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São Mateus Da Calheta

Routes
Cycling routes

São Mateus Da Calheta

The best cycling routes around São Mateus Da Calheta

5.0

(2)

55

riders

10

rides

Touring cycling routes around São Mateus Da Calheta on Terceira Island feature scenic coastal paths and varied volcanic landscapes. The region is characterized by low-lying basalt and pyroclasts near the coast, transitioning to more challenging climbs inland. Routes often showcase the island's contrasting colors of emerald pastures, black volcanic rock, and the deep blue ocean. This diverse terrain provides options for both leisurely rides and more strenuous ascents.

Best touring cycling routes around São Mateus Da Calheta

  • The most popular…

Last updated: July 8, 2026

23

riders

#1.

Tour of Terceira Island

81.2km

05:17

1,120m

1,120m

Cycle the difficult 50.5-mile (81.2 km) Return to Terceira Island — circular route, exploring historic towns, volcanic landscapes, and coast

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Hard

Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Hard
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Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Hard

Hard bike ride. Very good fitness required. You may need to push your bike for some segments of this route.

Hard

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate
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Popular around São Mateus Da Calheta

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Tips from the Community

Peter T. 🚴🥾🏝️🚢
January 29, 2026, Jardim Duque da Terceira

Beautifully landscaped garden with plenty of benches. Highly recommended.

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A steep but worthwhile climb. The return path leads into the botanical garden, which is well worth seeing.

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Very beautiful church, admission is free

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Denkmal für Francisco Ornelas da Câmara

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Noname
July 31, 2024, Teatro Angrense

The Angrense Theatre is located in the historic center of Angra do Heroísmo, within a UNESCO World Heritage Site. It is the city's main concert hall and one of the most important in the Azores, symbolizing the cultural identity of the locals since the late 19th century. Founded in 1860, it has hosted major national and international names, with a particular focus on local artists, both musical and theatrical. Externally, it is a building with neoclassical influences, crowned by a triangular pediment.

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The Garden of the Duke of Terceira is a well-kept garden in the historic center of Angra do Heroísmo. It is one of the classic gardens that represent the romanticism of Portuguese history. It is part of the municipal gardens of the city of Angra and can be visited free of charge. Be sure to take the long tour. From the highest point you have a fantastic panoramic view.

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In 1499, when Vasco da Gama's fleet was returning from the first sea voyage to India on its way to Lisbon, he approached the Azores due to favorable winds and, as his brother Paulo da Gama's health continued to deteriorate, he decided to dock on the island of Terceira.

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The Garden of the Duke of Terceira (Portuguese: Jardim Duque da Terceira) is a landscaped garden in the historic centre of Angra do Heroísmo on the island of Terceira in the Portuguese archipelago of the Azores.

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Frequently Asked Questions

How many touring cycling routes are available around São Mateus Da Calheta?

There are 10 touring cycling routes available around São Mateus Da Calheta. These routes offer a diverse range of experiences, from moderate coastal rides to more challenging ascents into the volcanic interior of Terceira Island.

What are the typical difficulty levels for touring cycling routes in this area?

The routes around São Mateus Da Calheta primarily feature difficult terrain, with 9 out of 10 routes categorized as such. There is also 1 moderate route available. This diversity caters to cyclists seeking both strenuous challenges and more relaxed rides.

What kind of natural features and landscapes can I expect to see while cycling?

Cycling routes in São Mateus Da Calheta offer stunning coastal views, expansive ocean vistas, and unique volcanic landscapes. You'll encounter the island's contrasting colors: emerald pastures, black volcanic rock, and the deep blue Atlantic. The terrain includes low-lying basalt near the coast and more challenging climbs inland, immersing you in Terceira's geological features. You can also explore natural monuments like Lake of the Mistérios Negros or the volcanic formations at Sulphur Furnaces.

Are there any circular touring cycling routes available?

Yes, several routes are designed as loops. For example, the challenging Ascent to the Miradouro da Serra de Santa Bárbara — circular route on Terceira Island offers a significant elevation gain and unique geological features. Another option is the Alto da Memória Monument – Garden of the Duke of Terceira loop from Angra do Heroísmo, which takes you through historical sites.

What is the best time of year to go touring cycling in São Mateus Da Calheta?

Terceira Island, including São Mateus Da Calheta, generally offers pleasant cycling conditions throughout much of the year due to its mild climate. However, for the most comfortable experience, spring (April to June) and early autumn (September to October) are often ideal, with moderate temperatures and less rainfall compared to winter.

Are there family-friendly touring cycling options in the area?

While many routes are categorized as difficult, the region's scenic coastal paths can offer more leisurely sections suitable for families, especially those with some cycling experience. The Church in Ruins in the Atlantic loop from Angra do Heroísmo is a moderate option that might be more suitable for a family outing.

What historical sites or landmarks can I visit along the cycling routes?

São Mateus Da Calheta and its surroundings are rich in history. You can explore the early 20th-century parish church, Igreja de São Mateus, or the relics of the 16th-century Forte Grande de São Mateus and Forte do Negrito. The Alto da Memória Monument – Garden of the Duke of Terceira loop from Angra do Heroísmo specifically highlights historical sites and offers views of the UNESCO-listed city of Angra do Heroísmo. You can also visit the Pico do Facho Signal Station.

Where can I park my car when starting a cycling tour?

While specific parking areas for each trailhead are not detailed, São Mateus Da Calheta is a village with various local parking options. Given its proximity to Angra do Heroísmo, you may find designated parking in or near the city center, especially for routes that start or pass through there. Public transport options are also available on Terceira Island, which can help with logistics.

Are there places to eat or relax after a ride in São Mateus Da Calheta?

Yes, São Mateus Da Calheta, as a lively old fishing village, offers local cafes and restaurants where you can refuel. Additionally, the village is known for its natural bathing complexes. The former whaling factory quay has been transformed into an attractive bathing complex with natural pools, providing a unique spot for relaxation after your ride. The nearby bay of Negrito also has principal swimming areas.

What do other touring cyclists say about the routes in São Mateus Da Calheta?

The touring cycling routes around São Mateus Da Calheta are highly rated by the komoot community, with an average score of 5.0 stars from 2 reviews. More than 60 touring cyclists have used komoot to explore the varied terrain, often praising the scenic coastal paths and the immersive experience of the volcanic landscapes.

Is it possible to rent bikes in São Mateus Da Calheta or nearby?

While specific bike rental services within São Mateus Da Calheta are not detailed, Terceira Island, being a popular destination for cyclists, offers bike rental options. It is advisable to check in larger towns like Angra do Heroísmo for rental shops that may provide touring bicycles suitable for the island's terrain. For more information on bike tours and rentals on Terceira, you might find resources like happytovisit.com helpful.

Are there any specific permits required for cycling on Terceira Island?

Generally, there are no specific permits required for touring cycling on public roads and designated trails on Terceira Island. However, it's always good practice to respect local regulations, especially when cycling through protected natural areas or private land. Always stay on marked paths and be mindful of local wildlife and vegetation.

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