5.0
(1)
25
riders
3
rides
Road cycling around Boa Ventura features routes characterized by significant elevation changes, traversing mountainous terrain and offering extensive views. The region's landscape includes high plateaus, deep valleys, and coastal proximity, providing varied backdrops for road cyclists. Routes often involve sustained climbs and descents, connecting different points across the island. The area is known for its challenging gradients and winding roads suitable for experienced riders.
Last updated: May 6, 2026
12
riders
48.4km
03:45
2,100m
2,100m
Challenging 30.1-mile road cycling route from São Vicente to Paul da Serra, featuring 6877 feet of elevation gain and panoramic views.
5.0
(1)
10
riders
22.1km
01:58
1,250m
1,250m
This challenging 13.7-mile road cycling route from Santana to Achada do Teixeira offers panoramic views and a significant 4091 feet elevatio

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4
riders
49.5km
03:04
1,390m
1,390m
Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.
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The church is situated on a square that lies below sea level. It used to be regularly flooded and renovated by the locals. Currently, it is protected by a breakwater with a promenade.
0
0
One of the toughest and longest climbs on the island
1
0
beautiful church
0
0
The village church is located in the center of the village.
2
0
The municipality of São Vicente is home to an extensive natural and cultural heritage, including the vibrancy of the Laurissilva forest, its emblematic volcanic caves and its picturesque historical monuments.
6
0
Nice little place with a pebble beach. You can surf nearby.
7
0
Nicely decorated for the tourists.
7
1
Road cycling routes in Boa Ventura are primarily designed for experienced riders due to significant elevation changes and challenging gradients. All listed routes are classified as difficult, featuring sustained climbs and descents across mountainous terrain.
The road cycling routes in Boa Ventura vary in length, generally ranging from moderate to long distances. For example, the Santana to Achada do Teixeira Trail is about 13.7 miles (22.1 km), while the CIMA PR05: São Vicente - Paul da Serra Trail and From Boca da Encumeada to Fonte do Bispo — route on Madeira Island are both around 30 miles (48-49 km).
The road cycling network around Boa Ventura is characterized by challenging mountain passes and significant elevation changes, making it primarily suitable for advanced road cyclists. There are currently no routes classified as easy or moderate in this guide.
Routes often begin from various points across the region. For instance, the CIMA PR05: São Vicente - Paul da Serra Trail starts near São Vicente, the Santana to Achada do Teixeira Trail from Santana, and another popular route departs from Boca da Encumeada.
Road cycling routes in Boa Ventura offer extensive and varied views. You can expect panoramic vistas of high plateaus, deep valleys, and scenic coastal sections, often including views towards the Paul da Serra plateau and other island landscapes.
While specific loop routes are not detailed in this guide, many routes are designed to traverse different points across the island, often involving out-and-back sections or connecting to other roads to form longer circuits. The mountainous terrain naturally lends itself to varied return paths.
The komoot community highly rates the road cycling experience in Boa Ventura, with an average score of 5.0 stars. Reviewers often praise the challenging gradients, the stunning panoramic views, and the unique experience of cycling through varied island landscapes.
The region around Boa Ventura is rich in natural beauty. You can find impressive waterfalls like the Waterfall on Levada Nova or the Caldeirão Verde Waterfall. There are also fascinating caves, such as the Grutas de São Vicente, which are worth exploring.
Yes, the region features unique geological formations and man-made structures. You might encounter highlights like the Tunnel and Waterfall on PR17 Levada do Paul II or the Tunnel and waterfalls on the Levada do Caldeirão do Inferno, adding an adventurous element to your ride.
Boa Ventura's climate allows for road cycling throughout much of the year. However, the mountainous terrain means weather can change rapidly. Spring and autumn generally offer pleasant temperatures and stable conditions, while winter might bring cooler temperatures and increased chance of rain at higher elevations.
While specific cafes are not listed for each route, the routes often connect different points and villages across the island. It is advisable to plan your stops in towns like São Vicente or Santana, or other smaller settlements you pass through, where you can typically find places to refuel.
The Santana to Achada do Teixeira Trail is a top favorite among local road cyclists. It features a substantial climb towards Achada do Teixeira, rewarding riders with panoramic views of the surrounding landscape and the opportunity to reach a significant viewpoint.


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