Sicily Wine Tour: History & Culture Exploration

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.
Customizable Itinerary
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:
Caltanissetta – Explore Catania and Discover the Wines of Mt. Etna
Caltanissetta – Enjoy an Immersive Tour of Cuisine and Culture
Vittoria – Discover the Wines and History around Valledolmo
Vittoria – Revel in a Delicious Wine Tasting in the Ragusa Province
Siracusa – Tour the Sensational History in and Around Siracusa
Siracusa – Traverse the History and Treasures of Modica and Scicli
Siracusa – Delight in Olive Oils and Wines Made from Nero d’Avola
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
$3,300 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.
Verified Traveler Reviews
Based on 1039 reviews
I was connected with the travel company through Zicasso. What an amazing trip! Many thanks to our travel designer of the travel company!!!
Our travel designer and her expert team planned a trip to Sicily for my husband and I, my siblings, and my sister-in-law. We were six and everything about the trip was executed beautifully and with great attention to every detail.
We chose to go to Taormina, Cefalù, Palermo, and Ortigia Island, flying direct in and out of Catania. Our travel designer arranged all transfers by private van for the six of us and we never had to worry where or when we were going anywhere. She was able to make changes on the spot and accommodate our every wish.
Planning the trip was so easy, as she was available to chat with me on the weekends to answer questions and clarify details. She even made dinner reservations in every city. I cannot say enough about her willingness to be available and the choices she helped us make. From the terrific winery near Mount Etna to a drive up Etna, guided tours (we had an incredibly fabulous art historian showing us the churches of Palermo), a day at leisure on the beaches of Cefalù, and an amazing cooking class in Palermo, where we learned about and visited the markets, and made pasta and cannoli, every experience was better than the one before it.
We definitely recommend, with five stars, the travel company. Have them plan your trip to Italy! This was my first time back to Europe since 2004 and it was stellar!
I surely will use this company when I plan new trips to Italy, and Zicasso as well!
When we were trying to decide where to go, we chatted with travel partners in several European destinations. Zicasso chooses the best of the best and our experiences with each of them was exceptional!
We will be back to Zicasso when we travel to other destinations!!
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Zicasso’s travel professional crafted an unforgettable Sicily trip for our group of seven. After discussing our preferences, she designed a flawless itinerary, incorporating unique experiences that became trip highlights. Her communication was exceptional, with prompt responses to our questions before the trip and daily updates for the next day's activities, including driver and guide details, which were incredibly helpful.
We stayed at superb hotels in Taormina, Agrigento, Palermo, and Cefalù, each with stunning views and private tours. Sicily’s warm, hospitable people stood out compared to other European destinations. At our hotel on Via Leonardo da Vinci in Taormina, the staff greeted us warmly, setting a perfect tone. Other stops included Mount Etna, Erice, Castelbuono, and Savoca. All of these locations were great, but don't miss Castelbuono!
Two standout experiences were private meals with families. Near Erice, a chef and his family welcomed us into their sea-view home, preparing amazing Sicilian meals that felt like dining with family. In Palermo, another home chef and her husband created a similarly memorable evening, with lots of great conversation and stories.
Every driver was professional, friendly, and informative, while our guides — often archaeologists or historians — were engaging and knowledgeable.
Highlights included a welcome dinner in Taormina, a farm cooking class, two wine tours with lunch, a Mount Etna hike, a Valley of the Greek Temples tour, town and village tours, cheese and pastry tastings near Cefalù, and a farewell dinner. The Godfather tour in Savoca was special, with our guide introducing us to a local who played Apollonia’s mother, waving from her balcony.
Our travel professional's meticulous planning and personal touches made this trip extraordinary. Thanks to Zicasso for matching us with the tour company and we highly recommend them for a perfect Sicilian/Italian adventure!
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This was a superb trip that allowed us to combine personal visits to Taormina and Syracuse with a pre-planned group meeting in Catania. Planning and communication were excellent, supported by an app that let us easily view our itinerary, complete with phone numbers for the drivers, hotels, and the tour operator contacts.
The hotels were perfect! They were wonderfully located, with impeccable service in Taormina and Syracuse. Our excursions were private and diverse, and allowed us to combine culture, foodie interests, and free time. The guides were top-notch, knowledgeable, and flexible.
We especially loved seeing the smaller towns of Sicily; Militello, Ragusa, Aci Castello, and Modica. We even arrived in one small town during their annual festival.
We had a dedicated driver for our trip who was, himself, a treasure; always on time, always ready to adjust to changes, and a delightful personality.
This was such a good experience that we have selected Zicasso's tour operator to book another Italy trip next year.
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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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Where do I start? My trip to Italy, put together by Zicasso's travel agency, was absolutely incredible! From climbing Mount Etna and seeing the craters to swimming in the deep blue, crystal-clear waters of the Tyrrhenian Sea on the Island of Capri, I had the time of my life! It's a good thing I have pictures and videos to remind myself that it really happened because every day felt like a dream. I can't thank the travel agency enough for creating special moments that will last in my memories for a lifetime!
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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.
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