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

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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

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Based on 6115 reviews

Melanie E.
Italy Honeymoon Review: Rome, Florence, Tuscany, Pompeii, Vespa Tour, Food Tour, Wine Tasting, 12 Days

We had a wonderful honeymoon in Italy! It was easy to coordinate with Zicasso’s travel specialist; she heard what we were interested in doing and seeing, and she planned a seamless vacation. The travel from point to point was easy, we had knowledgeable drivers and guides as we visited new places, and the hotel and restaurant recommendations all led us to perfect spots we wouldn't have found on our own. We had a great time in Rome and Florence, and in the countryside in Tuscany, and would absolutely consider Zicasso again for future trips.

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Dirk S.
Italy Travel Review: 2 Weeks

The trip was excellent. Zicasso’s tour operator handled our special request and situation very well. They were very responsive and helpful.

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Laurie H.
Italy Trip Review: Naples, Lecce, Ischia, Mount Etna, Trulli Homes, 3 Weeks

Zicasso's was a great company to work with for our trip to Italy. Everyone replied promptly to questions or concerns. We liked the suggested tours. Most of the guides were very engaging and easy to understand.

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Joseph G.
Italy Travel Review: Florence, Cooking Class, 1 Week

The tour company did everything we agreed upon.

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Teresa V.
Italy Travel Review: Florence, Chianti, Private Guide, 5 Nights

Zicasso’s tour operator was superb! Their communication, understanding of our requests, and planning were excellent. They made our first trip to Italy unforgettable.

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Paula Z.
Italy Travel Review: Palermo, Agrigento, Sorrento, Amalfi Coast, Opera, Winery, Cooking Class, 10-Day Trip

Zicasso’s travel specialist did a wonderful job at listening to what we were looking for in our trip and the experiences we would like to incorporate. Her recommendations were spot-on! All of the tours, guides, cooking classes, and drivers were excellent. All details were taken care of and we had nothing to worry about but enjoying our vacation.

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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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