Best of Sicily Tour: Palermo to Taormina

Senior couple at the Valley of the Temples in Agrigento, Sicily

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.

Countries Visited

Italy

Places Visited

Palermo, Agrigento, Erice, Segesta, Piazza Armerina, Modica, Ragusa, Taormina, Syracuse, Mount Etna, Reggio Calabria

Suggested Duration

9 Days

Customizable Itinerary

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Day 1

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:

Transfer
Accommodation
Day 2

Palermo - Mediterranean Bridge

Day 3

Palermo - High on the Medieval Hill

Day 4

Ragusa - Captivating Ancient Artwork

Day 5

Ragusa - A Brief History of Chocolate

Day 6

Ragusa - Where Modern and Ancient Life Mingle

Day 7

Taormina - Encircling the Peak

Day 8

Taormina - The Edges of Mainland Italy

Day 9

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.

4.9

Verified Traveler Reviews

Based on 1529 reviews

Southern Italy Luxury Vacation Review: Hilltop Town of Taormina, Greek Ruins of Agrigento, Marsala Wine Tasting, History & Food
We had a really wonderful 9 day trip to Sicily. I had a general idea of what I wanted to see, but needed guidance as to the overall flow of the trip, what we can see (and should) in 9 days and recommendations for hotels etc. The trip planner of this travel team made it all happen and was very easy to work with. He listened to what I wanted to see (what was important to us, what we enjoy ....) and made recommendations when asked for his opinions. We decided to drive ourselves, but have guides in most of the places that we visited.Given our detailed and full schedule, our trip went very smoothly - Palermo, Cefalu, Monreale, Segesta, Erice, wine tasting in Marsala, Agrigento, Villa Roma in Piazza Armerina, Caltigirone, Ortigia, Siracusa, Noto (more wine tasting), Ragusa, Mt. Etna and Taormina. Our travel agent's advice and recommendations were excellent and everything was well organized. Our guides were extremely knowledgeable and friendly (and always on time).This travel team is an excellent agency, with an emphasis on service. After we arrived in Sicily, Giulio and his colleagues called us to see if we needed anything or were having any problems. They had given us a SIM card to make the communication easier. It was very helpful to have someone who was able to help us IF we needed assistance. For example, when we wondered if it would be possible to have a short walk on Mt. Etna (since the weather was clear), they quickly sent us the directions and information as to where we should go. 

I highly recommend this travel team and would use this agency for future trips to Italy.

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Travel Review: Italy Tour, Sicily, Palermo, Agrigento, Catania, Ragusa, Syracuse, Modica, Chocolate Making, Olive Oil Factory
Trip was excellent.  All the arrangements made by the travel company worked flawlessly.  Although we have been traveling for more than 50 years this was the first time we have used a travel agency to both plan and arrange an overseas trip.  We were impressed with the agency because they listened to what we wanted to do and see.  There were discussions and a few iterations before the final itinerary. Take time and speak with them.  Furthermore they were able to accommodate our idiosyncrasies. We spent 10 nights in Sicily in Palermo, Agrigento, Ragusa Ibla, Siracusa and Catania.  All the hotels and B&B's were excellent and centrally located as we desired,  The drivers and guided tours were staffed with knowledgeable, professional and efficient people.  The agency kept in contact with us throughout the trip although this was not easy since we did have a mobile phone.  There were no problems at all.  Superb suggestions from the travel company that we had not thought about such as a chocolate making class in Modica, a market crawl/cooking class/lunch in Siracusa as well as a visit to a top quality olive oil production estate were some of the highlights of our trip.  The archeological visits also were magnificent. The agency even arranged for our attendance at a Bellini opera in the Teatro Bellini in Catania.  The overall trip was wonderful mostly due to the great travel arrangements.  It did not hurt that for the 10 day trip duration there was no rain, only a few rare clouds and moderate temperatures. We would not hesitate to work with this travel company again. 

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Italy Vacation Review: Sicily, Temples, Cathedrals, Cooking Class, Boat Tour, 2 Weeks
"Zicasso’s travel agency planned the trip of a lifetime for us. They were attentive, communicated with us daily, and responded to any concerns."

