Wine Lovers Sicily Tour: History, Tasting & More

The grapes are ripe and ready to harvest. Variety quot uva Italia quot. September, near the city of Agrigento.

What to expect on this itinerary

Uncover the secrets to a perfect bottle of wine in the unparalleled landscape of Sicily. Follow the trail of an open-air museum dedicated to the different grapes of the island. Sip a sensual red or robust white in an antique farmhouse. Discover the ancient civilizations that settled the hillsides and shores. The subtle flavors of wine are influenced by the soil and elements, nurtured to absorb the qualities of its surroundings. Embark on a luxurious Sicily wine tasting experience that will introduce you to the Planeta estates and has you fall in love with the distinctive characteristic of each property’s wine and production.

Countries Visited

Italy

Places Visited

Catania, Palermo, Etna, Taormina, Syracuse, Noto, Vittoria, Ragusa, Agrigento, Menfi

Suggested Duration

8 Days

Customizable Itinerary

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Day 1

Sicily – Surrounded by Vines

The history of the vineyards in Sicily spans thousands of years. In Palermo, remnants of an ancient lifestyle have combined with millennia of settlements from cultures around the world. The honey hue of the city glistens in the sunlight. The shimmering blue Tyrrhenian Sea brushes against the boats in the harbor. Women stroll along the paths of the marketplaces, listening to the shouts of the vendors vying for their patronage. The Cathedral has a 15th-century Gothic-Catalan portico. A single column contains an Arabic inscription connecting the structure to its former role as a mosque during the city’s Arab rule.

The bell tower was erected in the 12th century. The Baroque beauty of the city emanates from the Quattro Canti. The 17th-century plaza was erected with four mirroring corners rising three stories tall. A fountain decorates the lower floor, with sculpted figures adorning the upper floors, each flanked by elegant Greek columns. Your private transfer escorts you through the vibrant city and leads you to the town of Menfi. You settle into the comforts of your lavish resort, encircled by lush vines combing the hillside. The aroma of recently fried arancini, Sicilian stuffed rice balls, drifts from the kitchen. The elegance of the landscape and private accommodation is soothing. Consider reading some of our travelers' Sicily vacation reviews to further inspire and refine your perfect Sicily trip.

What's Included:

Transfer
Accommodation
Day 2

Sicily – In the Lap of Luxury

Day 3

Sicily – The Footsteps of the Ancients

Day 4

Ragusa – The Journey Continues

Day 5

Ragusa – Keeping the Flavors in the Family

Day 6

Syracuse – Clear Remnants of the Past

Day 7

Taormina – Succulent Lava Soil

Day 8

Taormina – After the Feast

Trip Highlights

  • Explore the various family-owned vineyards of Sicily and enjoy sumptuous wine tastings
  • Indulge in the unique properties of wine produced on the volcanic slopes of Mount Etna
  • Follow the history of wine in Sicily on the Grapevine Route, which will introduce you to indigenous grapes along with varietals collected from around the world
  • Discover the remarkable Doric ruins at the Valley of the Temples, where remnants of Greek settlement persist
  • Witness the unique architectural properties of the Feudo di Mezzo Estate
  • Traverse the ancient streets of Syracuse to find the largest ancient Greek theater in Sicily that remains intact
  • Relax in luxurious wine resorts across Sicily, known for their comfort, seclusion, and unparalleled quality

Detailed Description

Your desire to explore the varieties of wines, from their unique properties to the quality of the soil, is a journey of discovery. Your 8-day Sicily wine tasting tour guides you through the ancient roots of the viticulture world that influence the wineries of today. Your Sicily vacation begins with your arrival in Palermo. Your private transfer guides you through the historic streets of the city, highlighting the distinct layers of the civilizations that have contributed to the growth of the region. Outside of the town of Menfi, you settle into your wine resort, surrounded by elegant waves of vineyards draping across the hillside.

The following morning, you venture to the Ulmo Estate for an introduction into Sicilian wine at Planeta’s first winery outside the town of Sambuca de Sicilia. After your tour, you take in the ancient ruins of Selinunte before returning to your resort for the evening. Your guide meets you at the hotel the next day, ready to lead you through the trails of the Valley of the Temples. The Doric structures have withstood the test of time and continue to inspire visitors from around the world. Tonight you find comforts in a wine resort outside of the undulating city of Ragusa.

Next, you explore the antique features of the Dorilli Estate and sample the fabulous flavors of the wine. In Ragusa, you travel along the streets, finding an alluring combination of Baroque buildings, medieval alleyways, and lavish churches. Travel to the Buonivini Estate to view the “Invisible Wine Cellar” and sample the wines produced on the distinctive grounds. Visit the Baroque city of Noto and relish the historical and architectural significance of the glowing city. In the evening, you can relax at your wine resort in the foothills of Mount Etna.

You’re free to discover the tremendous history of the Syracuse, discovering the Greek theater and fabled catacombs. You notice the stunning Feudo di Mezzo Estate blending into the landscape of Mount Etna. Tour the grounds and sample the wine before transferring to the enchanting seaside city of Taormina. On your final day, your private transfer escorts you to Catania. The city has an eclectic history noticeable in the culture of the people today. You make your way to the Catania airport for your flight home. 

Starting Price

$3,600 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 1071 reviews

Italy Travel Review: Taormina, Syracuse, Catania, Militello, Ragusa, Aci Castello, Modica, Mount Etna, Private Tour, Cooking Class, Boat Ride, 9 Nights

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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Italy Trip Review: Taormina, Agrigento, Palermo, 8 Nights

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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Italy Tour Review: Sicily, Taormina, Agrigento, Palermo, Cefalu, Mount Etna, Erice, Castelbuono, Savoca, Valley of the Greek Temples, Wine Tour, Godfather Experience, Farm Cooking Class, Cheese and Pastry Tastings, 7 Nights

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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Italy Vacation Review: Sicily, Temples, Cathedrals, Cooking Class, Boat Tour, 2 Weeks
"Zicasso’s travel agency planned the trip of a lifetime for us. They were attentive, communicated with us daily, and responded to any concerns."

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Italy Vacation Review: Palermo, 10 Nights

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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Italy Vacation Review: Rome, Sicily, 23 Days

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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Customizable Itinerary

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

28,000+ Verified Traveler Reviews