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Faial – São Miguel · 8–13 September 2026 – Main voyage image

Faial – São Miguel · 8–13 September 2026

We start our island-hopping adventure in Faial with the chance to visit Horta and its famous Peter's Café Sport bar frequented by yachtsmen since 1918. Marvel at the kaleidoscope of colors that adorn the marina, a centuries old canvas painted by sailors from around the world, leaving their mark on this seafaring haven. Before we depart, delve into the fascinating world of marine giants at the Whale Museum, a reminder of the need to protect this fragile ecosystem. From Horta we sail north across the Sao Jorge Channel and up to Terceira, anchoring in the bay of UNESCO-listed Angra do Heroísmo, the Azores' oldest town, with its 16th-century fortress and Renaissance town. Explore the town or consider visiting Algar do Carvão with its 90m-deep volcanic chimney, or the island’s vineyards and lava-rock bathing pools in Biscoitos.Too soon we must sail east for São Miguel. During the crossing keep an eye open for sperm whales hunting in the deep channels for giant squid, and there’s always a chance to sight blue, fin and sei whales. Bottlenose, Atlantic spotted and common dolphins are also found here at this time of the year. Take the helm, trim the sails, or help navigate. When you’re not busy, kick back with a book, play some games, or enjoy the stars at night.The mid-Atlantic cosmopolitan city of Ponta Delgada awaits, complemented by an island lush in greenery, geothermal wonders, and charming villages. After disembarking consider exploring the natural hot springs, volcanic craters, and breathtaking vistas that offer a fitting conclusion to your unforgettable tall ship voyage. To the west lie Sete Cidades’ volcanic lakes, a testament to the island's fiery past, and the Azores' most recognized natural monument.

8 September 2026 – 13 September 2026
5 nights
Faial – São Miguel
Santa Maria Manuela
from€900/ person
Places available
Visit operator's page

We start our island-hopping adventure in Faial with the chance to visit Horta and its famous Peter's Café Sport bar frequented by yachtsmen since 1918. Marvel at the kaleidoscope of colors that adorn the marina, a centuries old canvas painted by sailors from around the world, leaving their mark on this seafaring haven. Before we depart, delve into the fascinating world of marine giants at the Whale Museum, a reminder of the need to protect this fragile ecosystem. From Horta we sail north across the Sao Jorge Channel and up to Terceira, anchoring in the bay of UNESCO-listed Angra do Heroísmo, the Azores' oldest town, with its 16th-century fortress and Renaissance town. Explore the town or consider visiting Algar do Carvão with its 90m-deep volcanic chimney, or the island’s vineyards and lava-rock bathing pools in Biscoitos.Too soon we must sail east for São Miguel. During the crossing keep an eye open for sperm whales hunting in the deep channels for giant squid, and there’s always a chance to sight blue, fin and sei whales. Bottlenose, Atlantic spotted and common dolphins are also found here at this time of the year. Take the helm, trim the sails, or help navigate. When you’re not busy, kick back with a book, play some games, or enjoy the stars at night.The mid-Atlantic cosmopolitan city of Ponta Delgada awaits, complemented by an island lush in greenery, geothermal wonders, and charming villages. After disembarking consider exploring the natural hot springs, volcanic craters, and breathtaking vistas that offer a fitting conclusion to your unforgettable tall ship voyage. To the west lie Sete Cidades’ volcanic lakes, a testament to the island's fiery past, and the Azores' most recognized natural monument.

Route

Faial – Terceira - São Miguel

Port

FaialSão Miguel

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Faial Island is a stunning destination known for its natural beauty and volcanic landscapes. The famous Capelinhos Volcano, which erupted in 1957, is a must-visit site, offering breathtaking views and an interpretation center that tells the story of the eruption. Visitors can explore the Caldeira do Faial, a massive crater with trails that provide panoramic views of the island and the ocean. The coastline is dotted with coves and beaches, such as Porto Pim Beach, perfect for relaxing and enjoying nature. Culturally, Faial is rich in traditions, reflected in its popular festivals and the architecture of its towns, such as Horta. The local cuisine features fresh fish dishes and delicious grilled limpets, making the experience on the island even more memorable.

Photo: Ruben JC Furtado, Public domain, via Wikimedia Commons (https://commons.wikimedia.org/wiki/File:FAI_Faial_Island.JPG)

Arriving at Faial, you are greeted by the wide Atlantic horizon, a marina lined with yachts, and the green volcanic slopes rising behind Horta. Nearby, the town has a relaxed Azorean feel, with views toward neighboring Pico and a coastline shaped by wind, sea, and old lava.

Terceira Island, one of the most beautiful in the Azores archipelago, is known for its lush nature and stunning landscapes. The Algar do Carvão, an impressive volcanic cave, offers a unique experience with its stalactites and stalagmites, along with an underground lake. Visitors can explore Serra do Cume, which provides panoramic views of the island and its verdant fields. The local culture is rich and lively, reflected in traditional festivals like the Semana do Mar and the colorful houses of Angra do Heroísmo, a UNESCO World Heritage site. The island's cuisine is delightful, featuring the famous bucho recheado, a traditional dish, and freshly grilled fish. With its combination of natural beauty, vibrant culture, and delicious cuisine, Terceira is a must-visit destination for anyone exploring the Azores.

