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Terceira – São Miguel · 28 August – 3 September 2026 – Main voyage image

Terceira – São Miguel · 28 August – 3 September 2026

Sail through the Azores archipelago, from Terceira to Santa Maria, the island of the sun. As we cross the Atlantic between islands, there’s a real chance of spotting dolphins, whales, and other marine life that thrive in these deep waters. The voyage concludes in the capital of São Miguel, Ponta Delgada.

28 August 2026 – 3 September 2026
6 nights
Terceira – São Miguel
Santa Maria Manuela
from€1,470/ person
Places available
This voyage is no longer bookable

Sail through the Azores archipelago, from Terceira to Santa Maria, the island of the sun. As we cross the Atlantic between islands, there’s a real chance of spotting dolphins, whales, and other marine life that thrive in these deep waters. The voyage concludes in the capital of São Miguel, Ponta Delgada.

Route

Terceira - Santa Maria - São Miguel

Port

TerceiraSão Miguel

A tall ship cruise is more than a journey - it's an experience that stays with you for a long time

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Check the voyage itinerary

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.

Santa Maria, the southernmost island of the Azores, is a true paradise for nature lovers. With breathtaking landscapes and a warmer, drier climate than the other islands in the archipelago, Santa Maria offers unforgettable trails through lush valleys, dramatic cliffs, and golden sand beaches—unique in the Azores. The stunning São Lourenço Bay, with its terraced vineyards, and the beautiful Praia Formosa are must-visit spots for those seeking natural beauty and tranquility. For adventure seekers, the island’s crystal-clear waters provide excellent diving opportunities, allowing you to explore volcanic reefs and a thriving marine ecosystem. Scenic viewpoints across the island offer spectacular panoramic views, while caves and geological formations, such as Ribeira de Maloás, showcase the raw power of nature. With an authentic atmosphere and a relaxed pace of life, Santa Maria is the perfect destination for those looking to connect with nature and discover one of the Azores’ best-kept secrets.

Photo: Jules Verne Times Two, CC BY-SA 4.0, via Wikimedia Commons (https://commons.wikimedia.org/wiki/File:Panoramic_view_from_Pico_Alto,_Santa_Maria,_Azores,_Portugal_(PPL2-Enhanced)_julesvernex2.jpg)

Santa Maria, on the island of the same name in the Azores, has a quieter, sunnier feel than many Atlantic ports, with low hills, whitewashed houses and a relaxed harbour setting. From the port you get an immediate sense of the island’s gentle coastline, while nearby you can look out for small bays, green slopes and the laid-back character of this southern corner of the archipelago.

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

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)

Santa Maria

Santa Maria, on the island of the same name in the Azores, has a quieter, sunnier feel than many Atlantic ports, with low hills, whitewashed houses and a relaxed harbour setting. From the port you get an immediate sense of the island’s gentle coastline, while nearby you can look out for small bays, green slopes and the laid-back character of this southern corner of the archipelago.

Photo: Jules Verne Times Two, CC BY-SA 4.0, via Wikimedia Commons (https://commons.wikimedia.org/wiki/File:Panoramic_view_from_Pico_Alto,_Santa_Maria,_Azores,_Portugal_(PPL2-Enhanced)_julesvernex2.jpg)
Photo: Jules Verne Times Two, CC BY-SA 4.0, via Wikimedia Commons (https://commons.wikimedia.org/wiki/File:Panoramic_view_from_Pico_Alto,_Santa_Maria,_Azores,_Portugal_(PPL2-Enhanced)_julesvernex2.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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