A Luxury Wine Tour of Sicily

What to expect on this itinerary
The luxuries of Sicily emanate from every sip of wine, each bite of food, and the unforgettable panoramas of the landscape. Your Sicily wine tour is custom tailored to ensure comfort and elegance, flavor and culture. The sea shines a deep sapphire blue. The hills transition between golden grasses and verdant vineyards. The exquisite snowcapped peak of Mount Etna rises over the sandy beaches, and immense columns of ancient Greek temples continue to stand stoically against rolling hills surrounding the valley. From the moment you arrive, you will relish the splendor of Sicily.
Customizable Itinerary
Cultural Sample of Sicily
The city of Palermo has a wondrous allure set against the pristine lulling waters of the Tyrrhenian Sea. You arrive at the airport, where you find your private transfer waiting to escort you to the lavish resort-style hotel outside of Marsala. The city is famous for its wine but has a long and illustrious history of which its citizens are proud. The marble streets gleam in the bright sunlight. Baroque buildings encircle elegant piazzas. Locals enjoy the cool breeze of the evening and stroll along the charming streets or sit in small cafes watching passersby while sipping an aperitif. The Complesso Monumentale San Pietro is a remarkable art center housed in a refurbished 15th-century convent.
The complex of museums contains weapons and documents used in the reunification of the two kingdoms of Sicily, along uniting the island with mainland Italy. Numerous cafes stand opposite the stunning Marsala Cathedral known as the Duomo. The cathedral was reconstructed in the 1950s but maintains strong Norman foundations. You settle into your hotel on the outskirts of town to find a comforting spa and wellness center on property. The pool sets a tranquil ambiance with its constant trickling of water. The sea brushes against the shores golden sands of the beach for an undeniably luxurious stay.
What's Included:
Becoming Acquainted with the Unfamiliar
Heart of the Market
Visiting the Valleys
Indulging in Tradition
The Beauty of Baroque
Wine and Dine and Differentiation
Tremendous Taormina
Remembering the Flavor
Trip Highlights
- Relish the variety of vineyards and varietals of wine with fine wine tasting tours of Sicily
- Indulge in a cooking course in a secluded country villa to experience the true cuisine and culture of the island
- Bask in the stunning panorama looking out to the African coastline in the hilltop town of Erice
- Revel in the sweet and succulent flavors of internationally acclaimed chocolates produced in the charming town of Modica
- Stroll through cobblestone piazzas and alongside lavish palaces in towns brimming with Baroque style
- Visit remarkable ancient Greek Ruins decorating the contemporary towns
Detailed Description
Bask in the unforgettable wine tasting, food producing, and stunning amalgamation of cultures in Sicily. You can imagine yourself in a refreshingly cool wine cellar, learning about the unique way a boutique vineyard ferments its wine. On a country estate, the aroma of olive groves blends with the sensual scent of freshly made pasta. Traditional markets brim with excitement. Historic churches glow with a vivacious combination of colors. Embrace true luxury on your 9-day Sicily wine tour of the flavors of the island, taking in Baroque towns and ancient ruins peppering the landscape.
On your first day in Palermo, you arrive at the airport where your private transfer is waiting. You soon find yourself on the outskirts of the seaside town of Marsala, settling into a luxurious resort. The next day is filled with stimulating wonder, introducing you to the culture of the island. Tour a celebrated winery and enjoy a wine tasting paired with lunch. Venture to the hilltop town of Erice to explore the lavish architecture and exceptional vistas. Consider reading some of our travelers' Sicily tour reviews to gain further insight into ventures you could undertake. Next, you have a culinary tour of Palermo, discovering the endless food stalls that fill the vibrant markets.
In Monreale, the gilded Byzantine cathedral and charming ceramic shops create a charming ambiance. The following day takes you away from Marsala and into stunning Sambuca di Sicilia. A vineyard located near the enchanting town provides a luxurious sample of its vast vineyard. After lunch, you venture to the Valley of the Temples for a private guided tour of the exquisite archeological park brimming with ancient Greek ruins. Travel to a country home located between Agrigento and Palermo. Your private culinary class introduces you to the connection of Sicilian flavors to the landscape with a tour of the gardens and orchards, before an instructive guide to local cuisine.
Next, explore the remarkable Baroque towns of Ragusa and Modica. Once in the town of Modica, you will also have the chance to relish a unique chocolate tasting inside a celebrated artisan sweet shop. The following day, you visit a boutique winery to learn about the unique ways the vineyard is producing its wine. Venture into the seaside cliff town of Taormina; tour the historical grounds and enjoy the relaxed atmosphere of the cityscape. On your final day, your private transfer escorts you to Catania, where you board your flight home.
Starting Price
$8,800 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 1068 reviews
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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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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The travel company and staff were excellent. The trip coordinators accompanied us through the trip via WhatsApp. They were terrific. The service was top-notch, including the drivers, tour guides, and accommodations.
The one thing I would change about the trip is to have longer stays in each city visited. Moving to a new hotel every two nights prevented us from really enjoying each city we visited. I would also forgo Palermo and substitute a smaller city like Noto or Agrigento. But again, the itinerary was based on my interests and time. It is not an indication of the tour company's abilities. However, it may be good for the agency to suggest longer stays to other customers. Otherwise, we had a great trip and once again, I have recommended Zicasso and the tour company to family and friends.
Thank you again for a great time!
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Everything worked out perfectly, from our first contact with Zicasso, through the planning process with Zicasso’s tour operator (our travel agent was the best!), and onto the trip itself.
We liked the process, the ability to work with a specialist with our wants, concerns, and needs, as well as the actual itinerary and follow-through on the ground. The concierge at each location (Rome and Sicily), as well as the use of WhatsApp, was a great thing to have. Not that we had any issues, but the availability was very comforting.
The guides used were fantastic! They were very knowledgeable and very personable. The drivers were prompt, friendly, and helpful. The accommodations picked were what we wanted, in the middle of things and perfect for our needs. I would just add that explaining the differences within the accommodations on room types would have been helpful. I would have probably gone with a bigger room in Ortigia if we'd been aware of the differences. We did know European rooms were smaller than what we're used to here in the States, but there was little light in the room we had and it was very small. We loved our accommodations in Agrigento and the hotel in Taormina!!!
All in all, we can't say enough; we've been telling our friends all about Zicasso and our travel agency. We would definitely use you again.
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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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