Wine Lovers Sicily Tour: History, Tasting & More

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.
Customizable Itinerary
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:
Sicily – In the Lap of Luxury
Sicily – The Footsteps of the Ancients
Ragusa – The Journey Continues
Ragusa – Keeping the Flavors in the Family
Syracuse – Clear Remnants of the Past
Taormina – Succulent Lava Soil
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.
Verified Traveler Reviews
Based on 4599 reviews
We had a fabulous trip to Italy, including to Sorrento, Taormina, and Rome. Zicasso’s travel specialist made sure every detail was taken care of, including stays in beautiful, well-located hotels and excursions that were interesting and fun for our family.
For example, she arranged for an airport host to assist us with our arrival to and departure from the Rome airport, and she was simply amazing, whisking us through the airport and eliminating stress for our family.
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Zicasso’s travel specialist put together a perfect trip for us. We were a large group, with large age and ability ranges—in addition to traveling over the holidays, so places being closed for the holidays was also a challenge. She made magic happen and, honestly, our trip could not have been more seamless.
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Aside from the delay because of the time change, working with Zicasso’s travel specialist was great. She took care of all arrangements in Sicily once our decisions were made. She confirmed with every hotel, driver, and guide, making sure our travel was effortless.
The guides were great, adding so much historical information to our attractions. Our drivers were friendly, providing us with clean, comfortable vehicles, safe driving, and interesting conversation about modern life in Italy. Our hotels were high-end, in city centers, with amazing breakfast buffets and professional, kind staff.
We used a reputable tour group for our first week of mainland Italy travel, but our experience with this travel specialist far surpassed the tour group experience and our expectations. I would not hesitate to use her again for any travel plans in Italy. She checked in with us pre-, mid-, and post-travel. There wasn’t one hiccup with the plans she made for us.
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Zicasso’s travel company helped us plan a trip that exceeded our expectations. From the hotels to the guides to the scheduling of events, things could not have gone smoother. We visited all the sites and did all the things we wanted to do, and still had free time to roam on our own. This team is top-notch and we highly recommend them.
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The trip was fantastic. Zicasso’s travel specialist was so helpful every step of the way. She made sure even the smallest details were perfect. I would definitely use her again.
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Our recent trip to Rome, Florence, and Venice, planned by Zicasso’s travel specialist and her team, was nothing short of exceptional. Every detail was handled with care, precision, and an obvious commitment to excellence. The hotels were truly top rate, perfectly located, and impeccably chosen to enhance the experience of each city. The tour guides were extremely knowledgeable, engaging, and clearly passionate, adding depth and context that made each destination come alive.
What truly set this trip apart was the level of service. From seamless transfers to on-the-ground assistance, everything felt effortless. The recommendations and tips provided along the way were incredibly useful and allowed us to experience each city with confidence and ease. The assistants who helped guide us through logistics and navigation were attentive, professional, and reassuring, making the entire journey feel like true white-glove service from start to finish.
The travel specialist and her team exceeded every expectation. Their planning, responsiveness, and attention to detail transformed an already incredible itinerary into an unforgettable experience. I would recommend them without hesitation to anyone looking for a flawlessly executed, high-end travel experience.
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