasting
- Miradouro Sao Cristovao to Arco Sao Jorge Guided Coastal Hike
Your hiking distance today will be approximately 6 km or 2.5 hours, with an overall elevation gain of 370m.
Your travel time today is approximately 1.5 hours.
Today, embark on the rewarding guided hike along the Vereda do Pico do Ruivo – at 1862m it is Madeira’s highest peak. While this is the most challenging hike on the trip with many stone stairs, it is also the most spectacular as you take in the mountain views and surrounding rock formations (often eerily covered by mist and clouds). The views alone make the hike worthwhile. After, maybe stop for lunch at a nearby cafe in Achada do Teixiera before visiting a local rum distillery in coastal Porto da Cruz for a tasting experience of the famed ‘Madeira brandy’. Next, stop in the small town of Santana for an orientation walk to explore its traditional houses before returning to your comfortable hotel in the evening to celebrate your journey with a farewell dinner with the group.
- Pestana Quinta do Arco Hotel or similar (1 night)
- Breakfast
- Dinner
- Verada do Pico Ruivo guided hike
- Farewell Dinner - Ardo de Sao Jorge
- Santana orientation walk
- Local Rum distillery and tasting
Your hiking distance today will be approximately 5.5 km or 3 hours. We strongly recommend hiking poles for this particular hike.
Your travel time today is approximately 1.5 hours.
With no activities planned for today, your trip comes to an end after breakfast. If you’d like to extend your stay, just speak to your booking agent ahead of time to arrange additional accommodation.
- Breakfast
Inclusions and activities
Destinations
PortugalMeals
5 breakfasts, 3 lunches, 2 dinners
Transport
Private vehicle, on foot
Accommodation
Comfortable hotel (3 nights), Feature stay hotel (2 nights)
Premium inclusions
- Arrival airport transfer
- Tipping for accommodation, activities and transport
- Daily breakfast and signature local meal experiences
- 24/7 on-ground support
Included activities
- Funchal - Welcome dinner and Poncha Aperitif
- Funchal - Complementary Arrival transfer
- Vereda da Ponta de Sao Lourenco Guided Hike
- 25 Fontes & Levada do Risco Guided Hikes & picnic lunch
- Porto Moniz - Orientation walk and rock swimming pools
- Quinta do Barbusano winery visit with lunch and wine tasting
- Miradouro Sao Cristovao to Arco Sao Jorge Guided Coastal Hike
- Verada do Pico Ruivo guided hike
- Farewell Dinner - Ardo de Sao Jorge
- Santana orientation walk
- Local Rum distillery and tasting
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Before you book you should know
- This active hiking trip requires a good level of fitness, due to varied terrain and potentially hot temperatures. Many of the hiking days involve steep hills and lots of steps that you’ll need to be able to walk up and down. Walking times vary between three and six hours a day, but the rewards are worth every step.
1. This trip requires a good level of fitness and health, due to the varied terrain and potentially hot temperatures. Many of the hiking days involve steep hills and lots of steps that you'll need to be able to walk up and down. Walking times vary between three and six hours a day, but the rewards are worth every step.
2. A single supplement is available if you’d prefer not to share a room on this trip. The single supplement is subject to availability. Please speak to your booking agent for further information. Please note that due to the small properties we use in Europe there is only a limited amount of single supplements available per trip departure.
Visa information is provided by Sherpa, a third-party. The "Add connection" feature shows transit visa requirements only and does not include full entry visa needs. Please note, additional service fees apply if you choose to purchase a visa through Sherpa.
Travel and visa requirements
The style of accommodation indicated in the day-to-day itinerary is a guideline only and may change. On some occasions, alternative arrangements may need to be made due to the lack of availability of rooms in our preferred accommodation. In these cases, we will use a similar standard of accommodation.
Throughout the trip, we request that our properties prepare rooms in time for our arrival, especially if we're arriving prior to normal check-in time. However, this isn't always possible which means we won't be able to check-in immediately on arrival at some hotels. Instead, we can store our luggage and explore our new destination or on some trips, have use of shared day rooms until all rooms are available.
OCCASIONAL ALTERNATIVE ACCOMMODATION
The style of accommodation indicated in the day-to-day itinerary is a guideline. On rare occasions, alternative arrangements may need to be made due to the lack of availability of rooms in our usual accommodation. A similar standard of accommodation will be used in these instances.
TWIN SHARE BASIS
Accommodation on this trip is on a twin basis. We pair up solo travellers with another traveller of the same gender as per the gender marker on each of their passports. Please note there may be times where facilities will be shared rather than ensuite and rare occasions when you share a room with passengers travelling on different Intrepid trips than your own.
CHECK-IN TIME
Throughout the trip we request that our hotels prepare rooms in time for our arrival, especially if we're arriving prior to normal check-in time. However this isn't always possible which means we won't be able to check-in immediately on arrival at some hotels. Instead, we can store our luggage and explore our new destination.
PRE/POST TRIP ACCOMMODATION
If you've purchased pre-trip or post-trip accommodation (if available), you may be required to change rooms from your trip accommodation for these extra nights.
FACILITIES
Your accommodation may not always have private en suite facilities or air-conditioning. European hotels generally don't provide kettles or fridges.
Pestana Quinta Perestrello Hotel
Rua Dr. Pita 3
São Martinho
Funchal
9000-089
PORTUGAL
Description
Located a 20-30 minute walk from central Funchal, the Pestana Quinta Perestrello maintains the old-world elegance of a 19th-Century Madeiran manor house, now transformed into a charming luxury hotel. This 37 room hotel features an outdoor pool, manicured garden, a billiards room and a library in relax and read in. Each room features a private bathroom and shower, air conditioning, free Wi-Fi, and an LCD TV. Hotel guests also have access to the heated indoor swimming pools, gym, jacuzzi and sauna at the nearby Pestana Village and Pestana Miramar.
Dates and prices
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July 2026
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