4.6
(34)
730
riders
64
rides
Road cycling around Calhetasss, located on the southwest coast of Madeira Island, Portugal, is characterized by dramatic landscapes and varied terrain. The region features a mix of coastal scenery, lush forests, and mountainous areas, offering significant elevation changes. Roads are generally quiet, providing an environment suitable for cyclists. This area is known for its diverse network of routes, accommodating various skill levels.
Last updated: May 7, 2026
4.5
(2)
49
riders
93.7km
04:52
1,650m
1,650m
Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.
4.0
(3)
28
riders
87.2km
05:06
1,510m
1,510m
Hard road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride.

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5.0
(4)
62
riders
51.5km
02:58
1,160m
1,160m
Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.
3.0
(1)
24
riders
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
25
riders
29.8km
01:29
340m
330m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
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Closed on Sundays and no access to the platform is possible
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Ascent to Pico da Barrosa – Panoramic views over the island The ascent to Pico da Barrosa leads steadily uphill and rewards with impressive views over the south coast and the crater landscape around Lagoa do Fogo. The route is easy to walk or drive and offers constant clear views of the surrounding volcanic slopes. A worthwhile section for anyone who wants to combine altitude meters with great views.
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Descent from Lagoa do Fogo – Spectacular view into the valley The descent from Lagoa do Fogo offers wide views over the mountain slopes down to the coast. The road winds steeply and curvily downhill, surrounded by dense vegetation and volcanic slopes. A section that impresses with its scenery and is really fun – ideal for a short photo stop along the way.
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You can look out very nicely from up here
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Since I live here, I have this walk on my regular rotation. Your photos are of Praia do São Roque and of Praia de Militias. The church is São Roque and is next to the beach by the same name. Militias beach is seven minutes to the easy. Populo beach is another five minutes further. It is an easy hike and pleasant on a sunny day.
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Beautifully laid out, you can walk through the fumaroles.
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Beautiful church right next to the cruise terminal
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Great views of Lagoa Verde and Lagoa Azul. However, a more beautiful view is located a little away from the crowds. Additional parking is available just below the viewpoint.
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There are over 65 road cycling routes around Calhetasss, offering a diverse range of options for different skill levels. The komoot community has explored these routes extensively, with more than 700 road cyclists using komoot to discover the area's varied terrain.
Calheta benefits from constant sunshine, making it an appealing destination for road cycling throughout much of the year. The region is even known as a training base for professional cyclists, indicating favorable conditions. While specific seasonal recommendations aren't provided, the consistent good weather suggests a long cycling season.
Yes, Calhetasss offers routes suitable for various abilities. While many routes feature significant elevation changes, there are at least 2 routes classified as 'easy' and 45 as 'moderate'. For a moderate option, consider the Miradouro das Pedras Negras – Fort and Chapel of Mãe de Deus loop from São Pedro, which is 17.7 miles (28.5 km) and leads through coastal and inland areas.
Absolutely. Calhetasss is known for its mountainous terrain and significant elevation changes, making it ideal for advanced cyclists seeking a challenge. There are 18 routes classified as 'difficult'. A demanding option is the Ribeira Grande Bridge – Santa Iria Viewpoint loop from Calhetas, a 35.8 miles (57.6 km) path featuring substantial climbs and descents.
Calhetasss is renowned for its stunning coastal scenery and dramatic landscapes, offering numerous scenic routes with breathtaking viewpoints. Many routes incorporate coastal sections and ascents that provide panoramic vistas. The Castle Viewpoint – Santa Iria Viewpoint loop from Rosto do Cão (São Roque) is a popular moderate route that includes notable viewpoints.
Yes, many of the road cycling routes around Calhetasss are designed as circular loops, allowing you to start and end your ride in the same location. Examples include the Castle Viewpoint – Santa Iria Viewpoint loop from Rosto do Cão (São Roque) and the Ribeira Grande Bridge – Santa Iria Viewpoint loop from Calhetas.
Beyond the cycling, Calhetasss is rich in natural beauty. You can find several natural monuments and waterfalls. Notable attractions include the Caldeira Velha Hot Springs and Waterfall and the Buraco de São Pedro. The region is also famous for its 'levadas' (irrigation channels that double as walking paths) and the mystical Fanal Laurel Forest.
While many waterfalls are hiking destinations, some are in areas that can be accessed or viewed from road cycling routes. The region is home to several captivating waterfalls, such as the Cabrito Waterfall and the Ribeira dos Caldeirões Waterfall. The Caldeira Velha Hot Springs and Waterfall is also a significant natural monument in the area.
The road cycling routes in Calhetasss are highly rated by the komoot community, with an average score of 4.6 stars from over 30 reviews. Cyclists often praise the stunning coastal scenery, the challenge of the mountainous terrain, and the generally quiet roads that provide an ideal environment for riding. The diverse network of routes also caters to various skill levels, making it enjoyable for many.
While specific 'hidden gems' are subjective, the region's extensive network of routes means there are always less-traveled paths to discover. Exploring routes beyond the most popular ones, such as the Ruins of the Old Whale Factory – Moinho do Pico Vermelho loop from Capelas, can lead to unique experiences and quieter roads, offering a sense of discovery away from the main trails.
The roads in Calhetasss are generally quiet, providing a pleasant environment for cyclists. However, given the dramatic landscapes and mountainous terrain, expect varied road conditions including ascents, descents, and winding paths. The region's popularity among both amateur and professional cyclists suggests well-maintained surfaces suitable for road biking.


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