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Premium Walking & Hiking in Madeira

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Operated by Intrepid Travel
Tripcode: ZMXW
Overview
Destination:
Portugal
Start:Funchal, Portugal
Finish:Santana/Sao Jorge, Portugal
Duration:6 days
Type:Group tour (max 12)
Style:
Adventure,
Cycling/Trekking/Walking,
Walking & Trekking,
Travel Period
May 2026 - December 2026
Set off on a six-day Premium hiking adventure through Madeira’s dramatic coastlines, volcanic landscapes and lush forests. Hike the 25 Fontes 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 destinations all year round.

IMPORTANT INFORMATION

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.

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Standard inclusions
  • Meals: Meals: 5 breakfasts, 3 lunches, 2 dinners.
  • Transport: Private vehicle, on foot.
  • Accommodation: Comfortable hotel (3 nights), Feature stay (2 nights).
  • Funchal - Welcome meeting.
  • Funchal - Welcome dinner and Poncha Aperitif.
  • Funchal - Complementary Arrival transfer.
  • Vereda da Ponta de Sao Lourenco Guided Hike.
  • 25 Fontes & Levada do Risco Guided Hike & picnic lunch.
  • Porto Moniz - Orientation walk and rock swimming pools/Sao Jorge -Orientation walk and rock swimming pools.
  • Quinta do Barbusano winery visit with lunch and wine tasting.
  • Santana to Sao Jorge Guided Coastal Hike.
  • Santana/Sao Jorge - Hike PR1.2 Verada do Pico do Ruivo 3H - 5.6KM.
  • Farewell Dinner - Sao Jorge.
  • Santana orientation walk.
  • Local Rum distillery and tasting.
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Itinerary
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Day 1: Funchal
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 his 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.
Day 2: Funchal & Ponta de Sao Lourenco hike
After breakfast and a short drive it's time to strap on 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.
Day 3: Sao Jorge & 25 Fontes/Levada do Risco hike
Start the day with a short drive to the west of the island to start 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 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.
Day 4: Sao Jorge & Santana Coastal hike
Begin your day with a guided scenic coastal hike to from nearby Santana to Sao Jorge, taking in vast views of the Atlantic Ocean along the wooden walkways that hugs 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.
Day 5: Sao Jorge & Pico do Ruivo hike
Today, embark on the rewarding guided hike to the Vereda do Pico do Ruivo – at 1862m its 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.
Day 6: Sao Jorge
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.
Departure dates

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Travellers

Operator
Intrepid Travel

Intrepid is a small group tour travel company with humble beginnings that now sends over 100,000 travellers a year on grassroots and responsible travel tours.

Important Information
*Terms and conditions
Please note: We are proud to be an independent agent to travel providers of hotels, flights and other related services. We are not a tour operator. Details and information on the offer are provided by 3rd party businesses and although we do our best to verify the information, we cannot guarantee its accuracy on all occasions. These offers are not available in conjunction with any other offer unless otherwise stated. Pricing and availability are subject to change without notice. For more information, please see Terms of Use
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Price from
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$5,696*
per person
5 nights
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