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 1562 reviews

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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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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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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Sicily Italy Travel Review, Palermo, Agrigento, Siracusa, Modica, Ragusa, Taormina, Locals, Food & Wine
My wife and I arranged a trip to Sicily with our trip planner at this tour company and we could not have had a better, more professionally planned trip to this wonderful country.  The history and even the culture in Sicily is very different from the rest of Italy we learned and every aspect of our pre-planned scheduled trip over 8 days was first class.  From the moment we arrived in Palermo and were picked up by a private driver to all the cities we visited, the hotels our trip planner booked us in, the drivers she arranged to transport us every day, to the pre-arranged professional tour guides, everything about this trip was simply exceptional.  The planner even helped us make reservations at highly rated local restaurants in the towns we stayed.  We visited and toured Palermo, Agrigento, Siracusa, Monica, Ragusa, and Taormina.  We really saw a great deal of Italy and the beautiful historical sites in each city we visited were amazing and so interesting.  It was a trip we talked about doing for many years and we finally did it.  I would strongly recommend this tour company for any destination and we hope to be able to do another trip in the future.  We would definitely call our trip planner immediately when this can hopefully happen.  Thank you trip planner for being so responsive to all of our questions and requests during our trip as we made a few changes in the restaurant reservations during our trip as we became acquainted with the towns we visited.  I must add this about Sicily, the food and local wines are beyond good, it is almost impossible to have a bad meal anywhere you go.  Sicily is beautiful and the people there are so friendly and welcoming and surprisingly, many speak pretty good English.  Thanks again to our trip planner for planning such a wonderful trip for us.Bye for now.Tim and Bamie C.Chandler, Arizona   

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Travel Review: Luxury Trip to Italy, Sicily, Palermo, Taormina, Ragusa, Mt Etna

We found this travel company wonderful.

All the cities were great

Great Restaurants. Amazing locations and tours.

Excellent hotels. Our favorites Piccolo Giardino in Taormina, Acqua dell'Arte in Catania, and Casato Licitra in Ragusa. Great service.

Loved our days on the beaches.

They were very helpful for the complete trip.

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Italy Luxury Trip Review: Agrigento, Taormina, Marsala, Cooking Class, Wine Tasting, One-Week Tour
Except for a couple of snafus at the airport in Palermo and the wrong bed set-up in Palermo at the beginning of our trip, everything was excellent. We especially enjoyed our hotels in Agrigento and Taormina.

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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