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Call toll-free from the United States or Canada:

1.800.960.2221

International calls:

(001) 970-230-5896

info@pure-adventures.com

Portugal – Deluxe Madeira Island Hiking Tour

(3 Reviews)

Portugal hiking tour Self Guided: This is a wonderful hiking tour with a variety of Madeira’s best trails. You will discover the stunning scenery of this volcanic island by visiting its mountains, cliffs and levadas, which are an extensive network of small irrigation channels and make the perfect path for adventurous hikers. Erosion has formed the island by creating unique rock formations as well as deep gorges. Part of the land is covered by the Laurissilva Forest, the world’s largest laurel forest, which is recognized by UNESCO as Natural World Heritage Site. This tour is sure to be a unique and exhilarating hiking experience! Welcome to Madeira- “The Pearl of the Atlantic.”

Get your adventure:   
1. Call or email with Questions:  +1-970-230-5896 or email us. 
2. Book the trip, pay a deposit, get excited for your adventure!
Book This Tour

Arrival & Departure Locations

Fly in and out of Funchal Airport, via Lisbon or other. Tour starts in Santa Cruz and finishes in Funchal. All airport transfers are included.

Price Includes

  • Private departure date; choose your travel dates!
  • 7 Nights lodging in deluxe accommodations
  • Breakfast included daily
  • Private welcome orientation in English with daily tour information and suggestions 
  • Private transfer upon arrival from Airport (FNC) to hotel
  • Private transfer from last hotel to Airport (FNC) at tour’s end
  • Private transfers during the tour 
  • Digital Hiking Information Guide 
  • GPS Tracks with Navigation App
  • Liability and personal accidents insurance 
  • Pre-travel documentation and details for trip preparation 

Not Included:

  • Meals/activities outside of the itinerary
  • Some hikes may require a trail fee, payable on-site

Lodging

Included Hotels:
  • Santa Cruz: Vila Gale Santa Cruz **** (2 nights)
  • Santana: Hotel Quinta do Furão **** (1 night)
  • Encumeada/Arco de São Jorge: Pestana Quinta Do Arco **** (1 night)
  • Porto Moniz: Aqua Natura Bay **** (1 night)
  • Ponta do Sol: Ponta do Sol Inn **** (1 night)
  • Funchal: Castanheiro Boutique Hotel **** (1 night)
About: 4 and 5-star hotels in convenient locations in each town. All lodging includes a private bathroom and a variety of other amenities. All lodging is subject to availability.

Optional Add-Ons

Guides & Local Support


Local Expert:
Antonio is our on-site expert. He lives in Lisbon and has been all over the country! Antonio will meet you for orientation on arrival day as well as provide emergency support throughout your trip. Our local guides and experts are available by phone to assist during your trip with any kind of emergency and if due to weather or other reason you need to arrange a transfer. 

Tour Highlights
  • Private departure date – you choose when you want to travel!
  • Mountain scenery in the middle of the Atlantic Ocean;
  • Wildlife designation – “Natura 2000” network
  • Madeira’s highest peaks & magnificent views
  • Madeira’s levadas – stunning trails and volcanic rock formations
  • Laurissilva Forest, UNESCO Natural World Heritage Site
  • Charming and authentic fishing villages
  • Historic Funchal historic Old Town sightseeing
  • Fresh, delicious seafood and regional dishes, plus wine!

Need to Know:

  • The region has mild temperatures year round; and rain can happen any time. Guests are advised to bring rain gear, a headlamp, and be prepared to hike in all weather conditions. Keep in mind, green fields, stunning coastal views, rainbows, and warm and welcoming inns will make allow you to forget you are in the middle of the Atlantic Ocean! 
  • Portugal Travel Resources
  • Travel Insurance is required on all Pure Adventures tours.
Photos
Itinerary

Day 1Arrival Day

Upon your arrival at the airport, our friendly guide will warmly welcome you and escort you to Santa Cruz, a charming town just a 10-minute drive away. Upon reaching Santa Cruz, you’ll check in to your accommodation and have the rest of the day to unwind. Feel free to take a dip in the inviting swimming pool or simply lounge by the poolside, soaking up the sun and the breathtaking mountain views. The serene environment and beautiful landscape provide the perfect setting for relaxation and rejuvenation after your journey.

