Madeira Walking Holiday Solo
Your Guided Walking Holiday To Madeira
Set off on a solo walking holiday in Madeira, where you’ll meet other like-minded adventurers and share unforgettable experiences together. This beautiful Portuguese island, set in the Atlantic between Portugal and the Canaries, is a haven for walkers. From dramatic cliffs and lush rainforests to cascading waterfalls and rare flora unique to the island, Madeira is full of natural treasures waiting to be discovered. With the guidance of an expert guide, you’ll experience the very best of Madeira on foot. Climb to the summit of Pico Ruivo, the island’s highest peak, for breathtaking panoramic views, and follow the famous levadas that wind through valleys and along the coastline. Across five days of guided walks, you’ll enjoy a mix of moderate routes, with the option of choosing between a more leisurely or more challenging path on one day. There’s also time to explore at your own pace with a free day in Funchal, Madeira’s charming capital. You might choose to wander the Botanic Gardens, spot dolphins off the coast, or take an exhilarating ride in a traditional wicker toboggan. This walking holiday offers the perfect balance of discovery, camaraderie and adventure, ideal for solo travellers looking to connect with others while exploring the diverse landscapes of Madeira.
The average daily walking distance on moderate walks is between 10km – 13km, with a maximum daily walking duration of up to 5 hours.
Please note: This holiday is not suitable for those who suffer from vertigo.

Trip Itinerary
Activity Level: Active
Day
Travel to Madeira
Arrive in Madeira
Let’s travel to Madeira! Upon our arrival at Madeira airport, we will meet our local expert guide and travel to our hotel in the small seaside town of Machico on Madeira’s east coast.
Welcome dinner
There will be a welcome meal included tonight with our fellow group members in our hotel, so we can dine together and get to know one another ahead of our group walking holiday.
Ponta do Pargo
Marvel at the Magnificent Landscapes
Today, let’s discover this amazing route that starts at Ponta do Pargo parish and goes towards Achadas da Cruz, in Madeira’s quieter countryside. Along the way, magnificent landscapes arise as the levada flows through the tilled fields of the extreme southwest part of the island. A great way to understand the origin of the levadas, as well as to see some of the major crops produced. This is an exceptional experience through nature, with the backdrop of the vast Atlantic Ocean that surrounds this island.
Difficulty: Moderate route / Distance: 13 km / Duration: 4.5 hours / Incline: 93 m
Pico Ruivo
Hiking Pico Ruivo
Let’s climb a mountain! Today we have two options of hiking levels due to the terrain to reach the highest point in Madeira, the top of Pico Ruivo, from which we can choose.
Leisurely - Achada do Teixeria to Pico Ruivo
Starting from Achada do Teixeira, this shorter route will lead us to the top of Pico Ruivo. Let’s start by following the cobbled path walking above the clouds in the nearby valleys. Feel on top of the world, admiring the nearby peaks and views towards the mountains on clearer days as we hike onwards towards one of the mountain huts on this trail. From here, let’s climb a short 500m more up to the mighty summit, which is the highest point on Madeira Island at 1,862m above sea level, with a reward of breathtaking panoramic views over the island at the end.
Difficulty: Leisurely route / Distance: 5.4 km / Duration: 2 hours / Incline: 305 m /
Challenging - Pico do Arieiro to Pico Ruivo
If you are looking for more of a challenge, we offer a longer route to reach the peak of Pico Ruivo. Also known as the Highest Peaks route, this takes in the magnificent three highest mountains in Madeira, Pico do Arieiro, Pico das Torres and Pico Ruivo. Follow the path and let’s hike up and down the dramatic staircases that wind themselves around the mountain ridges and up the cliff faces. However, the effort required is offset by the extraordinary views that the hike provides, particularly when you reach the peak of Pico Ruivo with its stunning views over the island.
Difficulty: Challenging route / Distance: 12 km / Duration: 5 hours / Incline: 1172 m
Ponta de São Lourenço
Exploring Madeira's east coast
Today, let’s discover some of the finest cliff scenery in Madeira as we walk the island’s easternmost point, the Ponta de São Lourenço. Let’s follow this coastal track and marvel at the fabulous seascapes of the north and south of the Island and various volcanic rock formations along the way. Our expert local guide will also point of some of the unique flowers and fauna to be found on this trail as we admire the ocean crashing against the coast. As we finish our walk, there will be a chance to refresh ourselves with a swim in the all inviting, clear turquoise blue waters of the Atlantic.
Difficulty: Moderate route / Distance: 10 km / Duration: 4 hours / Incline: 417 m /
Rabaçal and the 25 Fountains
Hike the Rabaçal and the 25 Fountains Lagoon
This hike is one of the most popular in Madeira for a good reason. Let’s follow stretches of three different levadas, surrounded by different waterfalls, including the larger Risco waterfall and thick forests. Our trail will lead us towards the 25 fountains lagoon with its weeping wall of waterfalls. Vines and plants drape over the walls in what is a truly magical scene. For nature lovers, it is simply a unique and awe-inspiring paradise.
Difficulty: Moderate route / Distance: 11 km / Duration: 4 hours / Incline: 350 m /
At Leisure/Shuttle to Funchal
At Leisure/Shuttle to Funchal
Today, let’s take the day to relax at your own pace. You can spend time on the beach near your hotel in Machico or head to Funchal for the day. There will be a return shuttle bus to Funchal from your hotel at an agreed time for anyone who would like to visit Madeira's capital. While in Funchal, you could explore the wonderful Botanic gardens, experience the cable cars or try the famous Wicker sledges (not for the faint-hearted), the choice is yours! Our expert local guide will be happy to provide some suggestions to suit your tastes.
Vereda do Fanal
Hike the changing forests of the Vereda do Fanal
Let’s explore one of Madeira’s lesser-known walks today on the Vereda do Fanal. First, let’s begin on the Paul da Serra plateau and start walking along the open path, admiring the surrounding green landscapes and glimpses of the Rabacal valley as we hike up and down the undulating stairs along the route. We will then head into the magnificent and lush vegetation of Laurissilva’s forest with its trees overhanging like umbrellas. Our hike finishes at Fanal Forest. Keep an eye out for some of the cows that call this forest home.
Difficulty: Moderate route / Distance: 10 km / Duration: 5 hours / Incline: 400 m /
Evening
Let’s join our fellow group members at our hotel for a farewell dinner. This is the perfect time for us to reminisce on the adventures we have shared over the last few days in Madeira. Once dinner has come to an end you are free to spend the remainder of the evening as you wish.
Return Home
Travel to Madeira Airport
It’s time to say ‘adeus’ to the beautiful island of Madeira. Let’s transfer to the airport with our local expert guide to take our flight back home with fond memories of our walking holiday to Madeira.
* We aim to operate your tour itinerary according to the format shown. Occasionally, local conditions and unexpected events may result in adjustments to the planned schedule. We kindly ask for your understanding and flexibility in the event of any changes.
Know before you go
What if there is an emergency?
We have local representatives in all of our destinations who are available 24/7 as well as an emergency contact number for our offices in Ireland should you ever need it.
Do I need a Visa?
Please visit our visa page for information on requirements for each country's entry requirements
Will I be met at the airport?
You will be met on arrival at your destination airport and transferred to your accommodation. You will be accompanied on all included excursions by your TD active guide. Your expert local guide is also available to give you tips and advice on any aspect of your holiday.