Day-by-Day Itinerary
May 28 – June 9, 2028
Ponta Delgada → Horta → Angra do Heroísmo → Lisbon
Welcome to the Azores, one of Europe’s best-kept secrets and a destination unlike anywhere else in Portugal. Nestled in the middle of the Atlantic Ocean, this breathtaking archipelago is known for its volcanic landscapes, emerald-green valleys, dramatic coastlines, thermal springs, and charming villages steeped in tradition. Upon arrival on São Miguel, the largest island in the Azores, transfer to our hotel and settle into the relaxed rhythm of island life.
Enjoy today at your own pace as you ease into the magic of the Azores. Take time to rest and recover from your travels, stroll along the waterfront, explore the charming streets of Ponta Delgada, or relax with a leisurely meal featuring the fresh local flavors of the islands. Enjoy the opportunity to connect with your new Sisters and begin embracing the slower pace of island life. (Breakfast included)
Today we begin our exploration of São Miguel with a closer look at the island’s charming capital, Ponta Delgada. Stroll through its historic streets as you discover a blend of Portuguese heritage, local culture, and island traditions. Along the way, we’ll admire iconic landmarks such as the elegant Portas da Cidade and the beautiful Church of São Sebastião. This afternoon, we’ll journey to the spectacular Sete Cidades caldera. From high above, take in panoramic views of the legendary twin lakes, one shimmering blue and the other green, nestled within an ancient volcanic crater. Before returning to Ponta Delgada, we’ll visit a local pineapple plantation to learn about the unique greenhouse cultivation methods that have made Azorean pineapples famous for their exceptional sweetness and flavor. This evening, we’ll gather together for a special Welcome Dinner, where we’ll celebrate the beginning of our Azores adventure while enjoying local cuisine and wonderful company. (Breakfast and Dinner included)
We’ll begin our day with a visit to one of São Miguel’s remaining basket-weaving artisans, where you’ll learn about this centuries-old craft and the family dedication that has helped preserve it for future generations. Next, enjoy a choice of experiences in the beautiful Furnas Valley. You can relax in the famous mineral-rich thermal waters of Terra Nostra Park, surrounded by lush botanical beauty, or explore the park’s stunning gardens on a guided visit, discovering exotic plants and rare species from around the world.
For lunch, you’re in for a treat as we savor a traditional Cozido das Furnas, a unique meal slow-cooked underground using the natural heat of the island’s volcanic activity. Later, we’ll visit one of Europe’s only tea plantations, where rolling green fields overlook the Atlantic Ocean. This evening is yours to enjoy at leisure with your new besties. (Breakfast and Lunch included)
Today offers a unique opportunity to experience a side of São Miguel that few visitors ever see. Tucked away in the island’s lush countryside, we’ll visit a local apiary where passionate beekeepers will introduce us to the fascinating world of honeybees and their vital role in the Azorean ecosystem. Suit up like a beekeeper and step right into the heart of the action as you get an up-close look inside a working hive. Learn how a colony functions, observe the bees at work, handle traditional beekeeping equipment, and gain insight into the sustainable practices that help protect these essential pollinators and the environment they support. This hands-on experience offers a memorable connection to both the land and the local families dedicated to preserving it. Following our visit, we’ll enjoy a delicious regional lunch featuring local flavors and ingredients, providing another authentic taste of island life in the Azores. (Breakfast and Lunch included)
This morning, we leave São Miguel behind and take a short flight to the island of Faial, a destination known for its dramatic volcanic scenery, maritime heritage, and breathtaking Atlantic views. Upon arrival, we’ll explore the charming harbor town of Horta, where colorful murals painted by sailors from around the world have transformed the marina into a living canvas. As one of the most famous ports in the Atlantic, Horta has long served as a gathering place for adventurers crossing the ocean, creating a fascinating blend of cultures and stories.
