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

$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.

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Verified Traveler Reviews

Based on 1451 reviews

Italy Family Vacation Review: Taormina, Roccalumera, Sant'Alessio Siculo, Savoca, Siracusa, Modica, Ispica, Aeolian Islands

My wife and kids were joined by my sister, my dad and his wife on a 10-day trip to Sicily.

We engaged this travel company to put the trip together for us. I provided the information about which villages we were interested in focusing on because of an ancestral tie. They took that information and weaved in activities that complimented our desired locations and supplemented the agenda with villages and cities with which we didn’t have ancestral ties, but which offered opportunities for fun and adventure.

We started out in Taormina for three nights. While in the area we did quick driving tours of Letojanni and Roccalumera. We spent a little more time in Sant'Alessio Siculo to visit our family church in which my great grandfather Stefano had a stone erected at the passing of his father Domenico in 1948. We traveled to Savoca to visit locations that were in the Godfather movies. Then we drove up to Forza d'Agrò another family ancestral hub and did a walking tour of the town visiting more set locations for the Godfather movies but also parts of our town inhabited by our ancestors. We spent a fair amount of time in the town of Taormina visiting the central city area and other locations like the Greek Amphitheater. Everywhere we went was a quick 10-minute walk from our hotel. We stayed at a Hotel which was an excellent base of operations.

Our last day in the area we visited Mt. Etna. Our very knowledgeable guide put us through the paces visiting some of the minor smaller craters. It’s a location that truly has to be seen to be appreciated. Pictures just do not do it justice. We also toured a tunnel caused by lava flow that had been in existence since at least 1776.

For the next night, we moved on to Sant'Angelo di Brolo and visited parts of the village tied to our ancestors. Our driver did a create job of recon on the area so he could focus us on the areas that held the most historical significance to us. He also helped us with our dialogue with the commune’s municipal records office. His efforts helped us obtain printouts that provided us invaluable information for our family tree.

While in the area we also visited Gioiosa Marea which is a genuinely nice village on the northwest coast of Messina. From there we had a magnificent view of the Aeolian Islands.

We finished our stay with five nights in Siracusa. Siracusa is a good-sized city and we stayed on the “Island” of Ortigia where there were tons of sights to see and things to do. We ventured out of town to visit a number of locations. We visited the Archaeological Park the highlight of which was a Greek Amphitheater that was even bigger than the one in Taormina. We visited a farm that produces high quality Olive, Jams, Honey and Citrus. We participated in a cooking class with a Chef. We ventured out of the area for a tour of Ragusa lead by another guide who shared her wealth of knowledge about the area with us. Along the way we got to see Modica and Ispica. Of course we also visited a winery to learn about the process of making wine in Sicily (and to drink a little of the local Sicilian output too).

The mountain landscape was breathtaking in all the areas we visited. Each time we entered a share turn we were glad our driver was still with us taking great care to make the drive as smooth as possible.

Unfortunately, the visit had to end, and we had to travel back to reality.

The whole family had a wonderful time, and everyone can’t wait to get back.

Our travel company exceeded our very high expectations!

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Travel Review: Italy Tour, Sicily, Palermo, Agrigento, Catania, Ragusa, Syracuse, Modica, Chocolate Making, Olive Oil Factory
Trip was excellent.  All the arrangements made by the travel company worked flawlessly.  Although we have been traveling for more than 50 years this was the first time we have used a travel agency to both plan and arrange an overseas trip.  We were impressed with the agency because they listened to what we wanted to do and see.  There were discussions and a few iterations before the final itinerary. Take time and speak with them.  Furthermore they were able to accommodate our idiosyncrasies. We spent 10 nights in Sicily in Palermo, Agrigento, Ragusa Ibla, Siracusa and Catania.  All the hotels and B&B's were excellent and centrally located as we desired,  The drivers and guided tours were staffed with knowledgeable, professional and efficient people.  The agency kept in contact with us throughout the trip although this was not easy since we did have a mobile phone.  There were no problems at all.  Superb suggestions from the travel company that we had not thought about such as a chocolate making class in Modica, a market crawl/cooking class/lunch in Siracusa as well as a visit to a top quality olive oil production estate were some of the highlights of our trip.  The archeological visits also were magnificent. The agency even arranged for our attendance at a Bellini opera in the Teatro Bellini in Catania.  The overall trip was wonderful mostly due to the great travel arrangements.  It did not hurt that for the 10 day trip duration there was no rain, only a few rare clouds and moderate temperatures. We would not hesitate to work with this travel company again. 

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Travel Review: Luxury Italy Trip, Sicily, Catania, Siracusa, Taormina
Trip was well organized by the company. They were always very responsive when I had questions. The tour guides were very professional and passionate about Sicily. We had heavy rain one day (Friday) of the trip and all archaeological sites in Sicily were closed by the authorities. The company quickly readjusted the tour and flipped Sunday’s tour (Catania and Siracusa) on the rainy day which worked out beautifully.I strongly recommend this company for those thinking of going to Italy.

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Italy Vacation Review: Amalfi Coast, Sicily, Pompeii, Mount Etna, Winery Tour, 12-Day Trip

My husband and I have just returned from a 12-day trip to the Amalfi Coast and Sicily. The trip, planned with Zicasso’s travel company, met all of our expectations. They listened carefully to the types of travel experiences we enjoyed and delivered exactly what we wanted. The accommodations were very good. The guides and drivers were all prompt, knowledgeable, and friendly.

We especially enjoyed the visits to the towns on the Amalfi Coast and Pompeii when we stayed in Amalfi. In Sicily, the visits to the Valley of the Temples and the archeological sites were fascinating. The two wineries we visited were fun and the food and wine delicious. We also enjoyed our visit to Mt. Etna. Our guide was so much fun.

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Italy Tour Review: Syracuse, Taormina, Palermo, Cooking Class, Golf, 10-Day Trip

Our trip was extremely well organized and all the tour guides did a wonderful job. We loved the hotel in Syracuse and Taormina was stunning. We are sorry we did not take the tour of Mount Etna.

We enjoyed the cooking class, but have not received the info promised from the class.

Our driver was extremely professional and pleasant, and her driving skills were perfect.

We did not enjoy Palermo. I guess we should have done more research as I thought Palermo was going to be like Rome. We did not like the staff at the hotel in Palermo. They had a totally different attitude to those in the previous two cities.

The food was very good and breakfast at the first two hotels was amazing.

My husband played gold in all three cities and enjoyed it.

Thank you for all your assistance. We will definitely reach out to Zicasso in the future.

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Luxury Italy Travel Review: Sicily, Palermo, Catania, Ortigia, Taormina, Mount Etna

Matteo provided exactly the trip we wanted, which was a 12-day tour of Sicily, starting in Palermo and ending in Catania. We spent 3 nights in most hotels and approved of his choices, which gave us different experiences of hotels in Sicily. In Taormina we stayed at Hotel Calipso, Hotel Kore in Agrigento, and A Casa Di Anna in Palermo. He provided us with a cellphone upon arrival and checked in from time to time. His English is excellent. We sometimes had problems with internet, and he would call the hotel to try to get a solution, then report back. We used two guides provided by him for specific tours, but basically did things by ourselves. I would turn to him for my next trip to Italy.

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Customizable Itinerary

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

28,000+ Verified Traveler Reviews