4.7
(12)
225
riders
11
rides
Road cycling routes around Água De Pena feature a landscape characterized by significant elevation changes and coastal proximity. The region offers challenging climbs and descents, with routes often traversing hilly terrain that provides panoramic views. Road cyclists can expect a mix of inland and coastal paths, reflecting the area's diverse topography.
Last updated: May 6, 2026
5.0
(2)
15
riders
38.3km
03:02
1,700m
1,700m
This difficult 23.8-mile road cycling circuit in Madeira offers panoramic coastal views and lush interior forests with significant climbs.
5.0
(1)
42
riders
42.9km
02:55
1,390m
1,390m
Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.

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5.0
(1)
34
riders
52.5km
03:24
1,510m
1,510m
Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.
18
riders
26.2km
01:43
700m
700m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
4.0
(2)
14
riders
28.0km
01:55
900m
900m
Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.
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Beautiful flora and great views.
0
0
Machico Bay combines history and beauty in a single setting. It was here that the first sailors arrived in Madeira in 1419. Surrounded by verdant mountains that slope gently down to the sea, it boasts a pebble beach and another with golden sand brought from Morocco (a rarity on the island). The marina and small pier add a cosmopolitan touch to this natural amphitheater carved between green and blue.
2
0
Many people use the beach/promenade for walking, as otherwise it goes straight uphill.
2
1
Beautiful sandy beach with volleyball court
1
0
Unfortunately, I realized too late that you could go in. The ice cream parlor afterward distracted me.
1
0
Stone beach. Next door there is also a sandy beach
1
0
Road cycling routes around Água De Pena are generally characterized by significant elevation changes and hilly terrain. The majority of the routes, specifically 10 out of 14, are rated as difficult, offering challenging climbs and descents. There are also 4 moderate routes available for those seeking a less intense experience.
Given the region's topography with significant elevation changes, there are no routes specifically classified as 'easy' for road cycling in Água De Pena. The available routes range from moderate to difficult, making them more suitable for cyclists with some experience.
Experienced riders will find plenty of challenging options. The Porto da Cruz, Portela, and Poiso Circuit is a difficult 23.8-mile route with substantial elevation gain. Another demanding option is the Porto da Cruz – Santa Cruz Beach loop from Machico, which spans over 41 miles and features significant climbing.
The longest road cycling route in the area is the Porto da Cruz – Santa Cruz Beach loop from Machico. This challenging route covers approximately 41.7 miles (67.1 km) and involves over 8,800 feet of elevation gain, typically taking around 5 hours to complete.
Yes, many of the road cycling routes in Água De Pena are designed as loops, allowing you to start and finish at the same point. Examples include the Porto da Cruz, Portela, and Poiso Circuit and the Machico Beach – Machico loop from Ponta de São Lourenço.
The road cycling routes often traverse hilly terrain, providing panoramic views. You can expect extensive views of Funchal on routes like the View of Funchal – Poiso Trailhead and Rest Area loop from Santo António da Serra. The coastal proximity also means many routes offer stunning vistas of the Atlantic Ocean.
Yes, the region is rich in natural beauty. While cycling, you might encounter features like the Mossy Waterfall in Madeira Natural Park or the Waterfall Along Levada do Norte. The area also features impressive gorges, such as the Path Through the Rocks on PR11 (Ribeiro Frio to Balcões).
The road cycling experience in Água De Pena is highly rated by the komoot community, with an average score of 4.75 stars from over 13 reviews. Cyclists often praise the diverse topography, which offers a mix of challenging climbs, exhilarating descents, and stunning coastal and mountain views.
Specific parking details for each route are not provided in the route descriptions. However, as a general rule for road cycling, it's advisable to look for public parking areas in nearby towns or designated trailheads. Always check local signage for parking regulations.
Information on specific public transport connections to individual road cycling route starting points is not detailed in the route data. For planning, it is recommended to research local bus services that connect to towns like Machico or Santo António da Serra, which are common starting points for many routes in the region.
Água De Pena, located on Madeira, generally enjoys a mild climate year-round. However, for road cycling, spring (April-June) and autumn (September-November) often offer the most pleasant temperatures and stable weather conditions, avoiding the hotter summer months and potentially wetter winter periods, especially at higher elevations.
Yes, the unique geography of Água De Pena means many routes combine coastal and mountainous scenery. Routes often traverse hilly terrain that provides panoramic views of the ocean and inland landscapes. For example, the Machico Beach – Machico loop from Ponta de São Lourenço offers coastal views, while routes heading inland provide mountain vistas.


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