4.4
(97)
2,209
riders
2
rides
Road cycling around Taormina offers diverse terrain, from coastal roads along the Ionian Sea to the lower slopes of Mount Etna. The region is characterized by significant elevation changes, with routes ascending through hills and mountainous areas, often providing panoramic views. Cyclists can expect varied surfaces, primarily asphalt, with some routes exploring the surrounding countryside.
Last updated: May 19, 2026
11
riders
37.8km
02:36
1,160m
1,160m
Hard road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride.
3.0
(3)
8
riders
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

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4
riders
25.1km
01:35
710m
710m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
3
riders
33.4km
02:03
890m
890m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
5
riders
31.8km
02:01
910m
910m
Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.
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The Castagno dei Cento Cavalli is a monumental sweet chestnut tree near Sant’Alfio on Mount Etna (Sicily) and, at around 2,200 years old, is considered the oldest chestnut tree in the world. It once had a trunk circumference of almost 58 meters; today it consists of several trunks with a common root base. It owes its name to the legend that 100 horsemen found shelter beneath its enormous canopy. The tree is a protected natural monument and one of the most famous tree monuments in Europe.
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Now part of the Collection https://www.komoot.com/de-de/collection/3600632/-naturdenkmaeler-besondere-baeume-und-weitere-schaetze-der-natur
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This place is magical! It's worth a visit.
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Relaxing seafront for long walks to breathe iodine at dawn and to cycle along at all hours because there is also a cycle path even if fragmented😉🖐🏻
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Charming village on the seashore
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The Chestnut Tree of One Hundred Horses, located in Sant'Alfio, on the slopes of Etna, is one of the most iconic trees in Europe. With over 2,000 years of life, it is the largest and oldest chestnut tree on the continent, as well as one of the most famous natural symbols of Sicily. Its history is intertwined with legends, myths and centuries of vicissitudes, which have made it a true "patriarch" of the land. The legend surrounding the Chestnut Tree of One Hundred Horses tells that, in distant times, Queen Joanna of Aragon, fleeing from an enemy attack, took refuge under the branches of this tree with her entourage of one hundred knights. Although there is no historical evidence, this story has helped give the chestnut tree its name and fuel the mysterious aura that surrounds it. The legend paints the image of a tree so large that it could accommodate an entire troop of knights under its shade. The Chestnut Tree of One Hundred Horses is a giant of nature. With a trunk that has a circumference of about 22 meters, it is divided into numerous trunks that intertwine with each other, creating an incredible "forest" within its trunk. Its height, which reaches 20 meters, and its majesty are impressive. Despite the many difficulties it has had to face, such as fires and lightning, the chestnut tree has resisted thanks to its extraordinary ability to regenerate. Over the centuries, the Chestnut Tree of One Hundred Horses has suffered serious damage, including a devastating fire in the 19th century. However, its resilient spirit has allowed this tree to continue living, becoming a symbol of strength and resistance. Its ability to regenerate has made it a true witness to the natural history of Sicily. In 2008, the Chestnut Tree of One Hundred Horses was officially named "Patriarch of the Earth", a title that celebrates not only its longevity, but also its fundamental role in Sicilian history and culture. This recognition underlines the importance of the tree as a living heritage, guardian of the historical memory of the region and symbol of a Sicily that resists over time. The Castagno dei Cento Cavalli is today a point of reference, a living monument that tells the story of a strong Sicily capable of surviving the challenges of time. A tree that, with its imposing presence, continues to speak through the centuries.
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From the Riposto seafront, a splendid panorama opens up that embraces both the sea and Etna, with its often snow-capped slopes as a backdrop. From here, the view extends along the Ionian coast, offering suggestive glimpses of the tourist port and the nearby towns of the Riviera dei Ciclopi. At sunset, the contrast between the sky and the volcano creates plays of light that make the atmosphere particularly fascinating, while the waves of the sea complete the picture with their relaxing rhythm.
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A pleasant cycle path where you can breathe the sea breeze. Etna in the background makes everything even more evocative!
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There are several dedicated no traffic road cycling routes around Taormina. This guide features a selection of 4 routes, offering a range of experiences from coastal rides to more challenging climbs.
The terrain varies, from relatively flat coastal paths to more challenging ascents into the hills surrounding Taormina. You'll find routes with average gradients between 5% and 7% in the mountainous areas. For example, the View of Vena and the Sea – GF del Castagno loop from Linguaglossa is a moderate route with significant elevation gain, while the Marina di Cottone Beach – Beach Along the Sea loop from Riserva Naturata Orientata Fiume Fiumefreddo offers a flatter, more coastal experience.
Yes, for advanced cyclists seeking a demanding ride, the region offers routes with substantial elevation. The Castagno dei Cento Cavalli – Belvedere Square, Milo loop from Mascali is classified as difficult, featuring nearly 1000 meters of elevation gain over 33 kilometers, providing a rewarding challenge with stunning panoramas.
The best seasons for road cycling in Taormina are typically spring (April-May) and autumn (September-October). During these months, the weather is pleasant, avoiding the intense summer heat and offering comfortable conditions for longer rides. Winter can also be mild, but some higher elevation routes might be cooler.
Absolutely. Many routes offer breathtaking views of the Ionian Sea, Mount Etna, and picturesque villages like Castelmola. You might pass by historic sites or natural wonders. For example, you can explore highlights such as the Messina Gate or the Taormina Public Garden, which are often near cycling paths.
Yes, all the routes featured in this guide are circular loops, designed to bring you back to your starting point. This includes routes like the Roadbike loop from Mascali, which offers a convenient round trip.
The komoot community highly rates the cycling experience in Taormina, with an average score of 4.19 stars. Reviewers often praise the diverse landscapes, from dramatic volcanic backdrops to stunning coastal vistas, and the opportunity to discover charming historic towns while enjoying quieter roads.
While specific cafes are not always directly on every traffic-free stretch, many routes pass through or near charming towns and villages where you can find cafes and restaurants. Castelmola, perched above Taormina, is a popular spot for a coffee break with panoramic views, and coastal towns offer numerous options.
The region boasts incredible natural diversity. You'll encounter the dramatic volcanic landscapes of Mount Etna's lower slopes, the stunning turquoise waters of the Ionian Sea coastline, and the lush hills and mountainous areas surrounding Taormina. Some routes may also offer views towards the unique basaltic rock formations of the Alcantara Gorges area.
Parking availability varies by starting point. For routes originating from towns like Mascali or Linguaglossa, you can typically find public parking areas. For coastal routes, look for parking near beaches or smaller villages. It's advisable to check local parking regulations and availability for your chosen starting location.
Absolutely. Taormina and its surroundings are rich in history and culture. Many cycling routes offer views of or pass close to significant landmarks. You can plan your ride to include stops at places like the Greco-Roman Amphitheater of Taormina or explore the charming Corso Umberto I after your ride.


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