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

Verified Traveler Reviews

Based on 2350 reviews

Italy Travel Review: Agrigento, Trapani, Favignana, Siracusa, Terrasini, Boat Ride, Street Food Tour, 2 Weeks

I really liked the hotels and the Airbnb we were booked in. The breakfasts were lovely, and the staff was even lovelier. Also, I appreciated that we started our trip in a smaller place before we tackled the bigger cities. The excursions were nicely spaced out and we really enjoyed our start-of-the-season boat cruise, as well as the final market tour.

Our drivers were either early or on time, and our “long-haul” driver for two of our trips was great. He and my husband really hit it off.

I really appreciated that staff members were available when we needed them (even on the weekends and even when we were the ones who showed up in the wrong spot).

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Italy Vacation Review: Vatican, Colosseum, Venice, Cooking Class, Wine Tasting, Olive Oil, 11 Nights

Zicasso’s travel specialist made this our best trip ever. She was communicative and accommodating, as well as always available for our questions. Every tour and every guide was exceptional. Their ability to communicate their enthusiasm and passion was jaw-dropping. We came back each day with our mouths dropped by the amount of information and the fun we had. Each hotel the travel specialist picked for us was great, offering the best locations and caring, accommodating staff. She was a lovely and genuine person.

One of the highlights was our cooking class with a chef. This does not diminish each tour guide; they were perfect. Also, she arranged private transport that made our trip a breeze from beginning to end. Especially cool was the taxi in Venice! Thank you, to our travel specialist and Zicasso, for an amazing vacation. Oh, the wine and olive oil were perfection. Highly recommend!

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Greece Travel Review: Guides, 12 Days

Our travel company and Zicasso were truly excellent trip resources and designers of our two-week vacation to Greece. They arranged every detail. We had transportation prearranged, lodging that was extraordinary, and food that was unforgettable.

Our guides for various day tours in each location were phenomenal. They were never rushed and seemed to give us limitless time. They made arrangements for us that were not part of their paid services, just because they were so welcoming. The guides were all graduates of universities who had completed months of additional studies to become certified as guides. We learned so much from our trip about the places, but also about the culture and what it's like to actually live in Greece. Bravo!

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Italy Tour Review: Wine Tasting, Cooking Class, 1 Week

Our Italy trip was so wonderful. From start to finish, Zicasso’s travel specialist curated a memorable and very special, life-changing experience. Our itinerary was amazing, thoughtfully planned (full, but not overwhelming), fun, and precise. We had great small/private tours and guided adventures, from wine tastings and a cooking class to historical explorations, with introductions to local cultural activities and immersion experiences. The attention to detail for the train and other ground transportation we needed during our daily trips was impressive.

I would highly recommend our travel specialist, the travel company, and Zicasso to assist you in planning your next trip/journey/adventure if you want an exceptionally individualized, unique, and special travel experience that will provide you with great, lifelong memories.

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Italy Trip Review: Rome, Sicily, 12 Days

It was a pleasure working with Zicasso’s travel specialist and her team for our recent trip to Italy, including Rome and Sicily. The travel specialist was thoughtful throughout and demonstrated exceptional local knowledge when crafting our itinerary, particularly for Sicily, where we spent seven to eight days exploring the northwest, east, and southeast regions.

The itinerary beautifully blended visits to charming fishing villages with well-paced day tours, allowing for meaningful free time in between. In fact, she strongly encouraged us to include a free day to explore on our own, which made a noticeable difference, as we never felt rushed or exhausted. The hotels were impeccably selected and added greatly to the overall experience.

This was a truly memorable trip that we enjoyed every step of the way.

Thank you to the travel specialist and the travel company for creating such a wonderful experience. We will absolutely turn to them again for our next visit to Italy.

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Italy Tour Review: Pompeii, Amalfi Coast, Florence, 12 Nights

Zicasso’s travel company and every single guide and driver were stellar. All four hotels were good or excellent. There was one error on the schedule for the day outside of Florence when we had a driver to take us to the Siena region. The schedule stated three hours, so we paid for tickets to the Pitti Palace/garden, which turned out to be wasted money as the driving tour was actually nine hours. It was a beautiful day, though.

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Customizable Itinerary

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

30,000+ Verified Traveler Reviews