Azores 7-Day Sailing Itinerary from Sao Miguel

Sao Miquel - 7 day sailing itinerary

Duration: 7 days
Distance: 305 nm
Difficulty level: Advanced
Best season: May-September
Off Season: October-April
3

Sailing itinerary overview

Embark on an unforgettable sailing adventure through the heart of the Azores. This itinerary will take you from the vibrant capital of São Miguel to the sunny shores of Santa Maria and the festive charm of Terceira.

Day 1 Ponta Delgada

Ponta Delgada

Ponta Delgada is the vibrant capital of São Miguel Island in the Azores, is a charming blend of natural beauty and Portuguese heritage. Explore historic landmarks like the Church of São Sebastião, stroll through the lush António Borges Garden.

Day 2 Vila Franca do Campo

3 nm 12 hours
Vila Franca do Campo

Vila Franca do Campo, the first capital of São Miguel, is a historic town filled with old buildings and elegant manor houses that echo the charm of the island’s early days. Strolling through its streets offers a glimpse into the past, steeped in tradition and character. If time allows, don’t miss a visit to Furnas — a thermal paradise nestled in one of the most lush and vibrant green landscapes in the world.

Day 3 Santa Maria Island

10 nm 54 hours
Santa Maria Island

Set sail for a full day of adventure to Santa Maria Island and keep your eyes peeled - with a bit of luck, you’ll be sharing the journey with playful dolphins and maybe even turtles or whales. Many have been lucky before you… now it’s your turn!

Day 4 Santa Maria Island

Santa Maria Island

Explore Santa Maria, the only island in the Azores not entirely volcanic, is known as the “Sun Island” thanks to its warm and dry climate. Explore Barreiro da Faneca — often called the “red desert” — with its striking scarlet clay landscapes shaped by ancient pyroclastic rocks. And get ready to say “Wow!” when you reach São Lourenço Bay, one of the archipelago’s most stunning spots, with its terraced vineyards, traditional white houses, and picturesque farmland nestled against the cliffs.

Day 5 Terceira

24 nm 145 hours
Terceira

Set sail for a long passage to Terceira.

Day 6 Terceira

Terceira

Once you arrive to Angra do Heroísmo, take time to wander through the immaculate, well-preserved streets of one of Portugal’s most historic cities — a UNESCO World Heritage Site. But Terceira offers more than just the charm of Angra. Drive through its lush green landscapes to discover Algar do Carvão, a volcanic cave with impressive stalactites, stalagmites, and an underground lake. And don’t forget — Terceira is the island of joy and celebration in the Azores. If there’s a traditional bullfight in one of the villages, don’t miss it, even if you’re not a fan of bulls. It’s a lively local event full of culture and flavor.

Day 7 Ponta Delgada

18 nm 94 hours
Ponta Delgada

Arrive at Ponta Delgada Marina and enjoy a well-deserved final night on board. Toast your week of sailing and discovery with a drink in the lively “Portas do Mar” area, celebrating all the beauty the Azores have offered. But remember - São Miguel is more than just yachts, the marina, and Ponta Delgada. Before you leave, make sure to visit its most iconic spots: Sete Cidades, the legendary twin lake shrouded in myth, and Lagoa do Fogo, known for its breathtaking panoramic views.

Optional Stops Along the Route

Marina Ponta Delgada

Marina Ponta Delgada

Marina

Sailors appreciate its central location, proximity to shops, restaurants, and island activities. While some complain about insufficient protection from swell—especially during southeasterly winds—the marina remains a popular Azores stopover. Warm and helpful staff, access to port services, and reasonable pricing are often mentioned.

Information provided by Navily.com
Gloria

Gloria

Anchorage

This anchorage is exposed in northeasterly winds. However, protection from swell is limited, and the experience can become uncomfortable in rougher conditions. Some sailors note strict maritime authority regulations requiring boats to anchor a certain distance from shore, complicating the anchoring experience.

Information provided by Navily.com
Marina da Vila

Marina da Vila

Marina

A well-sheltered anchorage popular with flotillas passing through the channel. The village has a good supermarket and a few waterfront tavernas serving fresh fish. Fuel and water are available at the quay. Expect company in high season — arrive early to secure a stern-to berth.

Information provided by Navily.com
Praia de vinha da Areia

Praia de vinha da Areia

Anchorage

The anchorage receives good impressions from sailors regarding its natural beauty, ease of access to the marina, and pleasant setting.

Information provided by Navily.com
Islet of Vila Franca do Campo

Islet of Vila Franca do Campo

Anchorage

Sailors view this anchorage as one of the most beautiful and remarkable spots in the area, with cliffs, caves, abundant marine life, and shearwaters calling at night. Its wild natural setting is ideal for dinghy exploration and becomes especially peaceful after tourist boats leave. Shore access may be restricted, but the anchorage remains a must-visit for natural beauty.

Information provided by Navily.com
Marina Vila do Porto

Marina Vila do Porto

Marina

It's seen as an excellent stopover or a charming small harbor with helpful staff. Sailors value the sense of safety and well-maintained facilities. Some note its distance from the village, which requires either a walk or transport.

Information provided by Navily.com
Malbusca

Malbusca

Anchorage

The Ermoúpoli marina in Syros is liked for its central location and charming town, with many shops, restaurants, and a vibrant atmosphere. While the lively setting is a major draw, the frequent and strong swell from ferries poses a significant recurring problem for mooring and comfort. Despite this, sailors generally consider it worth the stop due to the local vibe, reasonable prices, and easy access to island amenities.

Information provided by Navily.com
Praia de São Lourenço

Praia de São Lourenço

Anchorage

This anchorage is a very picturesque and pleasant spot, especially valued for its natural setting and the friendliness of locals. The scenery is valued both from land and sea, making it an attractive destination for a stopover or a walk ashore. However, some Sailors temper the enthusiasm about the water clarity, which is viewed as decent but not excellent.

Information provided by Navily.com
Marina d'Angra

Marina d'Angra

Marina

Sailors appreciate the lively city, beautiful setting, and good harbor protection, with occasional advice to reinforce moorings under certain winds. Sailors value easy access, a broad range of essential services, and enjoyable walks and excursions in town and around the island. The warm welcome further enhances the experience.

Information provided by Navily.com
Baixa da Prainha

Baixa da Prainha

Anchorage

General feedback for the anchorage is good: Sailors appreciate the beautiful surroundings, with Angra lauded as one of the Azores' nicest towns. The area is lively, welcoming, and offers various activities and walks, though some find it somewhat touristy at times. The location balances scenic value and shore convenience, making for an enjoyable anchoring experience.

Information provided by Navily.com
Forte de São João Baptista

Forte de São João Baptista

Anchorage

Sailors appreciate the bay for its turquoise scenery, and a calm atmosphere that is much less hectic than the busier main port to the north. Anchoring is straightforward in settled weather, though the holding can be patchy in places. A small taverna ashore makes it a pleasant lunch stop on passage.

Information provided by Navily.com
Ilhéus das Cabras

Ilhéus das Cabras

Anchorage

A well-sheltered anchorage popular with flotillas passing through the channel. The village has a good supermarket and a few waterfront tavernas serving fresh fish. Fuel and water are available at the quay. Expect company in high season — arrive early to secure a stern-to berth.

Information provided by Navily.com

Share your thoughts & ideas about sailing from Sao Miguel

We’d love to hear your comments and suggestions! Share with fellow sailors recommended marinas or coordinates of anchorages to stay for the night or even your favorite restaurant, winery or oyster farm.

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