Azores Island-Hopping & Sailing Adventure – São Miguel to Terceira

Embark on the Ultimate Azores Sailing Trip.

Discover the beauty of the Azores sailing cruise aboard the majestic Santa Maria Manuela, a 68m tall ship offering hands-on sailing experiences. Over 5 days, island-hop from Ponta Delgada (São Miguel) to Faial and conclude in the historic UNESCO city of Angra do Heroísmo (Terceira). Expect stunning Atlantic views, whale and dolphin sightings, and unforgettable Azores yacht cruise moments.

Sail, Explore & Learn
Sailing education: Get involved with hoisting sails, captain the helm, or shadow our crew on deck.

Why Book This Azores Island Hopping Voyage?
-Visit three Azores islands—São Miguel, Faial, and Terceira
-Take part in an authentic sail training journey on a classic tall ship
-Explore volcanic landscapes, historic ports, and hidden coves
-Spot wildlife like whales and dolphins from deck

🌤️ Weather & Sailing Conditions
In late July, expect warm daytime temps between 22–26 °C. Light northeasterly winds provide smooth sailing, while cooler evenings call for a light jacket—perfect for relaxed stargazing.

🏝️ Island Highlights:

Ponta Delgada, São Miguel:

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.

Faial Island: 

Faial Island is a stunning destination known for its natural beauty and volcanic landscapes. The famous Capelinhos Azores Volcano, which erupted in 1957, is a must-visit site, Faial Island volcano tour 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. Faial beaches: The coastline is dotted with coves and beaches, such as Porto Pim Beach, perfect for relaxing and enjoying nature. This place is rich in traditions, reflected in its popular festivals and the architecture of its towns, such as Horta.

Terceira Island:

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.

Availability updated 04.07.2025

📍 Ponta Delgada to Terceira (via Horta)
📅 July 25–30, 2025 (5 nights)
Total Free Spaces: 27