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Discover the beauty of eastern Sicily with this private 8-hour tour from Messina, visiting Taormina and Castelmola, including expert guides and stunning sights.

This private 8-hour tour offers a seamless way to see some of eastern Sicily’s most captivating sights. Starting from Messina, it takes you to the charming, historic town of Taormina, famous for its ancient Greco-Roman theater and panoramic views of Mount Etna. Then, you’ll drive to the picturesque hilltop village of Castelmola, with its medieval castle, olive groves, and scenic vistas over the Bay of Giardini Naxos.
For just $712.89 per person, travelers enjoy round-trip transportation in a private vehicle, personalized attention from an official guide, and flexible stops at iconic locations. The tour is designed for those who want a detailed look at Sicily’s highlights without the hassle of logistics, making it ideal for cruise passengers or visitors seeking an enriching day with expert commentary.
However, note that entrance tickets are not included**, so planned visits to sites like the Teatro Antico di Taormina are free, but additional fees may apply if you choose to explore further. Plus, the tour lasts approximately 8 hours, providing a balanced pace to enjoy each stop without feeling rushed.

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The tour begins at the Terminal Crociere in Messina, with hotel or cruise port pickup included. This all-in-one service simplifies logistics, especially for cruise passengers who want to maximize sightseeing during limited stopovers. The private vehicle ensures comfort and flexibility, allowing stops at key locations at your own pace.
The tour ends back at the original meeting point, making it easy to plan your next activity or transfer back to your accommodation. Most travelers find this arrangement very practical, particularly because the duration fits well into a day without feeling overly rushed.

Taormina is renowned for its Roman amphitheater, the Teatro Antico di Taormina, which has been recently restored and now hosts outdoor performances. While admission tickets are not included, the amphitheater offers a striking view of the surrounding landscape and Mount Etna in the background.
The main street, Corso Umberto, runs through the heart of the historic center. It’s a lively pedestrian zone lined with boutiques, cafes, and restaurants. Walking along Corso Umberto offers a chance to soak up the atmosphere and enjoy views of the coast from several lively squares, including one featuring the Church of San Giuseppe and the Clock Tower.
Additional sites include the Palace of the Palace of Art and Archaeology, housing a museum, and the Church of San Nicolò, located in a charming square with panoramic views. Each spot provides a glimpse into Taormina’s blend of history, culture, and scenic beauty.

A brief 10-minute drive takes you up the winding road to Castelmola, a hilltop village with a medieval castle that dates back before 1000 AD. The Castle of Castelmola still features its square tower, walls, chapel, living quarters, dungeon, and treasury, offering a tangible sense of history.
Castelmola’s streets are lined with vines and olive groves, emphasizing its rural charm. The village’s spectacular views overlook the Bay of Giardini Naxos, with Mount Etna smoking in the distance. Visitors often enjoy strolling through the narrow streets, shopping for local crafts, and sampling gelato from local vendors.
The village’s peaceful, historic atmosphere offers a stark contrast to the busier town of Taormina, making it a highlight for those seeking authentic Sicilian life and scenic tranquility.

The Ancient Theatre of Taormina is a UNESCO World Heritage Site and one of Europe’s most important archaeological sites. Recently restored, the theatre now welcomes over 4,000 spectators for open-air performances, blending history with modern cultural events.
The restoration preserves its original splendor, with impressive stonework and scenic views of Mount Etna and the coastline. This site offers a tangible connection to Greco-Roman architecture and provides excellent photo opportunities. The admission fee is not included, but viewing from outside already offers significant visual appeal.

Corso Umberto is the bustling pedestrian street that forms the main artery of Taormina’s historic center. The street stretches from Porta Catania to Porta Messina, roughly 800 meters of lively activity. Here, visitors browse shops selling local crafts, fashion boutiques, and gourmet food.
The street’s cafes and restaurants are perfect for a relaxed lunch or coffee break. From many points along Corso Umberto, travelers can enjoy sweeping views of the coast and Mount Etna. The Church of San Nicolò and the Clock Tower are notable landmarks along this route, rounding out any visit with cultural and scenic highlights.

From Castelmola, the panoramic terraces offer some of the best views of the Bay of Giardini Naxos and Mount Etna. The village’s medieval charm combined with these spectacular vistas makes it a favorite spot for photography and quiet contemplation.
Visitors can walk through narrow, cobblestone streets, visit local shops, or relax in cafes with outdoor seating. The views are especially dramatic when Etna is active, providing a dynamic backdrop for memorable photos. The village’s peaceful ambiance makes it a perfect spot to unwind before heading back to Taormina.

The private vehicle and chauffeur make the entire experience smooth and comfortable. The tour includes local taxes and private guide services for the full 8 hours. It is designed to be flexible, allowing you to spend about 2 hours at each major stop—Taormina and Castelmola.
Since food and drinks are not included, travelers might want to bring snacks or plan on stopping for lunch at their own expense. Also, entrance tickets to sites like the Theatre are not included, so it’s best to budget for optional entry fees if desired.
The tour is suitable for most travelers, with most participants able to join, and it requires at least 2 people per booking.
This private 8-hour excursion from Messina delivers a well-balanced experience of Sicily’s scenic and historic treasures. The combination of Taormina’s ancient theatre, vibrant streets, and Castelmola’s medieval charm offers a rundown of the region’s cultural richness.
The personalized guide and private vehicle make this tour a comfortable and engaging choice, especially for those wanting a deeper understanding of local history and scenery. While entrance fees are not included, the impressive sights and scenic views justify the cost, making it a worthwhile option for those eager to explore Sicily’s eastern coast with ease.
This tour suits history enthusiasts, scenic lovers, and cruise passengers seeking a flexible, full-day experience of Taormina and Castelmola’s highlights without the stress of planning individual transport or visits. The 4.5-star rating reflects satisfied customers who appreciate the knowledgeable guides, beautiful vistas, and smooth logistics.
“Enzo was our guide and Giovanni was our driver. We had a great day touring Castelmola and Taormina. We first drove to Castelmola and toured the to…”
What is included in the tour price?
The price includes round-trip transportation in a private vehicle, private guide services for 8 hours, local taxes, and pick-up and drop-off at Messina.
Are entrance tickets to sites included?
No, entrance tickets such as for the Ancient Theatre of Taormina are not included. Visitors should budget separately if they wish to enter specific sites.
How long do stops at each location last?
Each major stop at Taormina and Castelmola lasts approximately 2 hours, providing enough time to explore and enjoy the sights.
Can we customize the itinerary?
The tour is private and flexible within the 8-hour frame. Guides may tailor the experience slightly, but major stops are fixed based on the outlined itinerary.
Is this tour suitable for all ages?
Most travelers can participate, but some sites involve walking on cobblestones and uneven surfaces. It’s best suited for those able to walk comfortably.
What is the meeting point?
The tour begins at Terminal Crociere in Messina, with hotel or cruise port pickup included.
How far in advance should I book?
On average, this tour is booked 66 days in advance, indicating high demand, especially in peak seasons.
Are group discounts available?
Yes, group discounts are offered for larger groups, making this a cost-effective way to explore Sicily in comfort.
What is the cancellation policy?
Free cancellation is available if canceled at least 24 hours before the scheduled start.
Who is the tour provider?
The tour is operated by Tour Travel & More, a trusted provider with extensive experience in Sicily tours.