Whether you prefer a leisurely swim, a refreshing drink by the pool, or simply relaxing with a good book, the choice is yours. Santa Cruz offers a tranquil escape, allowing you to start your vacation on the perfect note.

Overnight: Santa Cruz

Day 2Hike from Ponta S. Lourenco: 8 km / 5 mi

Start your day with a short 20-minute transfer to Ponta de São Lourenço. Here, the trail will lead you around the volcanic peninsula to the easternmost point of Madeira Island. From this vantage point, you’ll be treated to stunning views of the Atlantic Ocean and the nearby islets. The Desembarcadouro Islet, along with the peninsula, is classified as a natural reserve. Additionally, all the land and sea along the northern coast, up to a depth of 50 meters, is part of the European network of important community sites – “Natura 2000.” What a day awaits, with scenery that is nothing short of spectacular. Enjoy and celebrate the breathtaking views and natural beauty all around you!

Meals: breakfast
Distance: 8 km / 5 mi, +300 m
Highlights: Desembarcadouro Islet & magnificent views
Overnight: Santa Cruz

Day 3Hike from Machico to Porto da Cruz: 17 km / 11 mi

Immerse yourself in a lush landscape where the sound of water cascading from the rocks creates a natural, relaxing symphony. Marvel at the fantastic scenery featuring maritime pines, eucalyptus, and dense vegetation typical of the native Laurissilva forest. As you walk along the Levada, you’ll encounter Canary Willows, large Madeira Laurels, Madeira Mahogany, and the Lily-of-the-valley trees. The hike feels like peering through a window, revealing open areas that lead you through small rivers, lakes, and waterfalls. After your adventure, your hotel awaits, but if you still have energy, don’t miss visiting the natural pools in town!

Meals: breakfast
Distance: 17 km / 11 mi, +400 m
Highlights: lush vegetation, scenic levada walk, natural pools
Overnight: Santana

Day 4Hike from Pico Ruivo to Encumeada: 14 km / 9 mi

Today’s hike will take you through steep climbs and descents in one of Madeira Island’s most picturesque regions. Though challenging, the trail rewards you with stunning landscapes, especially near Pico Ruivo. Start with a transfer to Achada da Teixeira, just below Pico Ruivo. Follow the central mountain range westward toward Encumeada, crossing two distinct ecosystems in the Natura 2000 Network. Walk through the ancient Laurissilva forest and experience the dramatic volcanic escarpments of the Central Mountain Massif.

As you approach your accommodation in the Encumeada Valley, enjoy breathtaking panoramic views. This vantage point offers perfect moments for unforgettable photos and peaceful reflection—an unparalleled opportunity to connect with Madeira’s extraordinary natural beauty.

Meals: breakfast
Distance: 14 km / 9 mi, +600 m
Highlights: Pico Ruivo – the highest peak on Madeira, Encumeada, beautiful landscapes
Overnight: Encumeada Valley (Arco de São Jorge)

Day 5Hike from Paul da Serra to Fanal: 11 km / 7 mi

After a morning transfer, start exploring the Paúl da Serra plateau. Follow the trail to several viewpoints, showcasing breathtaking landscapes, including views over the valleys of Ribeira da Janela and Chão da Ribeira. The trail is nestled in the Laurissilva forest, a UNESCO World Natural Heritage site and a member of the European Network of Sites of Community Importance – Nature 2000. At the end of the hike, you’ll arrive at the magnificent area of Fanal, a small volcanic crater designated as a resting reserve within the Parque Natural of Madeira. The beauty of this area lies not only in the Ocofeafoefens (Til) trees but also in the spectacular landscapes visible from various viewpoints along the trail.