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Italy Trip Review: Taormina, Agrigento, Palermo, 8 Nights

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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Review: Sicily 2-Week Tour, Palermo, Agrigento, Siracusa, Taormina, Catania, Greek Temples, Sailing Tour, Vineyards
First & foremost, a big thank you to everyone that helped make this happen for us. Please know that the guides you recommended for us exceeded our expectations. Marilu was amazing to say the least, Claudio was cool, Frederica was an absolute doll, Salvatore was a hoot and Antonio was terrific. Please consider keeping them all on board. The hotel in Palermo was wonderful and was located perfectly. The staff was attentive and made some great restaurant recommendations. We had a lot of fun in Palermo. We wish the residents took better care of its wonderful city as the graffiti and garbage were somewhat disturbing. Thank you for not having us drive in Palermo. Our driver Paolo (Airport and to Agrigento) was a super nice young man with a magnetic personality. The tour of the Greek Temples was engaging and Claudio's format of making it a classroom session was wonderful. The town itself is somewhat sleepy but adorable and we enjoyed the food and vino. The Hotel was just okay as there was a lot of wasted space and the decor was very dated including the shower. Please consider another Hotel, perhaps closer to the center of town.The drive from Agrigento to Siracusa was mesmerizing as the countryside was gorgeous with the exception of the garbage at every rest stop. Siracusa was fantastic with something around every corner. We always found something to see and something to do in Ortiga. Two criticism's regarding Siracusa. 1. The Hotel was marginal at best, albeit the location was good. The breakfast was just okay as the wait staff was short and curt. The bed (if you can call it that) was horrible. Hard to understand why a "Couple" would be given two crappy little double beds to push together. The front desk was very nice and very helpful. 2. If you are going to advertise a luxury cruise to explore hidden coves and swim in isolated areas, please make sure the captain has a boat that is facilitated to do so. Please consider "stepping up" your game regarding this activity. Our captain was excellent with his skillset, but he did not have a dingy with a motor so we could not enjoy going to any public beach and he did not have life jackets on board and the seating was relatively uncomfortable. Frederica was absolutely wonderful with her amazing lunch and vino. We did have a great day overall but it did not live up to the adventurous aspect that we had anticipated. Please consider other vessels for this part of the itinerary.     Taormina was by far the best part of trip. No negatives here. We absolutely fell in love with Taormina and its surrounding towns (Castelmola and LetoJanni). Amazing Hotel...., etc.  Love, Love, Love Taormina!!! Catania was rich in history and food.  Overall, due to its lack of cleanliness, it wasn't our cup of tea. However, we took the liberty of spending an afternoon at the Gambino Vineyards and that was amazing. 

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Sicily Vacation Review: Agrigento, Taormina, Wine Tour, 2-Week Trip
Rose was fantastic to deal with!! Her knowledge, patience, willingness to tweak and retweak, and her kindness reflected so positively in the travel company. We eagerly looked forward to our Sicily adventure!Unfortunately, the travel company contacts in Sicily left a lot to be desired!Our private driver never arrived upon our arrival and this understandably left us questioning whether we could feel secure with so many other drivers organized throughout the trip.Our concerns were justified, the majority of our drivers spoke no English, we had one driver in Agrigento who I think must have been punch-hitting because he arrived late and in a foul, angry mood so a short ride to the temples was most unpleasant!We received a call the day before departure from Agrigento alerting us to a time change in pickup, we immediately changed our morning workouts to accommodate the change and then sat there waiting for early pick up and the driver arrived at 10am, the original time! He had never been notified of the change! COMMUNICATION  Problems for sure!!The most egregious issue was when we took a 25Euro taxi ride to Ortygia to join our arranged tour group to Noto, Ragusa, Modica plus wine tour and we were informed that this tour had been canceled! I will not detail what I had to go through in broken Italian to get help sorting out something out! My husband was in disbelief!moreover on numerous occasions when we tried to reach the helpline no one answered!In Taormina, we were given a small cramped room and when I kindly explained that this was a birthday trip for me and that I had hoped that the travel company would have requested a classic room with some view, I was told that had not occurred but they would attempt to do their best and they did, fortunately! 

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Customizable Itinerary

This is a sample itinerary to inspire a personalized trip designed with your travel specialist.

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