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.
Last updated: July 8, 2026
23
riders
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
70.1km
05:11
1,640m
1,640m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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5.0
(1)
8
riders
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
10
riders
Hard bike ride. Very good fitness required. You may need to push your bike for some segments of this route.
5.0
(1)
4
riders
20.3km
01:24
340m
340m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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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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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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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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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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