Hiking Portugal's Islands: Madeira & The Azores

Day By Day Itinerary

1. Day 1Friday: Welcome to Madeira

   

   Welcome to Madeira Island! We'll handle your airport transfers on arrival and departure, ensuring your adventure's seamless start and finish.

   *Want to maximize your time in paradise? Consider pre-booking an early check-in during the booking process. This way, you can hit the ground running and start exploring sooner! Don't hesitate to contact our booking agents if you have any questions or need assistance setting this up.

   Suggestion for the day: Explore Downtown Funchal

   Step back in time and explore the vibrant tapestry of Funchal, the heart of Madeira Island! Nestled amidst lush hills and overlooking the vast Atlantic, this city boasts a rich history dating back to the early 15th century. Founded by Portuguese explorers, Funchal became a cosmopolitan center, a vital stop on trade routes between Europe and the New World. Today, Funchal exudes Portuguese charm, offering a captivating blend of its historical legacy and lively modern spirit.

   Don't Miss:

   • Mercado dos Lavradores (Farmers' Market): Immerse yourself in the sights and smells of the bustling Mercado dos Lavradores (and taste delicious exotic fruit!)
   • Sé Cathedral (Funchal Cathedral): Step into the magnificent Sé Cathedral, a landmark showcasing Gothic and Romanesque architectural styles.
   • Santa Clara Convent: Admire the beautiful cloisters and learn about the convent's fascinating history.
   • Museu de Arte Sacra (Museum of Sacred Art): Uncover a collection of religious art and artifacts at the Museu de Arte Sacra.
   • Blandy's Wine Lodge: Embark on a journey through Madeira's renowned wine culture with a visit to Blandy's Wine Lodge. Sample the island's famous fortified wines and learn about the traditional production methods.
   • Zona Velha (Old Town): Wander through the charming cobbled streets of Zona Velha, Funchal's historic center. Admire the colorful houses and discover hidden squares and fountains.
   • Praça do Município (Municipal Square): Relax in the heart of Funchal at the Praça do Município, the main square. People watch, soak in the atmosphere and enjoy the lively street performers.
   • Fortaleza de São Tiago (São Tiago Fort): Cap off your day with a visit to the Fortaleza de São Tiago, a 17th-century fort offering stunning ocean views. Explore the ramparts and learn about Funchal's maritime history.
2. Day 2Saturday: Typical Night Dinner (Included)

   

   Typical Night Dinner (07:30 PM - 10:30 PM)

   Experience the soul of Portugal with a captivating evening of fado music and a delicious 3-course dinner. Savor traditional cuisine while being enchanted by the soulful melodies of the fado performers. After dinner, enjoy breathtaking panoramic views of Funchal from a nearby viewpoint.

    

3. Day 3Sunday: Levada Rabaçal / 25 Fontes Hike (Included)

   

   Levada Rabaçal / 25 Fontes Hike (8:30 AM - 4 PM)

   Begin your adventure at Paul da Serra with the Rabaçal Levada Hike, descending into the stunning Rabaçal Valley. Immerse yourself in the lush Laurissilva Forest, a UNESCO World Heritage site, and marvel at the breathtaking Risco waterfall. As you continue, the vibrant greenery and soothing sounds of nature envelop you. Discover diverse plant species like Tree Heather, Besom Heath, and Madeira Bilberry, and watch for the rare Trocaz Pigeon. The hike culminates at the enchanting 25 Fontes, a verdant lake surrounded by vines and giant ferns, before retracing your steps back through this natural wonderland.

   More Details:

   • Distance: 2.6 miles (5.3 miles roundtrip)
   • Difficulty: Moderate
   • Duration: 3 hours
   • Max/Min Altitude: 4225ft  / 3162ft
4. Day 4Monday: Levada of Queimadas / Caldeirão Verde Hike (Included)

   

   Levada of Queimadas / Caldeirão Verde Hike (8:30 AM - 5 PM)

   Embark on a truly special hike along one of Madeira's oldest Levadas. This enchanting trail takes you through the lush Laurissilva Forest, a UNESCO World Heritage site, where you'll be immersed in nature and surrounded by stunning landscapes. Admire the beauty of valleys, small craters, waterfalls, the sea, and mountains as you journey through this serene environment. The hike also includes a visit to the Natural Park of Queimadas, adding an extra layer of natural wonder to your adventure.

