Sicily Wine Tour: History & Culture Exploration

Vineyards in Sicily with Mt. Etna in the background

What to expect on this itinerary

Italy is famous for its wine and its cuisine but beyond the mainland the gastronomic traditions and ancient marvels the best of Italian heritage will be yours to enjoy during your customizable wine, culture, and history tour of Sicily. The vines on the island have become legendary for the rocky plateaus, the fertile valleys, and the vineyards found along the slopes of soaring Mount Etna. With culinary and oenological traditions dating back to Phoenicians and Greeks with hints of Arab and Norman customs, your tour of Sicily will be an incredible immersion into a cornerstone of the Mediterranean filled with ancient wonder, Baroque opulence, and endless mouthwatering delights.

Countries Visited

Italy

Places Visited

Catania, Siracusa, Vittoria, Caltanissetta, Mt. Etna

Suggested Duration

9 Days

Customizable Itinerary

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Day 1

Catania – Arrive in the Bustling City of Catania with the Day at Leisure

As Sicily’s second-largest city, the city of Catania bustles with activity throughout the day. The picturesque countryside sweeps to the slopes of Mount Etna in the distance while the Baroque architecture shines with a subtle gold hue across the city. Your flight will land at Catania-Fontanarossa International Airport, where your private transfer will greet you upon arrival. The remainder of the day will be yours to enjoy the charms of Catania at your preferred pace, and you might want to begin by indulging as the sensational aromas draw you in. The surrounding restaurants serve mouthwatering classic dishes like pasta cooked in squid ink, indulgent grilled meats, and the traditional flavors of pasta served with tomato sauce, eggplant, and ricotta cheese in a dish known as pasta alla norma.

The enticing aroma of pistachios usually drifts through the streets, but often fade beneath the fragrant pastries of Sant’Agata, which contain goat milk ricotta, candied fruit, and dark chocolate. When strolling through the city, you will find the Teatro Romano, an ancient Greek theater built in the second century BC. The fascinating structure contains steps made from dried lava and stadium seating covered in marble. The narrow lanes leading to the theater possess an iconic image of laundry dangling from lines and the sounds of the radio shaping the welcoming ambiance that combines the ancient and the contemporary life of the city.

What's Included:

Transfer
Accommodation
Breakfast
Day 2

Caltanissetta – Explore Catania and Discover the Wines of Mt. Etna

Day 3

Caltanissetta – Enjoy an Immersive Tour of Cuisine and Culture

Day 4

Vittoria – Discover the Wines and History around Valledolmo

Day 5

Vittoria – Revel in a Delicious Wine Tasting in the Ragusa Province

Day 6

Siracusa – Tour the Sensational History in and Around Siracusa

Day 7

Siracusa – Traverse the History and Treasures of Modica and Scicli

Day 8

Siracusa – Delight in Olive Oils and Wines Made from Nero d’Avola

Day 9

Siracusa – Depart for Home

Trip Highlights

  • Revel in the delightful flavors of wines produced on the volcanic slopes of Mount Etna during a private wine tour
  • Bask in the remarkable authentic ambiance of the famous fish market of Catania during a morning walking tour
  • Sample the delectable traditional cuisine of Sicily with a private cooking class led by a private chef offering insight into the ancient grains of the island
  • Indulge in the magnificent flavors of Nero d’Avola wines with a special tasting designed around the different uses of the grape in a variety of wines
  • Discover the charm and opulence of the Baroque architecture in Modica captured in the pristine Church of San Giorgio
  • Explore the fascinating ancient history of Siracusa with a guided tour through the Archeological Park and Baroque city center
  • Enjoy the authentic culture of Sicilian cuisine and wine by visiting charming towns and vineyards in the Ragusa province

Detailed Description

You will indulge in the specialties of the Mediterranean during your 9-day wine, history, and culture tour of Sicily and uncover the captivating heritage and alluring culture connected by thousands of years of trade and cultivation. From the ancient streets of Siracusa to the Baroque architecture of Modica, the wines produced in the Ragusa province to the elaborate flavors found on Mount Etna, your wine tour of Sicily will celebrate the quintessential culinary spirit of the island where you can savor the delights of both sweet and savory, aromatic and acidic.

