Hiking the Islands: São Miguel & Madeira

Hiking the heavenly trails of São Miguel and Madeira Islands.

We created a fun-filled hiking itinerary to help you make the most of your experience in Portugal’s Islands! 

What's Included?

All flights and connections
Accommodations for your destinations
Airport-Hotel Transfers
Hikes: Serra Devassa + Boca do Inferno & Sete Cidades
Hikes: Sanguinho Salto do Prego Waterfall + Furnas
Hiking: Rabaçal / 25 Fontes Levada Walk
Hikes: Moinho do Félix - Waterfalls + Tea Plantations
Jeep Tour: Santana & Combo Expedition
Expert trip manager
All taxes & fees

Why we love this deal:

  • The Azores Islands and Madeira are world-class destinations for adrenaline seekers and nature lovers alike, and the best way to truly discover all the hidden gems around the archipelagos is by hiking. 
  • In Madeira Isalnd, discover a paradise of rugged cliffs, lush levadas, and breathtaking viewpoints on an unforgettable island adventure. 
    • Levada do Rabaçal - 25 Fontes: a breathtaking journey through lush forests and cascading waterfalls of the island.
    • A Jeep & Levada Combo Tour (Madeira Island): explore Madeira's wilderness by Land Rover and on foot through the enchanting Laurisilva forest.
  • While in the Azores, encounter friendly cows, explore volcanic landscapes, and stroll through vineyards on your way to the coast
    • Salto do Prego Hiking Trail & Van Tour to Furnas: combine the adventure of one of the most beautiful hikes in São Miguel Island with a comfortable van tour to Furnas – all in one experience! 
    • Serra Devassa + Sete Cidades Tour: discover the mesmerizing beauty of twin lakes nestled in a volcanic crater, and so much more.
  • Don't miss this opportunity to embark on an extraordinary hiking adventure, uncovering the natural treasures of São Miguel Island and Madeira.
  • Customizable: Add more nights to your stay, a rental car or even more local excursions!

Itinerary

1
Day 1
Arrival in Madeira Island

Airport transfers are included in this itinerary.

Suggestion for the day:

  • Take the afternoon to stroll around Funchal’s historical streets and gardens

Highlights:

  • Monte Palace Tropical Garden
  • Madeira Botanical Garden
  • Funchal Cable Car
  • Church of Nossa Senhora do Monte
  • Monte Toboggan Ride
  • São Tiago Fortress
  • Mercado dos Lavradores
  • The Rabaçal - 25 Fontes hiking trail on Madeira Island takes you through the enchanting Rabaçal Valley, where you'll discover a series of 25 breathtaking waterfalls surrounded by lush greenery. Following the levada, the trail offers mesmerizing views of the valley, majestic cliffs, and the cascading waterfalls, culminating in a captivating experience at the 25 Fontes Waterfall.
  • Embark on an adventure that leads you deep into the heart of the island, as you traverse the mesmerizing Laurisilva forest. Later, join the local farmers on a special levada path that winds its way through picturesque sugar cane fields and a variety of vibrant crops. This unique combination allows you to savor and truly discover the essence of Madeira.

Suggestion for the day:

  • Take the day to explore Madeira’s food & wine scene: Situated in the Atlantic between Portugal and the coast of Morocco, Madeira is in a unique location at the intersection of many different flavors and influences. What can you expect to find on the menu here? Fresh tuna steak, fried cornmeal, kabobs, breads, mackerel, octopus, homemade couscous, wheat soup, and of course, loads of fresh fruit and delicious Madeira wine! 

Recommended experiences:

Suggestion for the day:

  • Embark on a whale and dolphin-watching experience: Madeira's mysterious beauty extends from its breathtaking landscapes to its surrounding ocean depths, home to a multitude of marine species including whales and dolphins in the largest whale sanctuary of the North Atlantic.

 

 

Airport transfers are included in this itinerary upon arrival and departure. 

Suggestion for the day:

  • Take the day to stroll around Ponta Delgada’s city streets. Ponta Delgada, the main city, is not only the hub of the island but the capital of the Azores. Ponta Delgada evokes all the charms of Europe with cobbled streets, sidewalk cafes, and a thriving culinary scene. 

Not to miss:

  • Portas da Cidade
  • Louvre Michaelense
  • Pineapple Plantations
  • Matriz Church
  • One of São Miguel Island's best hiking trails is the Sanguinho Trail in Faial da Terra - one of the island's most remote and unpopulated places. Faial da Terra is a sparsely populated, magical little village that is host to one of the Azores' most heavenly hidden gems. During the hike, you’ll have the opportunity to appreciate the rustic charm of the old village houses and fruit orchards that can be seen from the trail, offering scenic beauty and harkening back to a simpler time.
  • Embark on a captivating tour starting at the top of Sete Cidades volcano crater, near Canário Park. As you descend, be awed by the beauty of Canário lagoon and the famous Boca do Inferno viewpoint, offering a mesmerizing glimpse of four interconnected lagoons. Finally, reach the main viewpoint of Sete Cidades for an unforgettable experience.
  • Experience the magic of São Miguel Island's north coast, from the picturesque Lomba de São Pedro parish to the stunning Santa Iria viewpoint. Discover the unique world of black tea production at one of Europe's rare tea factories before immersing yourself in the beauty of the Moinho do Félix walking trail, where cascading waterfalls and lush green landscapes await.

Suggestion for the day:

Highlights:

  • Ponta do Sossego Viewpoint
  • Ponta da Madrugada Viewpoint
  • Arnel Lighthouse
  • Poço Azul Hiking Trail
  • Ribeira dos Caldeirões Natural Park

*itinerary presented is a suggestion and the length of stay may vary. All tours are suggestions unless specifically stated.

Flexibility Policy

No Amendment Fees on Our End
We don’t charge for our work in changing the initial itinerary.
Full flexibility on Land Arrangements
Change the initial itinerary or cancel your land arrangements for any reason until 14 days before the trip, without penalty*.
Travel Support Anytime, Anywhere
Our experienced travel agents are available 7 days a week to help with any questions, requests, or issues from when you book until after you return from your trip.

About the Destination:

The Azores

Immerse yourself in the Azores, a world-class destination for adrenaline seekers and nature lovers, where over 60 incredible hiking trails await. Whether you choose an official Azores hiking tour with a knowledgeable guide or venture out on your own, these trails offer safe and rewarding experiences to uncover the islands' hidden gems.

Check out our Azores Travel Guide for more information and tips.

Madeira

Delve into the island's unique network of ancient irrigation canals, known as "levadas," which not only served as waterways but now offer picturesque walking trails. Whether you seek a leisurely nature walk in the serene south or an exhilarating trek through the majestic north, Madeira boasts diverse trails to cater to every preference and experience level. Lace up your hiking boots and embark on an unforgettable adventure amidst Madeira's captivating landscapes.

Check out our Madeira Travel Guide for more information and tips.

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Hiking the Islands: São Miguel & Madeira
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