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Explore Sicily’s scenic hike from Taormina to Castelmola, including panoramic views, the Sanctuary of Madonna della Rocca, and local almond wine tasting.

This 4-hour guided hiking tour in Sicily offers an engaging way to experience the stunning landscapes surrounding Taormina and Castelmola. Priced with flexibility, you can reserve now and pay later, making it easy to fit into your travel plans. The tour is rated 5 stars, reflecting its popularity and high-quality guiding.
Starting at Porta Catania in Taormina, the journey takes you up steep paths, climbing Mount Tauro, visiting the Sanctuary of Madonna della Rocca, and exploring the charming medieval town of Castelmola. Along the way, you’ll enjoy panoramic views of Mt. Etna and the Ionian Sea, and taste the region’s delicious almond wine—a highlight for many visitors. This tour is ideal for those with a good fitness level who seek a combination of physical activity, scenic beauty, and local flavors.
While the tour offers many rewarding vistas and cultural stops, it involves steep paths and uneven terrain, so comfortable shoes and sun protection are essential. It’s not suitable for pregnant women, mobility-impaired travelers, or anyone with heart or vertigo issues. Expect an active walk that celebrates Sicily’s natural and historical charms.
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The tour begins at Porta Catania, a recognizable spot where your guide will meet you. Guides wear a lion head t-shirt, making them easy to spot. From here, the group sets off on a guided 25-minute walk through Taormina, heading toward the first hiking segment. The starting point is central and convenient, setting the tone for a day filled with scenic vistas and cultural discoveries. The walk to the hiking trail involves a 35-minute ascent on steep paths, so bring comfortable shoes and sun protection.

The hike first takes you uphill toward the peak of Mount Tauro. This section lasts approximately 35 minutes and offers the chance to feel the thrill of ascending on rugged terrain. At the top, you’ll visit the Sanctuary of Madonna della Rocca, a scenic spot that provides spectacular views of the surrounding landscape. From here, you can see the Castle of Taormina below, with its atmospheric ruins and panoramic outlook.
This viewpoint is particularly cherished for its breathtaking scenery of the Ionian Sea and the Mediterranean vegetation. After a brief stop, the guide leads you to the descent, navigating rocky, uneven ground, which adds to the adventure. The ascent and visit to the sanctuary make this part of the tour a memorable highlight, especially for those who appreciate nature and history combined.
Next, the tour continues with a 50-minute hike on a very steep path leading to Castelmola, a charming medieval town perched above Taormina. The town’s narrow streets wind through ancient stone buildings, offering an authentic taste of Sicily’s historic charm. You’ll have free time to explore, take photos of Mt. Etna, and soak in the wonders of the town.
Castelmola presents a distinct atmosphere from Taormina, with less tourist traffic and a more traditional vibe. The views from the town are particularly striking, with plenty of scenic spots to appreciate Mt. Etna’s active volcano in the distance. The visit includes a guided tour option, allowing you to learn about the town’s history and architecture, as well as a wine tasting of the local almond wine, a regional specialty appreciated for its unique flavor.
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A key feature of this tour is the almond wine tasting in Castelmola. This delicacy embodies the flavors of the area, offering a sweet, nutty taste that pairs well with Sicilian snacks. Visitors often find this tasting a delightful way to connect with regional traditions and savor local craftsmanship. The experience lasts around an hour, giving ample time to enjoy the flavors, browse shops, or pick up souvenirs.
Following your exploration and tasting, the tour takes a steep descent back toward Taormina, lasting approximately 35 minutes. On the way down, there’s a quick stop at the Church of Saint Biagio for a picturesque photo opportunity. This church, set against the rocky landscape, adds a spiritual and historic layer to the scenery.
The downhill segment offers a different perspective of the terrain and allows for reflection on the day’s highlights. The walk concludes back at Porta Catania, completing the circuit from the historic town to the scenic hilltop.

The tour departs from Porta Catania in Taormina, with meeting times varying based on availability. You’ll want to wear comfortable shoes suitable for rocky, uneven paths and bring sunglasses, a sun hat, sunscreen, and water to stay protected and hydrated during the hike. Snacks are recommended for energy, especially on the steep climbs.
Due to the steep and uneven terrain, the tour is not suitable for pregnant women, people with mobility impairments, or those with specific health concerns like heart problems or vertigo. It involves hiking on rocky ground and climbing steep paths, so a good fitness level is necessary for full enjoyment.

Operated by Discover Messina Sicily Travel, this 5-star-rated provider offers a well-organized experience led by guides fluent in English and French. The booking policy allows for free cancellation up to 24 hours in advance, providing flexibility in case of changing plans. Payment is deferred until after booking, accommodating flexible travel arrangements.
This hiking tour suits active travelers eager to see Sicily beyond the usual sights. It’s perfect for those who enjoy stunning panoramic views, historical sites, and local flavors like almond wine. Expect a moderate physical challenge with steep climbs and rocky paths, making it best for fit visitors who are comfortable on uneven terrain.
This tour offers an authentic way to experience Sicily’s natural beauty and cultural heritage. The combination of scenic views, historical sites, and local tasting makes it a well-rounded adventure. Although the terrain can be challenging, the rewards include breathtaking vistas and a taste of regional traditions.
For travelers seeking an active day with memorable scenery in Sicily, this guided hike from Taormina to Castelmola provides an engaging and rewarding experience. The blend of physical activity, cultural discovery, and regional flavors ensures a meaningful exploration of the area’s highlights.
Is this tour suitable for all fitness levels?
No, it requires a good fitness level due to steep paths and uneven terrain. It’s best suited for active travelers comfortable with uphill walking.
What should I bring for the hike?
Bring comfortable shoes, sunglasses, sun hat, sunscreen, water, and snacks to stay energized. Avoid sandals or large bags.
How long is the total walking distance?
The entire hike, including stops and descent, lasts around 4 hours, with multiple segments on steep paths.
Can I participate if I have mobility issues?
No, the tour involves steep, rocky paths and is not suitable for wheelchair users or those with mobility impairments.
Is the almond wine tasting included?
Yes, the local almond wine tasting in Castelmola is part of the scheduled stops, lasting about an hour.
What languages are available for the tour?
Guides speak English and French, providing explanations and assistance throughout the experience.