A Cultural Journey to Sicily Tour: Past & Present

Piazza del Duomo in Ortigia, Syracuse

What to expect on this itinerary

Sicily is a very distinctive region of Italy, filled with unique personality stemming from architecture that spans thousands of years. The coastline undulates between pristine beaches to remarkable cliffs. Mount Etna looms over wineries and cities, puffing smoke and spouting lava. Baroque palaces line charming piazzas. Marvelous frescoes decorate historic churches. Greek temples continue to stand tall along the edges of a modern city. Cobblestone streets twist and turn alongside medieval homes. Your custom tailored Sicily culture tour brings you to the unforgettable wonders of Sicily, embodied in the buildings, cuisine, and scenery scattered across the island.

Countries Visited

Italy

Places Visited

Palermo, Agrigento, Syracuse, Taormina

Suggested Duration

11 Days

Customizable Itinerary

Expand All
Day 1

Palermo - Introducing Palermo

Palermo’s uniqueness stems from its vibrant architecture, stunning setting, and radiant culture. The jovial calls of vendors at La Vucciria market echo off of the historical walls encompassing the stalls. “Vucciria” means voices in Sicilian dialect, and rings true in the boisterous and jubilant atmosphere of the marketplace. Produce native to the Mediterranean and North African climate thrives in both color and size. Herbs bring a sensual aroma to the pathways. Fresh seafood caught earlier that morning showcases the variety and abundance of what the oceans has offered residents of Sicily for millennia. Your private transfer greets you at the airport and escorts you to a luxurious hotel situated near the heart of the city. You quickly notice that the markets of Palermo offer more than just insight into the local shopping habits and vendor practices of the Italian province. They also embody the eclecticism of the cultures that have traversed and shaped the island.

What's Included:

Transfer
Accommodation
Day 2

Palermo - The Apparent Wonders of Palermo

Day 3

Palermo - Delighting in the Days of Palermo or Lampedusa

Day 4

Agrigento - Fascinating Greek Ruins in Italy

Day 5

Agrigento - Preserved Piazza

Day 6

Syracuse - Taking in Syracuse

Day 7

Syracuse - Deeper into the Splendor of Syracuse

Day 8

Taormina - The Draw of Taormina

Day 9

Taormina - Independent Taormina

Day 10

Taormina - Luxuries of Taormina

Day 11

Taormina - Taking the Culture with You

Trip Highlights

  • Experience the unique amalgamation of cultures that have settled in Sicily over a millennium
  • Discover lavish palaces and sensational cathedrals decorating the cities and towns across Sicily
  • Relish the tremendous marketplaces that offer insight into the daily lives of the locals
  • Witness the largest Greek amphitheater in Sicily located in the city of Syracuse
  • Revel in the stunning ancient Greek ruins located in the Valley of the Temples
  • Relax on an exquisite sandy beach edging the waters of the Bay of Naxos
  • Trek the lunar landscape of Mount Etna, Europe’s most active volcano

Detailed Description

Sicily is an island jewel in the Mediterranean, with coastal views that look out across the Strait of Messina to mainland Italy; in the other direction, you can see across the Tyrrhenian Sea to catch glimpses of the shores of Tunisia. The heritage of the island brims a blend of Phoenician, Greek, and Roman, and Carthaginian settlements, followed by Arab and Norman invaders. The blends of civilizations have made the culture of Sicily unique to Italy and the world. Each city has its own characteristics emanating from the architectural style and vibrant marketplaces. Your vacationing in Sicily begins when you arrive in Palermo, where your private transfer escorts you to a beautiful hotel located in the heart of the city.

The following day, you have a guided tour of Palermo and Monreale. The bayside city and architectural beauty of the provincial capital encompass the vast history of Mediterranean exploration by cultures from near and far. The cathedrals of Monreale show inspiring grace. The day is at your leisure to enjoy the city as you please, taking in the magnificent markets or winding through the interesting catacombs. The next day, you leave the capital city behind for the ancient Greek ruins located in the archeological park known as the Valley of the Temples.

Embrace the charming village of Piazza Armerina. The Roman villa outside of town contains a brilliant array of preserved mosaics. Your guide leads you on a majestic tour of Syracuse, once the largest city in the ancient world. Many ruins and antique buildings continue to decorate the cityscape. With a day in Syracuse at your leisure, you can visit the tremendous Greek theater or explore one of the 12 ancient quarries of the old city at Latomia dei Cappuccini.

Next, you travel to Taormina, where you have three days to enjoy the splendor of the town’s seaside location. Your guide leads you on a fabulous tour of the city’s charming streets, lined with palaces and the first seat of Sicilian parliament. Spend time on the opulent beaches on the fringes of Taormina, or escape to the high reaches of Mount Etna on a guided hike of the volcanic landscape. On your final day, your private transfer meets you at the hotel and transfers you to the Catania airport for your flight home.  

Starting Price

$5,000 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 254 reviews

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."

See more

Italy Luxury Trip Review: Agrigento, Taormina, Marsala, Cooking Class, Wine Tasting, One-Week Tour
Except for a couple of snafus at the airport in Palermo and the wrong bed set-up in Palermo at the beginning of our trip, everything was excellent. We especially enjoyed our hotels in Agrigento and Taormina.

See more

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.

See more

Luxury Italy Travel Review: Sicily, Palermo, Catania, Ortigia, Taormina, Mount Etna

Matteo provided exactly the trip we wanted, which was a 12-day tour of Sicily, starting in Palermo and ending in Catania. We spent 3 nights in most hotels and approved of his choices, which gave us different experiences of hotels in Sicily. In Taormina we stayed at Hotel Calipso, Hotel Kore in Agrigento, and A Casa Di Anna in Palermo. He provided us with a cellphone upon arrival and checked in from time to time. His English is excellent. We sometimes had problems with internet, and he would call the hotel to try to get a solution, then report back. We used two guides provided by him for specific tours, but basically did things by ourselves. I would turn to him for my next trip to Italy.

See more

Sicily Italy Travel Review, Palermo, Agrigento, Siracusa, Modica, Ragusa, Taormina, Locals, Food & Wine
My wife and I arranged a trip to Sicily with our trip planner at this tour company and we could not have had a better, more professionally planned trip to this wonderful country.  The history and even the culture in Sicily is very different from the rest of Italy we learned and every aspect of our pre-planned scheduled trip over 8 days was first class.  From the moment we arrived in Palermo and were picked up by a private driver to all the cities we visited, the hotels our trip planner booked us in, the drivers she arranged to transport us every day, to the pre-arranged professional tour guides, everything about this trip was simply exceptional.  The planner even helped us make reservations at highly rated local restaurants in the towns we stayed.  We visited and toured Palermo, Agrigento, Siracusa, Monica, Ragusa, and Taormina.  We really saw a great deal of Italy and the beautiful historical sites in each city we visited were amazing and so interesting.  It was a trip we talked about doing for many years and we finally did it.  I would strongly recommend this tour company for any destination and we hope to be able to do another trip in the future.  We would definitely call our trip planner immediately when this can hopefully happen.  Thank you trip planner for being so responsive to all of our questions and requests during our trip as we made a few changes in the restaurant reservations during our trip as we became acquainted with the towns we visited.  I must add this about Sicily, the food and local wines are beyond good, it is almost impossible to have a bad meal anywhere you go.  Sicily is beautiful and the people there are so friendly and welcoming and surprisingly, many speak pretty good English.  Thanks again to our trip planner for planning such a wonderful trip for us.Bye for now.Tim and Bamie C.Chandler, Arizona   

See more

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. 

See more

Customizable Itinerary

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

28,000+ Verified Traveler Reviews