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 693 reviews

Italy Vacation Review: Sicily, Palermo, Cefalu, Modica, Scicli, Marzamemi, Noto, Agrigento, Valley of the Temples, Ragusa, Syracuse, Taormina, Mount Etna, Wine Tasting, 2-Week Trip

We had a lovely tour of Sicily and we thoroughly enjoyed the scenic villages, mountains and coastal areas, the delicious food, the history and culture of the region, and, of course, the many lovely Sicilians we met on our journey! This was made possible by the travel company we went with when we first engaged Zicasso. They met with us (online) and developed a great tour, for which a few highlights are summarized below. They were also very helpful during the trip to offer us assistance if we needed it. In short, they made our trip truly memorable!

On our visit to Palermo, we experienced its ancient history and fine cuisine. Touring some of the smaller towns and villages, such as Cefalù, Modica, Scicli, Marzamemi and Noto, we enjoyed many scenic streets and alleys with their many shops and restaurants, and also seeing some beautiful artwork in their ancient cathedrals. The countryside of Sicily is also lovely to see and on our tour, we were privileged to visit some farms and talk with some locals who make their living off the land.

We were captivated by the rich historical underpinnings of Sicily, as we saw when we toured Agrigento to visit the Valley of the Temples. In other larger towns/cities we visited, such as Ragusa, Syracuse and Taormina, we had many opportunities to tour food markets and taste (and to learn to prepare) some specialty dishes of the local area.

Having a walking tour around Mount Etna with a local guide provided us with a refreshing outdoor nature hike that was a great way to learn about the area. Capping off our nature walk with a gastro/wine tour at a local winery was a great finale to our two-week vacation! In the end, our only regret was that we didn't want the vacation to end!

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Sicily Vacation Review: Syracuse, Noto, Ragusa, Modica, Ortigia, 1 Week

We had a fabulous time in Sicily. It was our first visit and Zicasso’s travel company planned an excellent itinerary, with great recommendations on the cities and towns to visit that felt like a truly local experience. (Other agents focus on the big cities of Palermo and Taormina, but the travel company recommended we spend more time in Syracuse/Noto, Ragusa, and Modica.)

We loved our primary driver and the boutique hotels they selected for us. Communication and documents were all easy to follow.

The only piece we wish might have been curated a little more was the recommended dining options. There were too many and not necessarily great restaurants.

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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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Italy Travel Review: Rome, Ortigia, Modica, Agrigento, Noto, Marzamemi, Taormina, Winery Visit, Food Tour, Mt Etna, 9 Nights

Overall, I loved all that was planned for me by Zicasso's travel specialist. She did a great job planning the transfers, tours, and activities we discussed during our planning. In particular, I loved my tour of Modica, the winery visit, my visit to Agrigento, and my visit to Noto and Marzamemi. I also loved my hotel in Ortigia - the location, the architecture, the views. I wish I had requested a sea view for my Taormina hotel, as not having that felt like a miss. I did not like at all the hotel in Rome (in spite of its convenient location) - it was a miss after such a glorious trip.

Every single tour guide and driver was excellent, knowledgeable and reliable. The initial personal fast track transfer in Rome was also excellent, and I requested the same service when I was leaving.

I would have liked the food and wine tour in Taormina to be a bit more elevated, given I am a foodie with elevated tastes. The local Sicily organizer, was very responsive overall. I just found it strange that she did not follow through on her offer to pay for a dinner because I chose my own venue.

The reason I am not giving this trip a 5 is because of a few issues: the room in Taormina and the hotel in Rome. The trip started strong with the transfer support and I wish it had been included at the end - I paid an additional fee for it. I also paid a significant additional fee for a private tour to Mt. Etna, which was given by the same person who drove me there. I feel like I overpaid for that tour. I canceled the Etna Food and Wine tour and wish I had gotten some consideration for that.

Stepping back, I am grateful for the trip and all the detailed organizing that went into it. I will look more closely at hotels offered so I avoid being disappointed.

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Italy Vacation Review: Rome, Stabiae, Pompeii, Archaeological Sites, Art, 17 Days

Overall, a very good trip; we enjoyed it very much. There were, however, a few glitches. On our first tour day, our guide was late, and we ended up picking her up from the train station, which started the tour late. Then, the transportation company wanted to charge us extra because the tour ran over time. Zicasso's travel company intervened, and we were not charged. On our second tour day at the Borghese Gallery, the guide was a no-show, and we were notified at 2 p.m. when we were scheduled to meet the guide at the gallery. Our tour of Stabiae was scheduled on a day when the facility was regularly closed and the travel company arranged for us to visit two sites in Pompeii as a substitute.

We wish the travel company had provided more information on two of our hotels. Our room at the hotel in Palermo, while spacious, was sparsely furnished and didn't seem like a 5-star hotel room. The hotel informed us that the room is scheduled to be refurbished next year. At our hotel in Syracuse, we had a two-story room with a beautiful view, but there was no room for bags on the second floor, where the bed was located, which would have entailed dressing on the first floor and many uses of the stairs. We declined that room and ended up in a small downgraded room for two nights until another room was available. Additionally, the breakfast room was very cold and even the staff complained about the temperature. When I asked a staff member about the temperature, I was told they were "between cycles" - it was not clear what that meant. To be fair, I was involved with the choice of hotels, but perhaps the travel company could have alerted me to these potential difficulties.

On a positive note, all of our drivers were on time and exceptionally polite. Additionally, the app, worked very nicely, was easy to read and helpful. Finally, the WhatsApp communication with the travel company was always available and worked well.

It should be emphasized that we enjoyed the trip and have many fond memories, especially regarding the amazing archeological sites.

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Italy Travel Review: Sicily, Palermo, Taormina, Ortigia, Rome, Vatican, Borghese Gallery, Sunset Cruises, Cuisine, Private Guides, 2 Weeks

My wife and I spent two weeks in Sicily and four more days in Rome. The trip was seamless: no glitches and no problems. Zicasso's travel specialist and others were promptly responsive, friendly, and cooperative. They made excellent suggestions and respected our preferences.

The transportation and the guides were all very good. The hotels were appropriate for our desires and budget. They provided wonderful sunset cruises in Palermo and Taormina, and they got us restaurant reservations for dinner each night at non-touristy places.

Surprisingly to us since we have been there before, Rome was especially enjoyable. The art in the Borghese Gallery and in the Pope's museum at the Vatican was overwhelming.

My wife and I have traveled extensively, particularly with agents obtained through Zicasso. They have all been good, and this one was one of the best. I can recommend our travel company without reservation.

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Customizable Itinerary

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

37,000+ Verified Traveler Reviews