   More Details:

   • Distance: 5.4 miles (10 miles roundtrip)
   • Difficulty: Moderate
   • Duration: 6 hours and 30 minutes
   • Max/Min Altitude: 3346ft / 2860ft
5. Day 5Tuesday: Levada Maroços Hike (Included)

   

   Levada Maroços Hike (08:30 AM - 1 PM)

   Discover the heart of Madeira on the Levada Maroços hike. This scenic trail winds through traditional agricultural landscapes, showcasing the island's rich heritage. Witness the ingenuity of our ancestors as you explore the intricate irrigation system of levadas. Immerse yourself in the beauty of the countryside as you walk alongside the canal, surrounded by lush vegetation and breathtaking views. Conclude your adventure with a visit to the iconic Caniçal tunnel.

   More Details:

   • Distance: 7.3 miles
   • Difficulty: Moderate
   • Duration: 4 hours
   • Max/Min Altitude: 866ft / 7807ft

    

   Suggestion for your free evening: Experience the Magic of Madeira with a Sunset Experience

   Indulge in an unforgettable evening as you ascend to the summit of Pico do Arieiro, Madeira's third-highest peak. Savor delectable appetizers and refreshing drinks while taking in breathtaking panoramic views. As the sun dips below the horizon, painting the sky with vibrant hues, witness a celestial spectacle unlike any other. After dark, immerse yourself in the beauty of the night sky, stargazing under the island's pristine conditions.

6. Day 6Wednesday: Flight to São Miguel Island

   

   Welcome to São Miguel Island! Relax and unwind from the moment you arrive. We'll handle your airport transfers on arrival and departure, ensuring your adventure's seamless start and finish.

   *Want to maximize your time in paradise? Consider pre-booking an early check-in during the booking process. This way, you can hit the ground running and start exploring sooner! Don't hesitate to contact our booking agents if you have any questions or need assistance setting this up.

   Suggestion for the day: Explore Downtown Ponta Delgada

   It’s time to explore Ponta Delgada, the main city, that beckons not only with its charming streets and vibrant atmosphere but also with its status as the economic heart of the archipelago. Ponta Delgada evokes all the charms of Europe with cobbled streets, sidewalk cafes, and a thriving culinary scene. 

   Don’t Miss:

   • Simply Stroll Through Ponta Delgada’s Cobblestone Streets: Start your São Miguel discovery with a stroll along Ponta Delgada's charming city streets. Admire the architecture, from historical buildings to colorful houses. Peek into local shops and soak in the atmosphere.
   • Portas da Cidade: Standing proudly at the entrance to Ponta Delgada, the Portas da Cidade (City Gates) serves as a symbolic gateway to the city's rich history and vibrant culture. 
   • Matriz Church: Visit the impressive Matriz Church, a beautiful example of Azorean religious architecture right in the city center.
   • Pineapple Paradise: Embark on a unique adventure to a nearby pineapple plantation. Learn about the island's pineapple production, witness these fascinating plants, and perhaps even enjoy a refreshing pineapple treat.
7. Day 7Thursday: Whale Watching Experience (Included)

   

   Whale Watching Experience (08:30 AM - 11:30 AM)

   Discover a world beneath the waves! Embark on a thrilling whale-watching adventure in the Azores. Encounter majestic whales, playful dolphins, and a diverse marine ecosystem. Learn about these incredible creatures from our expert guides before setting sail. Respect for the ocean and its inhabitants is at the heart of our experience.

    

   Suggestion for your free afternoon/evening: Furnas Night Thermal Bath & Dinner

   Escape the daytime crowds and bask in the mystical atmosphere of Furnas' thermal waters at night. Imagine soaking in naturally heated pools under a canopy of stars – a truly magical experience.

   Your journey begins with a breathtaking stop at the Pico do Ferro viewpoint, where you'll marvel at the panoramic vista of the Furnas volcanic crater. Afterward, we'll whisk you away to the renowned Poça da Dona Beija thermal baths. These naturally warm waters are believed to possess therapeutic properties, offering the perfect opportunity to unwind and rejuvenate.

   After soaking in the thermal bliss, we'll savor a delicious dinner at one of our trusted restaurants in Furnas. This authentic culinary experience will tantalize your taste buds and complete your evening of pure relaxation.

8. Day 8Friday: Lagoa do Fogo Hike (Included)

   

   Lagoa do Fogo Hike (9 AM - 5 PM)

   This tour whisks you away to one of São Miguel Island's most breathtaking natural wonders: Lagoa do Fogo (Fire Lake). Prepare to be captivated by a landscape tapestry rich in history, nature, and diverse plant life.

   The Lagoa do Fogo trail winds through a captivating display of native and endemic vegetation. As you traverse the 11-kilometer path, you'll gain a unique perspective of the stunning lagoon, unlike any other. While the trail boasts moderate climbs and descends towards Lagoa do Fogo, the challenge is undeniably rewarding. This unforgettable experience will leave you with memories that will last a lifetime.