Photo: singra13, CC BY-SA 3.0, via Wikimedia Commons (https://commons.wikimedia.org/wiki/File:EN5-2A,_9700,_Portugal_-_panoramio_(1).jpg)

Arriving at Terceira, you are greeted by a volcanic Atlantic island of green slopes, dark rock and a lively harbour atmosphere shaped by the sea. Nearby, the historic streets of Angra do Heroísmo and broad ocean views give the island a relaxed but distinctive Azorean character.

Ponta Delgada, the vibrant capital of São Miguel in the Azores, captivates visitors with its rich cultural heritage and stunning landscapes. The historic center, featuring the impressive Church of São Sebastião and the City Gates, invites exploration of its colonial architecture. Don't miss the chance to stroll through the António Borges Garden, where lush flora intertwines with serene pathways. For food lovers, the famous Furnas stew is a must-try experience, along with the freshest fish and seafood dishes. Local markets, such as the Mercado da Graça, provide a true immersion into the flavors of the land, showcasing regional fruits, cheeses, and wines. Ponta Delgada is undoubtedly a destination that beautifully combines history, nature, and culinary delights in perfect harmony.

Photo: Rasibo, CC BY-SA 4.0, via Wikimedia Commons (https://commons.wikimedia.org/wiki/File:Est%C3%A1dio_de_S%C3%A3o_Miguel_(62276).jpg)

Arriving at São Miguel, you are greeted by the lush volcanic landscape that makes the Azores feel both dramatic and serene. From the harbour, the island’s green slopes, black lava coast, and the nearby town atmosphere invite you to explore a place shaped by the Atlantic, with scenic viewpoints and crater lakes further inland.

Places you'll visit

Faial

Arriving at Faial, you are greeted by the wide Atlantic horizon, a marina lined with yachts, and the green volcanic slopes rising behind Horta. Nearby, the town has a relaxed Azorean feel, with views toward neighboring Pico and a coastline shaped by wind, sea, and old lava.

Photo: Ruben JC Furtado, Public domain, via Wikimedia Commons (https://commons.wikimedia.org/wiki/File:FAI_Faial_Island.JPG)
Photo: Ruben JC Furtado, Public domain, via Wikimedia Commons (https://commons.wikimedia.org/wiki/File:FAI_Faial_Island.JPG)

Terceira

Arriving at Terceira, you are greeted by a volcanic Atlantic island of green slopes, dark rock and a lively harbour atmosphere shaped by the sea. Nearby, the historic streets of Angra do Heroísmo and broad ocean views give the island a relaxed but distinctive Azorean character.

Photo: singra13, CC BY-SA 3.0, via Wikimedia Commons (https://commons.wikimedia.org/wiki/File:EN5-2A,_9700,_Portugal_-_panoramio_(1).jpg)
Photo: singra13, CC BY-SA 3.0, via Wikimedia Commons (https://commons.wikimedia.org/wiki/File:EN5-2A,_9700,_Portugal_-_panoramio_(1).jpg)

São Miguel

Arriving at São Miguel, you are greeted by the lush volcanic landscape that makes the Azores feel both dramatic and serene. From the harbour, the island’s green slopes, black lava coast, and the nearby town atmosphere invite you to explore a place shaped by the Atlantic, with scenic viewpoints and crater lakes further inland.

Photo: Rasibo, CC BY-SA 4.0, via Wikimedia Commons (https://commons.wikimedia.org/wiki/File:Est%C3%A1dio_de_S%C3%A3o_Miguel_(62276).jpg)
Photo: Rasibo, CC BY-SA 4.0, via Wikimedia Commons (https://commons.wikimedia.org/wiki/File:Est%C3%A1dio_de_S%C3%A3o_Miguel_(62276).jpg)

Frequently asked questions about tall ship cruises and sailing ships

Many leisure and introductory voyages accept guests without sailing experience. Training and expedition voyages may require active participation, minimum ages or a particular level of mobility. Check the operator's conditions for the exact voyage before booking.
Start with the operator's joining instructions because space, dress rules and required equipment vary by ship. Soft luggage, layered clothing, a waterproof outer layer, sun protection and operator-approved non-slip footwear are common recommendations. Ask a medical professional about suitable seasickness precautions if needed.
Choose a cruise on the Cruise Tall Ships site, click the offer and go to the operator's booking page. We do not charge fees – we connect you directly with the cruise organizer.
Choosing a tall ship cruise is more than just booking a vacation; it is an invitation to experience the timeless romance of the sea. Unlike modern, crowded cruise liners, a traditional sailing vessel offers an intimate atmosphere where the sound of the wind in the canvas replaces the hum of engines. Taking part in such a unique voyage allows you to connect with maritime heritage while enjoying the comforts of a modern leisure cruise. Whether it’s the thrill of seeing the horizon from a wooden deck, the spectacular sight of a full press of sail, or the chance to visit hidden coastal gems inaccessible to larger ships, a tall ship voyage offers a sense of freedom that is simply unmatched. It is the perfect choice for travelers seeking authenticity, tranquility, and a truly luxury sailing experience that stays with them long after they return to shore.
Tall ships cruises take place on many waters: Baltic, North Sea, Atlantic, Caribbean, Mediterranean and others. Each offer indicates the region and route.
Safety rules, vessel certification, briefings and required equipment depend on the ship, flag state, route and operator. Review the operator's current safety information and ask them directly about certification or accessibility before booking.
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Swimming requirements vary by operator and voyage. Do not assume that a life jacket removes an operator's swimming or mobility requirement; confirm the conditions for the specific departure.

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