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 6870 reviews

kavita A.
Italy Tour Review: Rome, Venice, Tuscany, Chianti, Vespa Tour, Boat Ride, Cooking Class, 20 Days

Our trip was absolutely amazing and the planning done by Zicasso's travel company surpassed my expectations. The attention to detail was amazing: from excellent and punctual drivers to assistants who helped us with the water taxis in Venice to the lounge access for trains. It was truly white-glove service that made my trip seamless and allowed me to enjoy every moment because every detail was handled.

The excursions were fantastic. I especially enjoyed the cooking class at a farm in Tuscany and the Vespa tours in Rome. There was a nice mix of private excursions for the walking tours and boat rides, to a few shared excursions, such as the cooking class.

The hotels the travel company booked were chic, boutiquey Italian hotels and each had its own charm (from the former palace in Venice to the castle in Chianti), and we loved them. We would absolutely recommend to anyone booking a trip to Italy!

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Carles P.
Italy Travel Review: Assisi, Tuscany, 15-Day Trip

Zicasso's team was excellent with planning and execution of the itinerary to meet our specific needs.

I was able to add an additional city on short notice!

We had knowledgeable local city guides and all drivers were professional.

We had a wonderful family trip!

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Jeff S.
Italy, France Vacation Review: Rome, Florence, Venice, Paris, Bayeux, Normandy, 18 Nights

We had an excellent experience with Zicasso's travel company. We are a family of four and spent 18 nights going through Italy and France. We worked with the company to make arrangements to see the cities and sites we wanted to visit. They offered great options for hotels and activities. They stayed in close contact with us during the trip and made additional arrangements upon request. The company provided outstanding service making arrangements and during the trip. We were very satisified and have already recommended them to our friends.

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Dorothy K.
Italy Tour Review: Rome, Florence, Amalfi Coast, Pompeii, Mount Vesuvius, Ancient Sites, Cooking Class, 1 Week

I can confidently say that Zicasso's travel specialist is truly dedicated to providing her clients a luxury experience. From the outset, we had a 20-minute call where she wanted to learn about our dream vacation and get to know us. She was attentive to every request we made and organized our itinerary accordingly. During the trip, she texted us daily to inform us about our drivers and guides for the next day. Additionally, she checked to ensure our trip was progressing smoothly.

Here are some highlights:

Rome: We were greeted at the airport by our agent, who expedited our passage through passport control. The following day, we started our exploration at the Vatican. Our agent had purchased our tickets in advance, allowing us to skip the line. She also planned the remainder of our self-guided tours of the Colosseum, Roman Forum, and other ancient sights. We accomplished so much in just two days!

Florence: We took part in a pasta-making class with a chef who was fantastic! Her husband was also quite charming. Our experience there was truly wonderful. Special thanks to our driver, who was incredibly helpful and informative.

Sorrento (Amalfi Coast): We began with a visit to Pompeii, where our guide, also arranged by our agent, was spectacular! His passion and extensive knowledge made the experience enjoyable. Next, we had a fun blind wine tasting. When we arrived at our amazing hotel, we were greeted with a surprise.

While in Rome, we encountered a minor issue, which our agent resolved quickly. She even went above and beyond by ordering us a bottle of prosecco to celebrate. We also took a car tour of Positano and Ravello, guided by a local from Ravello who was informative, knowledgeable, and delightful. We loved her! Our day ended with a lovely sunset cruise off the coast! Both days had excellent drivers.

This trip was a dream come true for my husband and me. Without a doubt, our agent made it the luxurious experience we desired. I highly recommend her and her team!

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Laura M.
Italy Trip Review: Florence, Amalfi Coast, Uffizi Gallery, 9 Nights

The trip went very well! Our Zicasso travel specialist did a thorough job planning our vacation to Italy. We would definitely use her again.

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Margaret K.
Italy Vacation Review: Lake Garda, Verona, Milan, Boat Trip, Gastro Tour, 1 Week

Our trip was a 10 out of 10! There is no way it could have been any better. Zicasso's travel expert and the tour company's team were incredibly responsive (not that we had any issues) and the itinerary was so impeccably curated.

Every greeter, driver, and tour guide was incredibly knowledgeable and professional, and hotels were immaculate. It was such a relief to know that every last detail was taken care of and we didn't have to worry about anything.

We highly recommend our travel company and would definitely use them again.

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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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