   More Details:

   • Distance: 6.8 miles
   • Difficulty: Moderate
   • Duration: 4 hours
   • Max/Min Altitude: 2198ft / 656ft
9. Day 9Saturday: Sete Cidades Hike (Included)

   

   Sete Cidades Hike (9 AM - 1PM)

   This trail, with a length of 5km, starts very close to the famous Lagoa do Canário, where we will see other magnificent lesser-known lakes, such as Lagoa Rasa and Lagoa das Éguas.

   It will be seen that there is a very humid microclimate and therefore rich in endemic plants.

   After seeing a little of the inner corners of the largest caldera in the Azores, the Sete Cidades caldera, we will have the possibility to go to the Boca do Inferno viewpoint. Easily with one of the best views on the island of São Miguel.

   More Details:

   • Distance: 7.3 miles
   • Difficulty: Moderate
   • Duration: 3 hours 
   • Max/Min Altitude: 2798ft / 902ft

    

   Suggestion for your free afternoon/evening: Hot Pool in a Pineapple Greenhouse at Herdade do Ananás

   Immerse yourself in a relaxing dip at a 12-square-meter pool nestled amidst a captivating pineapple plantation. The luxuriously warm water (36º C/96º F degrees) and the unique atmosphere of the greenhouse create a haven of tranquility. Let the soothing waterfall lull you into a state of pure relaxation. Afterward, embark on a guided pineapple tour led by an expert (5 pm, 20-30 minutes). Learn about the fascinating process of cultivating this unique Azorean fruit and capture a memorable photo amidst the lush pineapple plants.

10. Day 10Sunday: Sanguinho Hike (Included)

    

    Sanguinho Hike (9 AM - 4:30 PM)

    This incredible hike begins in the charming town of Faial da Terra, known locally as "The Nativity Scene of The Island" due to the small houses that are scattered along the mountain. The hiking trail starts guiding us through a valley historically plagued by pirate attacks. The trail culminates at the breathtaking Salto do Prego waterfall, passing a restored charming village – a reminder of the island's emigration history in the 60s and 70s. Once you reach Salto do Prego waterfall, feel free to grab your picnic lunch or go for a refreshing swim in the crystal-clear waters!

    The hike initially ascends to Sanguinho, a place named after the abundant local endemic Frangula azorica. The path, offering spectacular views over the parish and the ocean, continues through a forest populated with Japanese Cedar and other species like Ginger lilies and Australian Cheesewood. After enjoying the serene environment at Salto do Prego, the return journey follows a stream flowing from the waterfall back to Faial da Terra, through vibrant vegetation.

    The tour concludes with a scenic drive along the island's coast back to Ponta Delgada. This comprehensive tour offers a full experience of São Miguel's rich landscapes, history, and culture, making it an unforgettable adventure.

    More Details:

    • Distance: 6.8 miles
    • Difficulty: Moderate
    • Duration: 2 hours
    • Max/Min Altitude: 695ft / 114ft
11. Day 11Monday: Dinner with Locals (Included)

    

    Suggestion for your free morning & afternoon: Immerse yourself in a floral paradise and explore Nordeste

    Unveil the secrets of São Miguel on a captivating full-day journey to Nordeste! Unveil the natural wonders of Ribeira dos Caldeirões Park, where cascading waterfalls and dramatic landscapes steal the show. Witness breathtaking ocean vistas from the iconic Miradouro da Ponta do Sossego, a photographer's dream. Savor a delicious local lunch before exploring the charming historic center of Vila do Nordeste. Escape the crowds and discover the hidden treasures of Nordeste.

     

    Dinner with Locals (7 PM - 10 PM)

    Immerse yourself in the heart of Azorean culture with this exclusive private experience. Venture beyond the tourist path and visit a local home, where you'll be warmly welcomed by friendly Azoreans. This intimate setting offers a unique glimpse into the islands' vibrant lifestyle and delectable cuisine.

    Indulge in a four-course meal showcasing the very best of Azorean specialties. Fresh, local ingredients will tantalize your taste buds, paired perfectly with regional wines. Engage in lively conversation with your hosts, learning firsthand about growing up and living on these beautiful islands. Discover the local traditions, and customs, and the unique challenges and rewards that come with life in the Azores.

    This private immersion is designed to create lasting memories. Whether you're a curious foodie or a culture enthusiast, this experience promises a deep connection with the heart and soul of the Azores.

    Includes a 4-course meal, local wines, and beverages.

    More Details:

    • The menu will be agreed in advance
    • Vegetarian options are available
    • Hosts speak English fluently
12. Day 12Return Flight Home

    

    We've arranged your hotel transfer to ensure a smooth journey to the airport.

    Thank you for choosing us to be your travel companions on this adventure! It's been a pleasure assisting you in creating unforgettable memories. We wish you happy travels and until next time!