The nine Azores islands offer a world of natural wonders and cultural delights that will leave you in awe. Imagine rolling green hills, majestic volcanic peaks and crystal-clear lakes emerging from the landscapes, and magnificent architecture and quaint local traditions characterizing village life. This Portuguese archipelago is the perfect destination to experience off-the-beaten-path adventures and immerse in unique customs.
One area of the Azores that offers a plethora of hidden gems is the Azorean Triangle made up of Faial, Pico and São Jorge. Due to their proximity to one another, it’s easy to travel between them and enjoy amazing views of each neighboring island. Faial is celebrated for the breathtaking Capelinhos Volcano and the picturesque Marina da Horta, while Pico boasts the highest mountain in the Azores and São Jorge features a series of jaw-dropping “fajãs” (flat terrains surrounded by dramatic cliffs).
Visiting all three islands is an essential part of every Azores holiday and the best way to do so is to book customized trips with Our Island – a five-star rated travel agency that designs private hiking, sport, cultural and family experiences in the Azorean Triangle. Our Island champions the principles of responsible tourism and sustainability – ensuring that each trip is run in the most environmentally-friendly and authentic way possible.
The company founders – Luís Bicudo, Rita Cartageno and Pedro Escobar – are close friends who share a deep connection and love for the Azores islands. In fact, Luís and Pedro are both from Faial, and Rita, despite having lived in many countries around the world, considers the Triangle islands her home. With these three friendly faces as your local hosts, your Azorean getaway will be filled with thrills during every waking moment.




Best Customized Trips in the Azores
The Azores customized trips with Our Island are tailored to active travelers who wish to book all-inclusive itineraries. Whether you gravitates towards hiking, mountain biking, trail running or family-friendly activities – Our Island has a range of once-in-a-lifetime journeys ready to go. Each of the itineraries mentioned below include the necessities for a stress-free vacation such as meals, transport, accommodation, excursions, and a local guide who will introduce you to the islands’ natural beauty and rich history.
7-Day Hiking Trip on Faial & Pico Islands
The 7-day hiking trip with Our Island is a captivating adventure that takes guests through the stunning Faial and Pico islands. Two of the highlights are the Faial Caldeira Descent and Pico Mountain Climb, hikes that transport you to epic landscapes where you can spot endemic vegetation and marvel at panoramic views. Half of the fun is getting lessons by the guides on the different geology, biology and history of the islands.
Starting on Faial, the journey commences with a warm welcome from the knowledgeable guide who will accompany you throughout the trip. Faial is known for its dramatic volcanic landscapes, and participants will have the opportunity to explore the island’s pristine environment. Hiking alongside colorful caldeiras, lush forests, charming villages and hair-raising cliffs – the group will immerse themselves in the island’s unique beauty.
Then the adventure continues as the group transfers to Pico, famous for its soaring volcanic peak: Mount Pico. Hikers will have the chance to conquer this majestic mountain, taking in views of the surrounding islands and the Atlantic Ocean from its summit. The ascent is difficult but rewarding, and a professional guide ensures the safety and well-being of the group. Beyond physical challenges, this trip offers cultural experiences that provide insights into the local way of life on both Faial and Pico.
Travelers will get to join two cultural tours where traditional houses, local cuisine and friendly islanders allow you to gain a deeper understanding of Azorean heritage. On this retreat, guests will also be staying in comfortable accommodations – helping them rejuvenate after exhilarating hikes. Delicious meals featuring local ingredients are provided, ensuring that hikers are energized throughout the journey. This 7-day hiking trip on Faial and Pico offers a unique blend of adventure and cultural immersion.