Meals: breakfast
Distance: 11 km / 7 mi, +200 / -500 m
Highlights: Paúl da Serra plateau, protected valleys & forest, Fanal crater
Overnight: Porto Moniz

Day 6Hike from Jardim do Mar to Paul do Mar: 6 km / 4 mi

Today, embark on a heritage-rich route on the west of Madeira Island, linking the village of Prazeres to the picturesque Jardim do Mar. Historically, this trail was one of the few routes available for the people of Prazeres to access the coastline. With a height difference of approximately 500 meters, it offers the perfect opportunity to walk slowly and take in the coastal landscapes, terraced farm plots, and stone walls. Designated as a “municipal path,” this trail is a genuine historical heritage, reflecting the isolation of past generations and the ingenious, challenging routes they created to connect with the coastline. Before returning to your hotel, make sure to explore Paúl do Mar, an old fishing village with a quaint church right on the seashore.

Meals: breakfast
Distance: 6 km / 4 mi, +600 / -550 m
Highlights: heritage/municipal walking path, fishing village
Overnight: Arco da Calheta

Day 7Fun Free Day in Funchal

After a 60-minute transfer to Funchal, you’ll have the day off to enjoy the city! As the most famous city in Madeira, Funchal offers endless opportunities for exploration. Wander the streets of its cosmopolitan city center, discover historical sites like the Cathedral, and seek out the best ocean view spots. Don’t miss visiting the market to sample the island’s best gastronomy. From meat skewers to banana cake and the traditional poncha drink, you’ll be delighted by the delicious offerings.

Meals: breakfast
Highlights: Funchal exploration
Overnight: Funchal

Day 8Departure

Today it is your last day and it is time to pack up the good memories and say goodbye! Our guide will transfer you to the airport at 10:00 AM or according to your time schedule. Please let us know in advance if you would like to book additional nights in the area, or if you would like to add on another Pure Adventures tour!

Meals: breakfast

Map
Dates & Rates

Dates: Plan your trip at a time that best fits your schedule! Pure Adventures tours have flexible start dates.

2025 Tour Rates by Season: (based on double occupancy)

Superior Three & Four Star Hotels:

  • January – February:  2007 euros/person
  • March: 2054 euros/person
  • April (excluding holidays): 2133 euros/person
  • April Holidays (Easter & Flower Fest):  2481 euros/person
  • May – October:  3270 uros/person
  • November – December: 2007 euros/person
  • Single Supplement: ranges from 522 to 720 euros; please ask us for rates

Ways to Save! Groups of 6 adults or more: 10% discount. Children under 15 recieve 30% discount.

New! Travel Insurance is now required to participate in this tour. You can book through our preferred vendors or your own. Proof of coverage will be required.

Make it Custom: Do you like this tour but want to make it different? Tell us your wishes & we will quote them!

How do our tours compare to similar trips? You Get More
If you compare prices, we are much less than guided trips with similar experiences. In our private, independent format, you get much more than what most traditional self-guided tours offer, plus it’s a better experience! Our team has gone to great lengths to build and create exceptional tours all over the world, vacations that will give you lifelong memories. We hold each component of our tours to a very high standard, and we are dedicated to empowering people through travel!
 
What Next:   
1. Call or email with Questions:  Our well-traveled, knowledgeable, and dedicated team is standing by and eager to make your travel dreams come true. Call now at 800-960-2221 (USA/Canada 8 am-5 pm MST) +1-970-230-5896 or email us. 
2. Book the trip, pay a deposit, and get excited about your adventure!
Book This Tour
3 Reviews
Sort By:RatingDate

Bryan & Stacey

Couple Traveller

Madeira is stunning! Bryan and I couldn’t decide what we liked more, the beautiful landscapes or the hotels!

Everything went smooth for our tour with pick ups and GPS tracks we had the perfect amount of support without the hassle of being on a group tour with a guide. We want to come back and do this trip again when our kids are a little older!!!

September 2, 2022

Ashleigh Beck

Family Traveller

Our time in Madeira far exceeded our expectations, as did the resources provided to us by Pure Adventures for our big hiking adventure. We enjoyed the hotels and local recommendations included in our digital tour booklet. This was a useful tool, as was our GPS routing. The hikes are challenging but rewarding! Only downfall was a day of rain, but that is part of travel!

April 6, 2021

Steven Sorenson

Couple Traveller

Excellent hiking tour. No issues to note, loved Maderia – food, people, scenery. Third tour with Pure Adventures!

June 6, 2019