Later, we’ll make a visit to the Capelinhos Volcano Interpretation Centre, where we’ll learn about the dramatic volcanic eruption that transformed Faial’s landscape and witness the striking terrain of ash fields, lava formations, and rugged coastlines that make this area unlike anywhere else in the Azores. We’ll end the day with a visit to a local winery for a tasting of distinctive local wines, where vines thrive in volcanic soil and generations of winemakers have adapted to the island’s unique environment. (Breakfast included)
Enjoy today at your own pace with your Sisters on the beautiful island of Faial. Whether you choose to relax and soak in the peaceful island atmosphere or venture out to discover more of the island’s hidden treasures, the day is entirely yours. Stroll through the charming streets of Horta, linger at a waterfront café overlooking the marina, browse local shops, or simply enjoy the spectacular ocean views that seem to appear around every corner. For those feeling more adventurous, Faial offers scenic walking trails, dramatic coastal landscapes, and countless opportunities to connect with the island’s natural beauty. However you spend the day, this is the perfect chance to slow down, embrace the relaxed rhythm of island life, and enjoy the unique charm of one of the Azores’ most captivating islands. (Breakfast and Dinner included)
Today we fly to the island of Terceira, home to one of the Azores’ most beautiful and historically significant cities. Upon arrival, we’ll explore Angra do Heroísmo, a UNESCO World Heritage Site renowned for its colorful architecture, rich maritime history, and charming old-world atmosphere. Accompanied by a local guide, we’ll stroll through streets lined with whitewashed buildings accented by vibrant colors, elegant churches, and picturesque plazas that reflect centuries of Portuguese influence. Along the way, learn about the island’s unique cultural traditions, including the distinctive Impérios (Holy Ghost Chapels) and the important role they play in community life and local celebrations. This evening, we’ll enjoy a taste of Terceira’s hospitality as we gather for dinner at a local restaurant, where regional flavors, island traditions, and warm Azorean hospitality come together for a memorable cultural experience. (Breakfast and Dinner included)
We’re going to begin the day with a refreshing visit to the natural volcanic pools of Biscoitos, where the Atlantic Ocean has carved unique swimming areas into ancient lava rock, creating one of the island’s most scenic coastal landscapes. As we continue across the island, we’ll stop at the spectacular Serra do Cume viewpoint for panoramic views of Terceira’s patchwork countryside. Stretching across the landscape below, neatly divided fields bordered by traditional stone walls create one of the Azores’ most iconic vistas. Later, we’ll venture underground to explore Algar do Carvão, one of the few volcanic chimneys in the world open to visitors. Descend into this ancient lava tube and marvel at the fascinating geological formations, lush interior vegetation, and the quiet beauty hidden beneath the island’s surface. (Breakfast included)
Today we explore the western side of Terceira, where stunning coastal scenery, family traditions, and local flavors come together to showcase the authentic spirit of the island. First stop? Visiting a local banana plantation. Surrounded by vibrant greenery and the island’s mild climate, learn about this unique agricultural tradition while enjoying coffee and a tasting of fresh bananas and seasonal fruits grown right on the island. Next, we’ll visit a family-owned cheese factory where generations of expertise have helped create some of Terceira’s beloved dairy products. We’ll enjoy a light lunch featuring a selection of local specialties before continuing our exploration of the island.
This evening, experience the warmth of Azorean hospitality during a special home-hosted petiscos dinner. Similar to tapas, petiscos are small plates meant to be shared, bringing people together around good food and conversation. This intimate dining experience offers a wonderful opportunity to connect with local traditions, enjoy authentic regional flavors, and gain a deeper appreciation for the culture and community that make the Azores so special. (Breakfast, Lunch, and Dinner included)
We’re going to bid farewell to the enchanting Azores and journey to Lisbon, Portugal’s vibrant and historic capital. Known as the City of Seven Hills, Lisbon has long stood at the crossroads of exploration and discovery. From its waterfront, great Portuguese explorers once set sail to chart unknown parts of the world, while generations of emigrants departed in search of new opportunities across the Atlantic. The city’s rich maritime heritage remains woven into its identity, creating a destination filled with stories, culture, and resilience. Upon arrival, settle into our hotel and begin discovering the charm of this captivating city with your Sisters. (Breakfast included)
This morning, we’ll begin with a visit to the magnificent Ajuda National Palace, the former residence of Portuguese royalty. As you explore its lavish rooms, grand halls, and impressive collections of art and furnishings, you’ll gain insight into the country’s royal past while enjoying beautiful views overlooking the Tagus River. Later, discover the vibrant heart of Lisbon on a guided walking tour through the historic Baixa district while strolling along lively streets filled with cafés, shops, and beautiful architecture while learning about the city’s rich history and remarkable resilience. Along the way, take in the spectacular waterfront setting of Praça do Comércio, one of Lisbon’s most iconic squares, where sweeping views of the Tagus River create the perfect backdrop.
The afternoon is free for you and your Sisters to enjoy at leisure before we gather this evening one final time for a special Farewell Dinner. Together, we’ll celebrate the incredible experiences, breathtaking landscapes, cultural discoveries, and new friendships that have made our Azores and Portugal adventure so memorable. (Breakfast and Dinner included)
Sadly, our unforgettable journey comes to an end today as we say adeus to Portugal and the beautiful Azores. After breakfast, transfer to the airport for your onward flight home. As you head home, take with you not only incredible photos and stories, but also the friendships, experiences, and island spirit that make the Azores such a truly special destination. Safe travels, Sisters, until our next adventure together! (Breakfast included)