Epic Azores Hike: Faial, São Jorge & Pico

After breakfast, embark on a scenic transfer to Caldeira do Faial, the island’s most iconic natural landmark. Perched at around 900 metres above sea level, this vast volcanic crater, 2 000 metres wide and 300 metres deep, offers a stunning glimpse into Faial’s geological heart. Hike the panoramic trail along the rim for breathtaking views of the island, the Atlantic Ocean, and the neighbouring islands of Pico and São Jorge.
Descend the southern slopes through lush forests, alongside a traditional levada (irrigation canal), and past hydrangea-draped pastures, a signature of the Azorean landscape. The trail continues with gentle ascents and descents shaped by Faial’s volcanic terrain, leading to the dramatic Capelinhos Volcano at the island’s westernmost point. This stark, volcanic landscape—formed during the 1957 eruption—offers a striking contrast to Faial’s verdant interior and a firsthand experience of nature’s raw power. Return to your accommodation in the evening, with memories of Faial’s volcanic beauty and panoramic vistas.

Walk : Caldeira do Faial > Dez Vulcoes > Capelinhos | 5h | 19 km | Elevation: +470m/-1260m
Meals included: breakfast
Night : Horta

This morning, transfer to Horta Marina for the ferry to São Jorge Island, known for its dramatic cliffs and lush landscapes. Upon arrival, your driver will take you to the "Reserva Florestal das Sete Fontes", where your scenic walk begins.
Follow the trail to Ponta das Rosais, the island’s westernmost point, featuring the abandoned lighthouse damaged in the 1980 earthquake. Perched about 200 metres above sea level, this spot offers breathtaking views of the Atlantic Ocean and the neighboring islands of Faial and Pico.
Return via pastoral paths lined with traditional stone walls and blooming hydrangeas, soaking in the serene countryside before transferring to your accommodation in Velas.

Walk : Ponta das Rosais loop | 3h | 13 km | Elevation :+390m/-440m
Meals included : breakfast
Night : Velas 

After breakfast, transfer to Pico das Calderinhas to begin a São Jorge hiking adventure along the island’s volcanic crest. The trail passes several peaks before reaching Pico da Esperança, the island’s highest point at 1,053 metres above sea level, where panoramic views of the island and the Atlantic Ocean await.
The second part of the hike descends along the northern coast, crossing lush pastures and traditional stone walls, until reaching Fajã do Ouvidor, a picturesque coastal village with terraced hillside houses and natural volcanic pools at sea level.
In the afternoon, return to Velas for a relaxing evening, reflecting on a day filled with São Jorge’s dramatic landscapes and authentic Azores scenery.

Walk : Pico das Calderinhas > Pico da Esperanza > Fajã do Ouvidor | 4h | 17 km | Elevation :+280m/-1040m
Meals included : breakfast
Night : Velas

This morning, transfer to the marina for the ferry to Pico Island, famed for its volcanic landscapes and UNESCO-listed vineyards. Upon arrival, your driver takes you to Madalena to drop off your luggage before starting today’s scenic hike. The trail follows Pico’s southern coast, passing charming fishing villages where swimming is possible, and winds through vineyards growing in lava rock, a traditional cultivation method recognized as a UNESCO World Heritage site. The route stays close to the Atlantic Ocean, offering stunning ocean views along an easy-to-follow, partially marked path.
After your hike, return to your hotel in Madalena and relax, soaking in the natural beauty and unique cultural heritage of Pico Island.

Walk : Madalena > Candelaria | 3h | 10km | Elevation: +210m/-195m
Meals included : breakfast
Night : Madalena or Lajes 

We highly recommend :
. Joining a whale watching tour from Pico Island ! Outing at sea aboard a zodiac, departing from Madalena to try and observe the numerous cetaceans that populate the waters of Azores.

Today, embark on an unforgettable Pico Mountain hike, ascending Portugal’s highest peak at 2 351 metres above sea level. After breakfast, transfer to the trailhead and prepare for a full-day Azores hiking adventure, offering spectacular views of the island’s volcanic landscape, neighbouring islands, and the Atlantic Ocean.
The trail winds through volcanic rock fields, alpine vegetation and rugged terrain, gradually rising to Pico’s summit. At the top, enjoy panoramic vistas that reward your effort: a highlight of any self-guided Azores itinerary! Descend along the same route, taking in the unique flora and dramatic volcanic scenery that make Pico Island a hiker’s paradise. Return to Madalena in the evening.

Walk : Pico mount ascent | 6h | Elevation :+1 100m / -1 100m
Meals included : breakfast
Night : Madalena

Note :
. This hike is Level 3 (challenging) and takes place in a multinational group accompanied by a certified guide. Maximum of 15 persons / guide
. This hike is subject to weather conditions. The guide will decide if the hike is possible or not. 
. It is possible to privatise the guide, please contact us.

This morning, set out from Madalena for a scenic Pico Island hike to Lagoa do Caiado, a serene crater lake nestled in the island’s lush interior. The trail winds through verdant forests, volcanic landscapes and green pastures, offering peaceful views and plenty of opportunities to observe local flora and fauna. This moderate hike is easy to follow and perfect for those seeking a tranquil walking adventure in the Azores, immersing yourself in Pico’s natural beauty away from the crowds. Return to Madalena in the afternoon to explore the town at your leisure.

Walk : Lagoa do Caiado loop | 4h | 14 km | Elevation : + 390m/-390m
Meals included : breakfast
Night : Madalena

End of your trip after the transfer to Faial airport.

Meals included: breakfast

We recommend : 
Continuing your discovery of the Azores with one of our extensions :
. on the mysterious islands of Flores and Corvo
. on the tranquil islands of Terceira and Graciosa