The Ultimate Madeira island Road-Trip, Portugal

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It is summer and you are looking for a perfect holidays! You are not the one to sit on the beach and do nothing, you seek for adventure and to explore beautiful nature, then this trip is exactly for you! Come join me for this eye-widening trip to an island full of colors and magical energies, Madeira. Sunrise over the ocean or on top of the highest mountain, beautiful hiking paths, getting lost in a mystical forest, enjoying vibrant capital city vibes and local food, chill on the coast and settling our mind during sunsets, and much, much more. Check the full itinerary to know more! :) I'm a passionate traveller, currently on a mission to spread happiness in the world, the joy in mind & body via exploring different cultures and connecting to other like-minded beings. Since I stayed in Madeira for the first time in 2021 I am absolutely obsessed with the energy of this island. I would like to introduce it to you in my eyes. Are you looking to explore yourself, connect to nature, and explore not-so-touristy places on the island? Let’s do it together! We will share a nice 3-bedroom house together. The house has 3 separate bedrooms with double beds and 2 bathrooms, located in Machico, a lovely coastal town in a picturesque valley. We will have a car to explore the whole island during our stay, but this will be our home for the whole duration. Snacks and Fruits are included in the price of the trip, for bigger meals I would suggest we do some cooking together or explore local cuisine outside at our own expense. The price includes: - Accommodation (shared house) - Car rental - Petrol - Snacks & Fruits Let’s take advantage of this Hawaii of Europe to the maximum, we will enjoy all the variety of the flora in different parts of the island and also the vibrant capital, Funchal. Do you have a question? Ask in the Q&A below! Welcome to Madeira and looking forward to hearing from you! 🙌🏻
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Open minded ocean-kid, yoga lover & passionate traveller, currently on a mission to spread happiness in the world via travelling.

5 based on 28 reviews


Maderia is in your bucket list --> Then your in the right page and straight way approach Gabriela. She explored lot in Maderia and she can able to organize the trip properly without wasting our time. Top of that, she is very user friendly and open minded. Based on the wish, she will take you to the right place and give her suggestion too. Based on the situation, I will join with Gabi again to explore more Maderia. The below activities are explored during my trips: 1. Hiking (My most Favorite) 2. Surfing (First time experience) 3. Go-Kart (First time experience) 4. Casino in Maderia (First time experience) 5. Swimming in Maderia beaches 6. Parties in Maderia About the accommodation, really nice and cool villa, has all kind of facilities and nice stay/sleep. About the tripmates nice and cool trip mates, had a nice time with all.
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You can chat with Gabriela once you reserve your spot.
Trip Itinerary


Day 1-2
First day, (Day 0) I will take care of you since you arrive to the airport. I will be in Madeira earlier, so I will make sure to pick you up! We will take it easy, gather everyone and get to know each other. Our shared accommodation is located close to Machico, a lovely coastal town in a picturesque valley. The house have multiple balconies with stunning views. We will have a car to explore the whole island during our stay, but this will be our home for the whole duration.

PR8 Verada da Ponta de São Lourenço

Day 2-3
Our first full day all together on the island, we will start strong with a sunrise hike in Ponta de São Lourenço. Even though this is one of the most popular hiking paths on the island (for a good reason!), we will beat the main tourist wave by starting early. Watching the sunrise over the ocean with the peninsula in front of us will give us a good enough boost for the day! After we complete this hike, there is a sweet reward waiting for us on the way back, we will dip in the Atlantic Ocean & relax on a cute little black sand beach.

Levada Nova

Day 3
The Next day we will do a beautiful Levada Nova. Stunning views, exciting tunnel and mesmerizing waterfall. All that plus breath-taking nature all around us. (Hike location is subject to change based on weather forecast or mood of the group, we can change the choice of trail if we like, there are too many options in Madeira!)


Day 3-4
Time to visit Funchal, the capital of Madeira. We will visit places like Santa Catarina park with awesome view of Funchal and the harbour with cruise ships, Funchal promenade, old town with cute painted doors and lots of local food restaurants, famous Poncha bar and much more.

Achadas da Cruz

Day 4
Another day, another fun thing to explore On the west coast, there is my favourite and also the steepest Cable Car ride in Europe, which will take us to Achadas da Cruz, down to the ocean, light walk with stunning views.


Day 4-5
Day of exploring and relax, will continue with some time to connect with the water element, with the powerful ocean. We will go explore north coastal villages Seixal and Porto Moniz, Seixal famous for Black sand beach with stunning view of the cliffs and Porto Moniz with its volcanic pools.

Pico do Arieiro

Day 5-6
Another sunrise hike is awaiting us! This one definitely cannot be missed when you're in Madeira. PR1 from Pico do Ariero to Pico Ruivo (the highest peak) is very famous for it's stunning views and would be shame to miss it. We will start at sunrise to get the most of out it, cause watching sunrise over the clouds below us it just unforgettable memory. * in case someone is not feeling like doing Pico to Pico, there is option to do PR 1.2 instead to reach the highest peak of Madeira that way :) All plans are open to suggestion and discussion based on needs and weather conditions!

Levada dos Balcões

Day 6-7
Free DAY This day I am keeping open for discussion, there is simply a lot of option of what we can see & do. Options include, but are not limited to : a/ Easy day on a beach where we can do Yoga together, have a picnic, chat or read our favorite book. b/ Active day, choosing a trail to do and simply go for it and then reward ourselves with Poncha! c/ Experience day, booking a surf lesson or Canyoning and push our limits d/ Road trip day, want to see as much as possible, do you still have a list of places you want to tick off? Let's drive around the island in a day.

PR13 Vereda do Fanal

Day 7
Our last full day together, we will start by visiting mystical Fanal forest. It is truly magical place, mysterious fog usually covers the evergreen trees, and it is just like in a fairy tail. Small hike around and time for unique pictures.

Ponta do Pargo

Day 7-8
On our last night together, we will reflect on the amazing trip, whilst watching sunset at the west point of the island. One of the top sunset viewing spots next to lighthouse, perfect to watch the sun setting on the horizon.

Santa Cruz

Day 8-9
The last day (Day 9), departure day, if the timing of your flights allows, we will visit the best viewing point to see the spectacular aircraft landings in Madeira airport. At the end, I will drop you to the airport and we will say our farewells! :)
Trip Summary
9 days trip
Machico, PR8 Verada da Ponta de São Lourenço & 9 more
Questions and Answers

Hello, can I join if there is a last minute cancellation?

In case of cancellation, yes, but otherwise we are full for this one. Please check out Fall Espaces in September! It'll be equally fun!

Hello Gabriela, I'm very interested in visiting Madeira. I just wondered, if I was to stay on at ano... Read More

Hi Tim! Glad to hear from you! Quite accessible and we can totally organize something outside of the dates too! 😎

Hey I'm interested in the trip :) Can you contact me please? Instagram hani_isa0 Reagrds Hani

Hi Hani! Happy to answer all your questions and have you in board!

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