12-Day Hiking Trip on Faial, Pico & São Jorge Islands
The 12-day hiking retreat on Faial, Pico and São Jorge offers a comprehensive exploration of the Azorean Triangle. It’s an ideal choice for hiking enthusiasts seeking a transformative experience, where they can connect with diverse landscapes and create lasting memories. The itinerary involves seven hiking trips – including the Faial Caldeira Descent and the Pico Mountain Climb. Led by a certified guide, these activities take you to the heart of three important natural reserves on three different islands.
The journey begins on Faial, where hikers head through ancient lava fields, dense forests and coastal paths – taking in vistas of the Atlantic Ocean. The guide provides insights into the island’s geological features and shares their knowledge of the flora and fauna. Continuing, the group transfers to Pico. Here, hikers conquer the challenging ascent up Mount Pico, rewarded with superb views from the summit. Descending the mountain, travelers explore more of Mount Pico’s surroundings including vineyards.
São Jorge, known for its lush green valleys and towering cliffs, is the final port of call. On the island, hikers immerse in natural treasures, including fajãs (flat coastal plains), picturesque villages and enchanting viewpoints. The trails on São Jorge offer a diverse range of terrains and scenery, providing an enriching and varied hiking experience for adventurous souls – with the number one highlight being the Fajã de Santo Cristo Hike.
Another feature of this hiking retreat are wildlife and cultural encounters. Guests have the opportunity to go whale watching and visit the whaling museum. Finally, the group will get lost in mystical forests that were once used by ancient farming cultures, and experience traditional architecture as many of the trails walked on are ancient paths paved with dirt and cobblestones. There is simply no better hiking tour in all of the Azores.



5-Day Mountain Biking Trip on Faial & Pico Islands
This 5-day mountain biking trip is full of excitement. Taking place on the two neighboring islands of Faial and Pico, the routes that you get to cycle are nothing short of spectacular – a mix of scenic coastal trails, ancient lava fields and dense forests. It all begins on Faial where guests are greeted by the local guide at Our Island. The guide ensures all safety protocols are followed and provides valuable insight into the region’s geology.
After exploring Faial’s rugged terrain, the adventure continues as the group heads to Pico for even more fun on two wheels. Pico is dominated by the impressive volcanic peak, Mount Pico, and seeing this wonder of nature on a bike is a phenomenal sight. This mountain biking trip also offers a cultural activity where you can learn about the daily lives of the locals. Throughout the retreat, participants stay in accommodations with breakfast provided and have meals included on each day of the itinerary.



6-Day Trail Running Trip on Faial & Pico Islands
Running enthusiasts will have a blast on this 6-day journey on Faial and Pico. Exploring the islands on foot, runners traverse numerous forest and mountain landscapes which provide the perfect backdrop for exercise. As well as enjoying three trail runs, there is also the additional thrill of hiking up Mount Pico, going mountain biking and swimming in the Atlantic Ocean to break up the running. The total distance covered is 110 kilometers but the guide sets a relaxed pace to ensure everyone stays comfortable.
The trip begins on Faial, where guests are welcomed by a trail running guide. The guide ensures the safety and well-being of the runners, and provides support and encouragement to ensure everyone is pushing themselves while appreciating their surroundings. The guide also shares their expertise on the local flora and fauna, and geological features of the islands. Trail runners can challenge themselves amidst beautiful landscapes and forge a deep connection with natural wonders on this trip.


Customized Trips in the Azores for Families
The customized trips in the Azores for families promise an unforgettable experience, tailored to the needs and interests of each family member. With options for adventure, education and relaxation – these trips help families create lifelong memories. Our Island assists in planning and organizing the itinerary based on the family’s preferences and age ranges – whether it’s exploring volcanic landscapes or immersing in local culture.
Families will have the chance to explore the three islands of the Azorean Triangle – Faial, Pico and São Jorge. A guide will accompany the family on various excursions, providing insights into the local geology, history and traditions. From hiking along scenic trails to visiting charming villages, each day will be filled with exciting adventures and opportunities for bonding. Accommodations will be selected with families in mind as well, offering spacious family-friendly rooms to recharge in after a day of exploration.

