Best of Sicily Tour: Palermo to Taormina

What to expect on this itinerary
The majesty of Sicily will enrapture you with mythical tales, vibrant culture, indulgent cuisine, and ineffable history. Architecture seamlessly blends Arab and Norman influence. Markets present an atmosphere similar to a North African bazaar. The seaside glistens multiple shades of indescribable blue. The beauty of Greek ruins shares the spotlight alongside Baroque palaces. The wonderment of Mount Etna’s towering peak complements the five-star luxuries of your unforgettable accommodations. Your custom-tailored best of Sicily tour encapsulates the splendors of Sicily, showing you marvelous vistas overlooking endless vineyards and preserved Roman mosaics providing insight into the lavish lifestyle of prosperous colonists.
Customizable Itinerary
Palermo - Passionate Palermo
Palermo is a city of splendor that encapsulates the history of Sicily. Vibrant cultures have influenced the city and the traditions of the locals for millennia. Historic structures glint gold in the sunlight. The city is draped in adventure, from the narrow medieval streets to the wide, proud boulevards. Your private transfer meets you at the airport and escorts you to your lavish accommodation located in the heart of the historic center. The vibrant markets showcase the melting pot past of the city. Tarps cover the stalls. Vendors call out to passersby. The bright colors of fresh produce, from bananas to pomegranates, burst from the stands.
When walking between the antique buildings it feels as though you have wandered into North Africa rather than strolling along a European cobblestone lane. Graceful architecture and imposing churches encircle the Piazza Pretoria. However it’s the Fontana Pretoria that is the center of attention in the square, a fountain with tiered concentric circles forming the base. Statues of nymphs, tritons, and leaping river gods decorate the elegant 16th-century structure. The neoclassical décor adds to the illustrious figureheads decorating the fountain and speaks to the ancient Greek history spanning the island. It now adorns the façade of Municipal Hall.
What's Included:
Palermo - Mediterranean Bridge
Palermo - High on the Medieval Hill
Ragusa - Captivating Ancient Artwork
Ragusa - A Brief History of Chocolate
Ragusa - Where Modern and Ancient Life Mingle
Taormina - Encircling the Peak
Taormina - The Edges of Mainland Italy
Taormina - Waving Farewell to the Sea
Trip Highlights
- Bask in the seaside splendor of Taormina, a picturesque resort city overlooking the marvelous waters of the Bay of Naxos
- Trek to the breathtaking summit of Mount Etna, the tallest volcanic peak in Europe, to see numerous active craters
- Indulge in sweet treats, with private confectionary lessons to learn the art of making traditional cannoli and celebrated Sicilian chocolate
- Delight in a wine tasting on an organic family owned and operated vineyard, which produces some of the most famous wine in Sicily
- Discover the Baroque beauty of historic towns across the island landscape
- Stroll alongside marvelous ancient Greek temples at the Valley of the Temples
- Enjoy a scenic gondola ride to the top of a mountain to explore the medieval streets of the charming town of Erice
Detailed Description
Ancient springs and gilded Byzantine mosaics, exceptional vineyards and charming citrus orchards, your 9-day best of Sicily tour encompasses the pleasures of the Italian island ranging from historic charms to natural majesty. You arrive in Palermo where your private transfer greets you at the airport. The city has a vibrant atmosphere meandering along the cobblestone streets of the historic city center. Your guide leads you on a private tour of the city to introduce you to the marvelous medley of Mediterranean life that has inhabited the island for millennia.
You continue to Monreale to visit the celebrated cathedral atop Mount Caputo. Your private transfer meets you in the lobby and escorts you to the fabulous hilltop town of Erice to explore the medieval streets. In Segesta, you step back in time to witness the magnificent Doric temple, one of the best-preserved Hellenistic temples on earth. The following day takes you along the paths routing to the remarkable Valley of the Temples to see the ancient Greek ruins.
Outside of Piazza Armerina, you witness the Roman estate of Villa Romana del Casale, which is filled with spectacular mosaics. Your guide leads you on the best Sicily tours of the ancient streets of Ragusa. Enjoy lunch at a Michelin-star restaurant before continuing to the Baroque town of Modica, where you can indulge in a chocolate tour, learning about the centuries-old traditions of the city’s celebrated sweet delectable. The next day brings you to Syracuse, a city that balances its ancient past with contemporary life. After your tour, you continue to the magnificent seaside city of Taormina.
You venture to the foothills of Mount Etna, trekking along the landscape on a guided tour to explore the craters. Your guide leads you across the Strait of Messina to visit the marvels of the National Archeological Museum of Reggio Calabria, which is filled with ancient Greek and Roman artifacts. On your last day in Sicily, your guide meets you at the hotel and escorts you to the airport. Instead of making your way home, you could extend your vacation with a visit to the Renaissance charms of Florence or the graceful remains of the Venetian Republic in Venice.
Starting Price
$4,100 per person (excluding international flights)
Your Zicasso trip is fully customizable, and this sample itinerary is a starting place for your travel plans. Actual costs are dynamic, and your selection of accommodations and activities, your season of travel, and other such variables will bring this budget guideline up or down. Throughout your planning experience with your Zicasso specialist, your itinerary is designed around your budget. You can book your trip when you are satisfied with every detail. Planning your trip with a Zicasso travel specialist is a free service.
What's Included
- Accommodations
- In-country transportation
- Some or all activities and tours
- Expert trip planning
- 24x7 support during your trip
Your final trip cost will vary based on your selected accommodations, activities, meals, and other trip elements that you opt to include.