Your elaborate wine tour of Sicily will begin with your arrival in Catania, where your private transfer will greet you at the airport. Enjoy one night in the vibrant city known for an eclectic culture from millennia of trade featuring brilliant Baroque architecture and the bustling La Pescheriafish market. You will travel to Caltanissetta for two nights after enjoying a private tour of the cultural history of Catania. With lavish architectural styles and a lively morning market, you will also be drawn to the alluring flavors of both the historical and the contemporary wines produced on Mount Etna. After a full day in the charming town of Caltanissetta, dive into the beauty and the charm of the local heritage with a private cooking class that will introduce you to the gastronomic history in the form of both the ancient and the contemporary grains grown in the province.

Travel to Vittoria next for two nights and discover the wines of the Ragusa province with guided tours. Designed around authentic tastings, cooking experiences, and elegant wines found both in the town of Valledolmo, as well as other villages from around the surrounding province. You will then transfer to the ancient city of Siracusa for three nights in the luxurious ambiance accentuated by the seaside location. Explore the city’s blend of ancient, Baroque, and contemporary life as well as the gorgeous Baroque majesty of nearby destinations such as Modica and Scicli. Sample olive oils and wines around the province celebrated for the specific properties and endemic histories when visiting inviting family-owned estates. 

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 672 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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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 Travel Review: Sicily, Palermo, Aeolians, Boat Tour, History, 12 Nights

Trip was excellent and matched what we wanted very well. We had lots of great excursions that the Zicasso travel company helped us select based on an easy interview at the beginning. Great tour operators and the agent was in contact with us in case of any issues. And there were some issues...

We had one guide who was late (traffic), so I texted the agent, and I received, almost immediately, the guide's personal contact info to help us find them. After that, without asking, I got contact info for all of the excursions (though it was never needed).

Hotels were beautiful.

At the very end of the trip, Mt. Etna was erupting. Great pictures, but it closed the local airport we were departing from. The agent made sure we had alternate transportation to Palermo to take a different flight out. I was amazed at the additional help beyond what the original planned itinerary was. This company makes sure your trip works out no matter what happens.

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Italy Travel Review: Sicily, Boat Tour, Mt. Etna Hike, 16 Nights

Fabulous trip! Our Zicasso travel specialist took the time to understand our interests and travel style and created a wonderful, personalized itinerary.

We enjoyed the beautiful hotels with fabulous views, as well as the excellent tours and guides selected by another specialist, who was also our guide for one of the days. She chose experiences that beautifully blended history, Sicilian culture, architecture, and food.

Our drivers were excellent, especially one who provided outstanding service throughout our trip. We also appreciated the help desk’s daily updates, which kept us prepared for each day’s plans.

When our flight home was unexpectedly canceled due to the eruption of Mt. Etna, the help desk quickly orchestrated a new plan for the following day, arranging transportation to another city, a hotel for the night, and transportation to the airport for our flight home. A special thank you to the help desk member who was incredibly responsive and reassuring and made a very stressful situation so much easier for us.

We are so grateful to the entire team for making our Sicily trip so special!

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Italy Tour Review: Sicily, Archaeology, Cooking Class, Mount Etna, Art Class, Olive Oil and Lemon Farm, History, Guides, 1 Week

We loved Sicily! Zicasso's travel operator provided us with an amazing trip! Every guide and activity surpassed our expectations. From the archaeological parks to the cooking class at the palace, the art class, the Jeep tour of Mount Etna, the olive oil and lemon farm, but especially the guides she selected for us, it was pure joy! The history of that country is mind-boggling and fascinating to learn about.

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Sicily Tour Review: Agrigento, Ortigia Island, Syracuse, Taormina, 10 Days

Everything was really perfect! The tour guides and drivers were fabulous, and the hotels were top-notch! Zicasso’s travel specialist listened to all our requests and delivered a wonderful experience for us to explore Sicily.

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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