A Nine Day Trip to Madeira

Updated Jul 8, 2026
Fact checked by
Marie-Ève Leclerc
Marie-Ève Leclerc Marie-Ève Leclerc
Marie-Ève, Web Director at Milesopedia, is an expert in budget travel and a slow travel enthusiast. Specializing in Aeroplan, Scene+, and Marriott Bonvoy programs, she spends nearly six months a year abroad, making travel her way of life. Constantly seeking the best waves to surf, excellent coffee, and strategies to extend her travels, she is often found in coworking spaces with fellow digital nomads or by the sea, watching the sunset.
All posts by Marie-Ève Leclerc
A Nine Day Trip to Madeira
To the point Sandra retraces her nine-day itinerary on the island of Madeira, Portugal and the credit card used to book and save on her trip.

A Nine Day Trip to Madeira

As part of our trip to Portugal, we had planned a stay in Madeira, this mountainous Portuguese island that is a hiking paradise for all skill levels. Without a doubt, it was the biggest highlight of the trip!

A Nine Day Trip to Madeira - Madeira 1

To get to the island, we took a flight of about 1 h 45 from Lisbon, on TAP Airlines: tickets reimbursed by the travel credit each of us received from our HSBC World EliteMD MastercardMD, which we signed up for last winter.

Early in the morning, we had breakfast at the ANA Lounge at Lisbon Airport, thanks to my Business Platinum CardMD from American Express.

We landed in Madeira around 9:30 a.m., on this legendary runway built on stilts that gives you the impression of landing in the open sea.

We picked up the Fiat Panda, whose small engine would struggle on several incredibly steep roads, reserved and paid for with the points from our Scotiabank Passport™ Visa Infinite + Card. Then we set off toward Funchal, the capital.

A Nine Day Trip to Madeira - portugal 3568490 1280

After a very! hearty meal at Restaurant Londres (boiled pork, liver, potatoes, cabbage and other vegetables in abundance), we settled into the first booked accommodation, a private room in a small hostel-type establishment with a shared kitchen.

The stay was reimbursed with the points from our American Express CobaltMD Card, as would be our two other accommodations. Our accommodations had been booked on Hotels.com to earn toward a free night, first going through Rakuten to collect a 2% rebate.

The next morning, we headed to Pico do Arieiro, a fantastic hike above the clouds. In the evening, we came home exhausted but amazed.

A Nine Day Trip to Madeira - Madere 2

We noticed that Pereira d’Oliveira, a Madeira wine producer offering free tastings, is located right across from our accommodation. We went in, joined the group of French visitors who had just arrived, and were served 3 samples of this sublime nectar… a lovely little end-of-day bonus.

In the evening, we went up to the roof of the Hotel Madeira for the view of Funchal all lit up.

A Nine Day Trip to Madeira - sunset 3907836 1280

On Saturday, we took the road toward Ponta de Sao Lourenco, this long peninsula battered by the wind, which forms the eastern tip of the island.

In the evening, we enjoyed a free Coimbra-style Fado concert at the Jesuit College of Funchal, just steps from our place. A truly lovely evening.

A Nine Day Trip to Madeira - Madere 3

On Sunday, we headed west. After a short visit to the legendary Reid’s Palace Hotel, the one where Empress Sissi used to come to treat her chest ailment, we dined 100% local at Viola in Camara de Lobos, where we seemed to be the only tourists.

It was quite an experience: large skewers of beef and chicken hanging above the table, polenta, a knockout little house wine and plenty of atmosphere! We even tried our first mandarin Poncha, this spirit-based drink typical of the Madeira archipelago.

On Monday morning, we set off for the Levada das 25 Fontes. The levadas are an astonishing 2,000 km network of irrigation channels, often built along cliff faces and accompanied by pretty, and sometimes vertigo-inducing, green trails. During our stay, we walked several of them, each more beautiful than the last.

A Nine Day Trip to Madeira - Madere 4

On Tuesday, we visited the town of Porto Moniz and its strange volcanic pools.

A Nine Day Trip to Madeira - Madere 5

On Thursdays we go to the top of Pico Ruivo, the roof of Madeira. Spectacular hike on a path entirely paved with large stones, which took us to almost 2,000 metres above sea level.

A Nine Day Trip to Madeira - Madere 6

We wrapped up our stay in style in Portugal. Our final accommodation, the Casa das Proteas de Sao Jorge, delighted us, both for its rustic-chic decor, the quality of the meals served, the kindness of the hosts and the enchanting setting of the surrounding countryside.

After a short visit to the TAP Premium lounge, we left Madeira early the next morning, telling ourselves that we would surely come back one day!

A Nine Day Trip to Madeira - Madere 7

The credit cards used for this trip

Here are the credit cards used for this trip, each one having provided a benefit:

A few resources to help you:

Itinerary

Here are a few points of interest from this trip to Madeira with points:

Go further with American Express Membership Rewards

To maximize your Membership Rewards earning, check our complete American Express Membership Rewards program guide and our best American Express Membership Rewards credit cards ranking, updated monthly by the Milesopedia team.

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Sandra
Sandra
I love the outdoors, travel, excursions and simple pleasures, and I love to share my best discoveries and learn about yours!
All posts by Sandra
Region
Portugal, Funchal, île de Madère

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