Verified Traveler Reviews
Based on 1122 reviews
Zicasso’s travel professional crafted an unforgettable Sicily trip for our group of seven. After discussing our preferences, she designed a flawless itinerary, incorporating unique experiences that became trip highlights. Her communication was exceptional, with prompt responses to our questions before the trip and daily updates for the next day's activities, including driver and guide details, which were incredibly helpful.
We stayed at superb hotels in Taormina, Agrigento, Palermo, and Cefalù, each with stunning views and private tours. Sicily’s warm, hospitable people stood out compared to other European destinations. At our hotel on Via Leonardo da Vinci in Taormina, the staff greeted us warmly, setting a perfect tone. Other stops included Mount Etna, Erice, Castelbuono, and Savoca. All of these locations were great, but don't miss Castelbuono!
Two standout experiences were private meals with families. Near Erice, a chef and his family welcomed us into their sea-view home, preparing amazing Sicilian meals that felt like dining with family. In Palermo, another home chef and her husband created a similarly memorable evening, with lots of great conversation and stories.
Every driver was professional, friendly, and informative, while our guides — often archaeologists or historians — were engaging and knowledgeable.
Highlights included a welcome dinner in Taormina, a farm cooking class, two wine tours with lunch, a Mount Etna hike, a Valley of the Greek Temples tour, town and village tours, cheese and pastry tastings near Cefalù, and a farewell dinner. The Godfather tour in Savoca was special, with our guide introducing us to a local who played Apollonia’s mother, waving from her balcony.
Our travel professional's meticulous planning and personal touches made this trip extraordinary. Thanks to Zicasso for matching us with the tour company and we highly recommend them for a perfect Sicilian/Italian adventure!
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Our Zicasso travel specialist did a fantastic job planning our family vacation for five adults.
Each hotel was top-notch. At the villa in Taormina, the rooms were luxurious, with unbelievable views of the bay and Mount Etna from private verandas. The staff were gracious and the restaurant's breakfast buffet delicious. Lunch and dinner were top-notch. The hotel in Agrigento was modern and the grounds were exceptional. It was close to the Valley of the Temples, with amazing views of the ruins from each room and the beautiful infinity pool. The hotel in Palermo was old-fashioned luxury with up-to-date facilities and close to the old town.
Our tour guides and drivers were excellent.
My only regret is that we only had 10 days to explore Sicily as there was so much more to see!
Our agent did a yeoman's job helping us plan this trip.
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This was a superb trip that allowed us to combine personal visits to Taormina and Syracuse with a pre-planned group meeting in Catania. Planning and communication were excellent, supported by an app that let us easily view our itinerary, complete with phone numbers for the drivers, hotels, and the tour operator contacts.
The hotels were perfect! They were wonderfully located, with impeccable service in Taormina and Syracuse. Our excursions were private and diverse, and allowed us to combine culture, foodie interests, and free time. The guides were top-notch, knowledgeable, and flexible.
We especially loved seeing the smaller towns of Sicily; Militello, Ragusa, Aci Castello, and Modica. We even arrived in one small town during their annual festival.
We had a dedicated driver for our trip who was, himself, a treasure; always on time, always ready to adjust to changes, and a delightful personality.
This was such a good experience that we have selected Zicasso's tour operator to book another Italy trip next year.
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The travel company and staff were excellent. The trip coordinators accompanied us through the trip via WhatsApp. They were terrific. The service was top-notch, including the drivers, tour guides, and accommodations.
The one thing I would change about the trip is to have longer stays in each city visited. Moving to a new hotel every two nights prevented us from really enjoying each city we visited. I would also forgo Palermo and substitute a smaller city like Noto or Agrigento. But again, the itinerary was based on my interests and time. It is not an indication of the tour company's abilities. However, it may be good for the agency to suggest longer stays to other customers. Otherwise, we had a great trip and once again, I have recommended Zicasso and the tour company to family and friends.
Thank you again for a great time!
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I was connected with the travel company through Zicasso. What an amazing trip! Many thanks to our travel designer of the travel company!!!
Our travel designer and her expert team planned a trip to Sicily for my husband and I, my siblings, and my sister-in-law. We were six and everything about the trip was executed beautifully and with great attention to every detail.
We chose to go to Taormina, Cefalù, Palermo, and Ortigia Island, flying direct in and out of Catania. Our travel designer arranged all transfers by private van for the six of us and we never had to worry where or when we were going anywhere. She was able to make changes on the spot and accommodate our every wish.
Planning the trip was so easy, as she was available to chat with me on the weekends to answer questions and clarify details. She even made dinner reservations in every city. I cannot say enough about her willingness to be available and the choices she helped us make. From the terrific winery near Mount Etna to a drive up Etna, guided tours (we had an incredibly fabulous art historian showing us the churches of Palermo), a day at leisure on the beaches of Cefalù, and an amazing cooking class in Palermo, where we learned about and visited the markets, and made pasta and cannoli, every experience was better than the one before it.
We definitely recommend, with five stars, the travel company. Have them plan your trip to Italy! This was my first time back to Europe since 2004 and it was stellar!
I surely will use this company when I plan new trips to Italy, and Zicasso as well!
When we were trying to decide where to go, we chatted with travel partners in several European destinations. Zicasso chooses the best of the best and our experiences with each of them was exceptional!
We will be back to Zicasso when we travel to other destinations!!
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